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      1 [1] Ryan Norbauer [2] [mail_icon]
      2 a personal newsletter
      3 Los Angeles, California
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     10 
     11 Keyboard Academy 2025-03-24
     12 
     13 The Outsider Option: Why I Sold Half my Company to Tiny
     14 
     15 by [8]Ryan Norbauer
     16 
     17 MY DESIGN WORK
     18 
     19 I create escapist [9]luxury computer keyboards at Norbauer & Co.
     20 
     21 Fairmont Empress Hotel in Victoria, BC near Tiny HQFairmont Empress Hotel in
     22 Victoria, BC near Tiny HQ
     23 
     24 I had the most curious sensation when I was working the other night: I was kind
     25 of happy.
     26 
     27 You know, not just in the I find this work satisfying kind of way, but in the
     28 and I don’t also want to walk out a window kind of way. This latter is, in my
     29 professional life at least, something of a novel experience.
     30 
     31 It is often said that founding a business is like “staring into the abyss and
     32 eating glass.” I concur with this analysis.
     33 
     34 But I would go one further. As someone with a chronic serial entrepreneurship
     35 problem, I can vouch that the life of a founder is actually also often quite
     36 painfully lonely—a feeling that somehow, paradoxically, gets worse the more
     37 employees and clients one has.
     38 
     39 'Twas ever thus, I used to think, and ever would be. It all just seemed like
     40 part of the entrepreneurial bargain, the cost of creative freedom. It’s a price
     41 I myself have been willing to pay at times, but at other times not so much.
     42 
     43 Just over a year ago, in fact, I very nearly shuttered my latest business,
     44 Norbauer & Co. (We make very fancy [10]luxury computer keyboards—yes, that is a
     45 thing; I’ll explain.) It wasn’t that we had any actual problems. Quite the
     46 contrary. We were enjoying a commercial success far exceeding anything I had
     47 ever hoped for or intended. It was just that this success required so very
     48 frequently dining on glass, as I bounced from one annoying-but-important
     49 logistical challenge to another.
     50 
     51 But let’s advance one year forward, to just last week. I found myself at the
     52 end of a long day grappling with a hard operational problem for the company
     53 (which indeed I did not shutter). It’s the sort of manufacturing setback that
     54 would previously have sent me down a vortex of despair, as I felt the latest
     55 shards shattering between my teeth. Yet in that moment the other night as I was
     56 wrapping up my work I caught myself smiling like an idiot, oddly untroubled.
     57 
     58 (Sometimes we get these rare glimmers of insight in life, when we briefly
     59 stumble off the hedonic treadmill. The perspective zooms outward, and we
     60 perceive that our past selves would be astonished and delighted by our
     61 situation in the present. It’s a beautiful thing.)
     62 
     63 I now have at my disposal an executive team of a caliber and competence I would
     64 never previously have thought within my grasp, leaving me never facing a
     65 problem alone. We have, moreover, just launched a product of enormous ambition
     66 and complexity that has been a lifelong creative dream of mine. Until these
     67 facts suddenly occurred to me at once the other night, they had somehow crept
     68 up on me over the past year without my quite noticing.
     69 
     70 I very intentionally capitalized and bootstrapped Norbauer & Co. in such a way
     71 as to never need outside investors, and at no point (now or in the past) have
     72 we ever been in want of cash. Indeed, I have spent my entire entrepreneurial
     73 life resisting investor-oriented management. So, as I now find myself more
     74 tranquil and satisfied than I have ever been in all my working life, I’m
     75 reluctant to admit what made it all possible.
     76 
     77 I sold nearly half of my company to a publicly-traded investment fund run by a
     78 Canadian billionaire.
     79 
     80 History of a Great Deal, and a Great Deal of History
     81 
     82 This is the story of my accidental luxury brand and our eventual deal with the
     83 very unusual investment firm [11]Tiny.
     84 
     85 I tell it in detail here not only for keyboard enthusiasts who may care about
     86 the past and future of Norbauer & Co. (or fans of Tiny who may wish to peer
     87 behind the curtain of one of their deals) but for any entrepreneur who
     88 struggles with the desire to bring a singular creative vision into the
     89 world—and who worries, quite rightly, about the perils of working with
     90 investors to make it happen.
     91 
     92 Tiny counts in its portfolio well-known cool-kid brands like [12]Aeropress, 
     93 [13]Letterboxd, [14]Dribbble, [15]Serato, and more than a hundred others—many
     94 of them design-centric businesses that, like mine, are deeply rooted in
     95 communities of passionate nerd enthusiasm. They also own quite a few creative
     96 agencies (such as [16]Metalab and [17]Frosty), which do tasteful projects for
     97 luxury and luxury-adjacent brands such as Prada, Apple, Burberry, Calvin Klein,
     98 and many others. This all makes Tiny an improbably good spiritual fit for my
     99 company, but my reasons for the deal actually ran far deeper.
    100 
    101 Many founders, especially those in the VC sphere, tend to view outside
    102 investment as a path to an “exit” payday, allowing them to cash out and ride
    103 off into a tropical sunset. Tiny has, to be sure, facilitated numerous
    104 embarkations of this type. But in my case, the short-term financial aspects of
    105 the sale were, for both sides, actually something of an afterthought. Far from
    106 exiting anything, I continue to serve as CEO of Norbauer & Co., and, as
    107 majority voting shareholder, I retain absolute control—creative and
    108 otherwise—over the business.
    109 
    110 Even though we closed the deal a year ago, I intentionally waited until now to
    111 write about it publicly, because I wanted to proceed from actual experience
    112 rather than the blind fact-free optimism of an early-day press release. The
    113 result, happily, turns out to be something of a love letter to a very unusual
    114 investment fund and the singular philosophy (and integrity) of the people
    115 behind it.
    116 
    117 A Keyboard Snowball
    118 
    119 The Heavy-9 in titanium, a popular one of our aftermarket keyboard housings,
    120 which sells for $3800 (not including the keyboard that goes inside).The Heavy-9
    121 in titanium, a popular one of our aftermarket keyboard housings, which sells
    122 for $3800 (not including the keyboard that goes inside).
    123 
    124 In an article published a few weeks ago, [18]Hodinkee (a magazine quite
    125 influential in the luxury world) described Norbauer & Co. as the brand
    126 “defining the world of high-end analog keyboards,” which is very kind, and
    127 perhaps even true in a way, but is mainly just amusing to me given how much I
    128 dragged my feet in letting it even become a business in the first place—to say
    129 nothing of an industry-defining one.
    130 
    131 Norbauer & Co. is in fact an entirely adventitious business and the unintended
    132 byproduct of an aborted attempt on my part at retirement. In 2010, having sold
    133 the last of three tech companies I had founded, I resolved to take a little
    134 breather from crippling stress and life-destroying workaholism to throw myself
    135 instead into frivolous, low-stakes creative pursuits. The effects were so
    136 salutary that I quickly swore off ever starting a company ever again. But among
    137 those fun creative projects was one that would end up quickly undoing my
    138 resolve: figuring out how to make my own retro keyboards.
    139 
    140 On obscure forums like [19]GeekHack, I began organizing group buys for my
    141 designs among fellow hobbyist enthusiasts. These offerings were originally
    142 intended just as a way to help offset the cost of making a few units for
    143 myself. From my very first such sale almost a decade ago I kept swearing that
    144 it would also be the last, intent on keeping my resolution never to get sucked
    145 into running another business and letting the stress ruin my life again. And
    146 yet I found myself nudged along at every turn (albeit gently and kindly) by an
    147 eager crowd with whom my work seemed to be resonating. One offering led to
    148 another. And things just sort of snowballed from there.
    149 
    150 The Norbauer brand has since managed to accumulate a base of thoughtful and
    151 loyal clients all around the world (from South Korea to the UAE, South Africa
    152 to Mongolia), and I’ve somehow never quite been able to keep up with demand.
    153 Most of our offerings sell out within hours—sometimes minutes—of being posted.
    154 (Communities of collectors have even set up bots to track our inventory and
    155 broadcast availability to private channels on Discord.) For waitlist items, we
    156 have clients who preorder and patiently wait for models with production lead
    157 times sometimes exceeding a year—including bespoke orders running into the tens
    158 of thousands of dollars.
    159 
    160 At some point or another, with millions of dollars of keyboards sold—and
    161 without my quite meaning or realizing—it had turned into a real business.
    162 
    163 Retro-techno-futurism, and a Rationally Irrational Trade
    164 
    165 The Heavy Grail in Veracity Steel (mirror polished), one of our most
    166 sought-after offerings. Price $2000.The Heavy Grail in Veracity Steel (mirror
    167 polished), one of our most sought-after offerings. Price $2000.
    168 
    169 While I have been obsessed with keyboards my whole life, I chose a
    170 serendipitous moment (around 2014) to become interested in actually making
    171 them. Here is subscribership of the MechanicalKeyboards subreddit over the past
    172 decade:
    173 
    174 MechanicalKeyboards subreddit subscribers over time (via subredditstats.com)
    175 MechanicalKeyboards subreddit subscribers over time (via subredditstats.com)
    176 
    177 Plenty of other enthusiast-led keyboard brands sprang up at the beginning of
    178 this upward curve along with Norbauer. But the vast majority, including some of
    179 the most prominent and prestigious ones, have since either spectacularly
    180 imploded or faded into the internet mists.
    181 
    182 If any one thing has allowed us to enjoy a relative longevity, I believe it’s
    183 that our products are fundamentally sentimental—and thus slightly irrational.
    184 When other makers seemed to be climbing over each other to be the Lexus of
    185 keyboards (converging on a single technical paradigm and competing on
    186 checklists of “premium” features), I was far off in one isolated corner, making
    187 weird Ferraris.
    188 
    189 The thing with a Ferrari—as, like, a car—is that it really isn’t the most
    190 logical purchase. They’re loud, difficult to maintain, and not particularly
    191 comfortable. I’m happy to report that our keyboards don’t have those
    192 shortcomings, but my point is that the unique (and obviously very potent) thing
    193 a Ferrari offers is to be an object with a soul—the product of a very specific
    194 worldview and set of values. This makes it non-comparable and thus somewhat
    195 resistant to direct competition. (Despite, for example, a vibrant market of
    196 counterfeit Norbauer keyboards coming out of China—some of which even brazenly
    197 copy our packaging—clients still eagerly prefer to pay a multiple to get the
    198 genuine articles from us.)
    199 
    200 What is it, then, that gives Norbauer products their particular soul? It comes
    201 from a profound emotional attachment to the spirit of 20th century
    202 techno-optimism. Part of this is our retrofuturist design language, which
    203 explicitly evokes midcentury and 80s modernism. Another is the deep and clacky/
    204 thocky sound profile, which is intentionally redolent of keyboards from the 80s
    205 and 90s. But above all is a headlong dive into the sort of breathless
    206 over-the-top optimism that characterized that earlier era of computing—when
    207 everyone seemed to believe that personal computers and the Internet were going
    208 to break down international barriers and make for a wiser and more peaceful
    209 world. A time when we all believed in The Future, with a capital F.
    210 
    211 Computers were held to be objects of enormous promise back then—rarer and more
    212 valuable devices than they now are—so manufacturers were willing to invest far
    213 more into hardware that was both durable and satisfying to use. Norbauer & Co.
    214 simply pretends that the trend never stopped—taking finishes, materials, and
    215 engineering to extremes to build objects that feel at once worthy and symbolic
    216 of those hopes.
    217 
    218 But by the mid-2010s when I started making keyboards, the hopes that had been a
    219 part of cyber-culture in its early days (decentralization, anonymity, lack of
    220 concern with social status or authority, peaceful mutual understanding across
    221 cultures, free speech) were already fading away. The charmingly anarchic early
    222 Internet was being supplanted by various walled social-media gardens controlled
    223 by a few megacorporations, with ill effects that are by now all too
    224 familiar—and are largely the opposite of all those things we had hoped.
    225 
    226 I think it’s not a coincidence, then, that the upsurge of cultural interest in
    227 vintage-style keyboards happened right around this time. For those of us who
    228 came of age during the golden era of personal computing (or those who wish they
    229 did), vintage-style mechanical keyboards are a small act of defiance—a way to
    230 physically reconnect with a time when technology seemed to offer a tomorrow
    231 that would always be better than today.
    232 
    233 An image that captures our brand pretty nicely.An image that captures our brand
    234 pretty nicely.
    235 
    236 At some point I realized that this meant I was essentially building a luxury
    237 brand: one whose value proposition is emotional valence, technical
    238 perfectionism, artistic design, and artisanal knowhow rather than serving any
    239 obvious practical necessity. (Contrary to popular conception, I believe that a
    240 true luxury brand isn’t about monetizing social status but rather enabling
    241 low-volume manufacturing of weird and creatively interesting goods.)
    242 
    243 I admire many examples in this space—Leica, Teenage Engineering, Hermès—that
    244 flagrantly disregard economies of scale, mass appeal, and micro-efficiencies in
    245 favor of a quirky creative vision, sold to a tasteful and passionate few who
    246 are simply very excited about and believe in what the creators are doing.
    247 
    248 I knew that if I were going to continue operating a consumer electronics
    249 company, this would be the only kind that I would find interesting to build.
    250 
    251 The Withering Gaze of Uncle Scrooge
    252 
    253 The growing Norbauer & Co. Los Angeles team in 2021The growing Norbauer & Co.
    254 Los Angeles team in 2021
    255 
    256 By 2021 we had opened a [20]workshop in Downtown Los Angeles and I had hired a
    257 small team. We had just launched our most popular product, the Heavy Grail
    258 (shown in the video below), and our revenue was on an insane parabolic
    259 year-over-year upward trajectory.
    260 
    261 This was all quite gratifying in a way, but the feelings of avoidant stress
    262 from my early entrepreneurial days started to come back. I just wanted to focus
    263 on giving our clients what they wanted, doing it well, and making functional
    264 art that facilitated a bit of happy escapism. But with increasing success came
    265 a whole host of unwelcome burdens and concerns that I was disinclined to manage
    266 optimally. Shards of glass again.
    267 
    268 I keep a statue of Scrooge McDuck next to my desk as a reminder that making
    269 money is something a person running a business should endeavor to do. (Milton
    270 Friedman and Jack Donaghy action figures were unavailable.) It is a general
    271 entrepreneurial failing of mine that profit is not always foremost in my mind,
    272 but this has been more true for me in this “fun little retirement project” than
    273 with any other preceding venture.
    274 
    275 My museMy muse
    276 
    277 Having so many people throwing money at us made it easy to do what I was
    278 naturally inclined to do anyway: to focus on the product and client experience
    279 above all else, while avoiding hard decisions about capital allocation. (More
    280 money, more Parkinson’s Law problems.)
    281 
    282 Part of the premise and competitive advantage of a luxury brand like ours is
    283 being willing to spend way more money on quality and subjective artistic
    284 matters than a rational manager would seemingly ever do. But, critically, these
    285 expenditures should be focused only on things that affect the client
    286 experience. Through my general avoidance of the subject, our profligacy was
    287 often directed, utterly un-strategically, by random chaos instead.
    288 
    289 By the end of 2023, to cite one example, I had unwittingly flushed a quarter of
    290 a million dollars down the toilet in a self-imposed boondoggle project to
    291 rework our e-commerce infrastructure. It was a frog-boiling situation; the
    292 development team kept assuring me something shippable was just around the
    293 corner—probably actually believing this themselves—until I eventually paid some
    294 close attention, dug into the details, and realized (years in) that no such
    295 thing was forthcoming and had simply to kill the project.
    296 
    297 Around the same time, I had a suspicion that our warehouse and client support
    298 operations had become wildly inefficient, so I decided to take a look at what
    299 it was costing us (in labor alone) to ship an order. I discovered that we had
    300 gone from $8 per order in 2019 to $104 per order in 2023, an order of magnitude
    301 jump in costs with no appreciable improvement in the client experience.
    302 
    303 [image-7]
    304 
    305 These were just two rare examples where I diverted my attention briefly away
    306 from what felt like my most important responsibilities (design, engineering,
    307 and brand), and I immediately stumbled into raging cash incinerators. There was
    308 reason to believe that others were lurking around every corner. This was
    309 manifestly unsustainable, and I knew it would eventually start threatening our
    310 ability to allocate capital to important things that actually did matter to our
    311 clients.
    312 
    313 There are a million little trivial but non-optional tasks in running a physical
    314 goods business: complicated bookkeeping, logistics coordination, inventory
    315 tracking and valuation, customs clearances, regulatory compliance, endless tax
    316 filings, insurance, payroll processing, accounts payable, etc. Attending to
    317 tasks like these tends to drain my will and energy, leaving me with very little
    318 enthusiasm for more optional (but no less essential) management tasks like the
    319 ones where I discovered us pointlessly hemorrhaging cash.
    320 
    321 Spending more time being strategic about management seemed urgent. But I got
    322 into this business because I liked making fancy keyboards and connecting with
    323 our clients. Diverting my attention even further from those goals seemed
    324 horrible to me. This is why, on the day I made those charts and realized all
    325 this, I very nearly decided to fold up shop.
    326 
    327 The Seneca Moonshot
    328 
    329 [image]the Seneca
    330 
    331 If it were just a question of going on selling my existing product lines and
    332 optimizing the business for short-term profitability, I definitely would have
    333 put the company in the garbage right then. What we were making up to that point
    334 were essentially “aftermarket upgrades” for keyboard internals made by other
    335 companies. Although the community was still clamoring for those products and
    336 there was unquestionably money still to be made, I simply felt like I had
    337 solved all the interesting design problems in that domain. But I had something
    338 else in my back pocket.
    339 
    340 I’ve often said that Norbauer products are more than just backward-looking
    341 nostalgia. They’re actually meant to feel like they come from an alternate
    342 universe that split off from our own in something like the 1980s—an imaginary
    343 timeline where technological evolution continued in parallel to ours but where
    344 both the sensual quality of computing hardware and its broader social effects
    345 just kept getting better and better (rather than, say, what actually happened).
    346 This is why my long-term goal has always been not just to recreate
    347 vintage-feeling keyboards, but rather to make new keyboards in a
    348 retrofuturistic design language that are actually better than any that exist in
    349 our real universe, now or in the past.
    350 
    351 And so in the preceding years I had been quietly working on a crazy (and crazy
    352 expensive) multi-year moonshot project to develop our own in-house
    353 ready-to-type keyboard—something that a client who wants the best typing
    354 instrument obtainable in the world could acquire from us, plug in, and
    355 immediately enjoy. Every component would be custom, right down to the screws. I
    356 called this project [21]the Seneca, and by the time I was thinking seriously of
    357 shuttering Norbauer & Co., it was actually very near completion.
    358 
    359 This put me at a crisis: I didn’t want to go on running the business any
    360 longer, but I also didn’t want to give up on the creative vision either; I had
    361 become sentimentally attached to the idea of seeing the Seneca out into the
    362 world.
    363 
    364 This is where a normal entrepreneur would look to outside partners or
    365 investment. But I was so profoundly allergic to this prospect that I remained
    366 blind to it, probably for far longer than I should have. Then again, for a
    367 founder like me—whose priorities are creativity and the client experience—I
    368 think the hesitation was quite warranted.
    369 
    370 Effing the Ineffable (MBAs Ruin Everything)
    371 
    372 There is a natural tension between the pecuniary concerns of the investor and
    373 the creative urges of the builder-entrepreneur, and I am certainly
    374 temperamentally much more aligned with the latter. But my complaint about
    375 investors is not that they’re somehow too obsessed with making money; it’s
    376 that—in the long term at least—they’re just generally so bad at it. (And this
    377 coming from a guy who has to keep a Ducktales figurine by his desk as a
    378 reminder to think about profit occasionally.)
    379 
    380 The Swapping of Cerebrum for Spreadsheet
    381 
    382 Because the core premise of investing is “sit at computer, make number go up,”
    383 it seeks above all else things that can be easily measured and thus optimized.
    384 
    385 The folly generally takes one of three forms:
    386 
    387   • Venture Capital. For VC firms, the target is meteoric growth, typically in
    388     things like size of user base (profit unimportant) in order to hype the
    389     share value for the next round of speculators. This can and often does doom
    390     innovative companies that would have been great profitable businesses at
    391     smaller scales.
    392   • Private Equity. Here it’s the value of underlying assets to be carved up
    393     for leverage and/or quick sale to the highest bidder, even if the source of
    394     the company’s value generation is itself obliterated in the process.
    395   • Public markets. Here the focus is typically juicing quarterly accounting
    396     numbers and massaging narratives for modest ticker jumps at the next
    397     earnings call.
    398 
    399 There seem to be no good options.
    400 
    401 The startup trajectory is typically as follows: a company starts out doing
    402 something good, which catches on and becomes profitable. A core community of
    403 enthusiastic and happy customers grows up around the brand. Success attracts
    404 investment and a concomitant push to scale. Loath to rise from their computers,
    405 the investors seek numbers that can be upwardly coaxed on the screen, and their
    406 armies of MBAs are deployed to find them. Things that are easy to measure and
    407 control like costs and revenue growth get over-optimized, focusing on easy
    408 paper-based wins 📈 over the gestalt of the business and its reputation. Quality
    409 degrades, and customer loyalty with it. The brand undertakes a slow march
    410 toward mediocrity and eventual death, its pricing power ebbing away, all while
    411 the MBA managers and consultants (and often the investors themselves) have long
    412 since gotten their payouts and moved on.
    413 
    414 This is an unseen homogenizing force in the world of commerce, draining every
    415 last wisp of human dignity and aesthetic joy from some of the world’s greatest
    416 brands and institutions—eventually, and ironically, also destroying their
    417 economic value in the process. And it leads to the opposite of the very reason
    418 I ever wanted to start companies to begin with, which is to make the world look
    419 a little less boring.
    420 
    421 MBAs are why we can’t have nice things.
    422 
    423 Sure, I may be slow to undertake performance analysis and optimization when
    424 running a business, but I’d far rather have that problem than these.
    425 
    426 Oops
    427 
    428     …many managers attempt to reach their targets simply by cutting costs. This
    429     can be fatal. Any fool can cut costs anywhere at any time. For one shining
    430     moment it will look as if he or she is a genius at increasing the bottom
    431     line. Then the moment will pass … and quality will collapse.
    432 
    433     —Felix Dennis, [22]How to Get Rich
    434 
    435 Although excessive cost-cutting is among the most common, it’s just one example
    436 of the investor-driven impulse to focus on metrics— and how this can
    437 insidiously erode the foundations of a business over time.
    438 
    439 “When a measure becomes a target, it ceases to be a good measure,” as
    440 Goodhart’s Law states, although that formulation actually puts it a little too
    441 modestly. I prefer the [23]Strong Version of Goodhart’s Law, as expressed by
    442 machine learning researcher Jascha Sohl-Dickstein: “as you over-optimize, the
    443 goal you care about won't just stop improving, but will instead grow much worse
    444 than if you had done nothing at all.”
    445 
    446 This applies across many domains of human endeavor (standardized testing making
    447 students dumber being the most obvious one) but let’s consider a few examples
    448 from the world of business.
    449 
    450   • Facebook seeks to improve the world by fostering human connection, choosing
    451     engagement with the platform as the proxy metric to guide its algorithms;
    452     the result is that people’s “social” feeds fill up with attention-grabbing
    453     viral content and virtually no posts from actual humans or friends.
    454   • An e-commerce brand seeks to increase cashflow and chooses average order
    455     value (AOV) as its proxy metric; managers make offerings like free shipping
    456     at certain order total thresholds, causing customers to order things they
    457     don’t really want, leading to decreased customer satisfaction and increased
    458     returns (with a net negative effect on cashflow relative to baseline).
    459   • A streaming service seeks to optimize customer enjoyment and chooses time
    460     spent watching video as its proxy metric; the result is that managers focus
    461     resources on building auto-play, infinite scroll, and low-value ambient
    462     content that spikes the numbers while actually just pissing customers off.
    463 
    464 I could go on. Jerry Muller’s [24]The Tyranny of Metrics is an entire volume
    465 dedicated to this phenomenon, as is much of Nassim Taleb’s brilliant [25]
    466 Incerto series, a nearly 2,000-page screed against what he rightly calls naïve
    467 rationalism and the frequent backfiring of over-reliance on quantitative models
    468 and targets.
    469 
    470 The Hard-nosed Economics of Emotional Attachment
    471 
    472 So, yeah, metric optimization is dumb. But it is even more often the case that
    473 the most important things can’t even be measured at all.
    474 
    475 Despite much quantitative window-dressing to the contrary, business is actually
    476 an inherently social and thus profoundly subjective, psychological, and
    477 qualitative phenomenon. The real earning potential of a company emerges not
    478 primarily from its book assets but its brand and reputation, for it is only by
    479 that reputation that it is able favorably to undertake the transactions that
    480 make those assets worth anything. The goods and services of an untrustworthy
    481 (or, worse, hated) transaction partner will trade at a significant discount to
    482 what they would be from a favored one. As Danny Meyer (founder of Shake Shack)
    483 is often quoted, “business, like life, is all about how you make people feel.
    484 It’s that simple, and it’s that hard.”
    485 
    486 Social and emotional matters are thus of paramount importance in business, yet
    487 they cannot meaningfully be quantified, and, as we’ve seen, attempting to use
    488 proxy metrics to optimize them can easily have the opposite of the intended
    489 effect. Customer enjoyment and loyalty are slippery things. A company must
    490 always be obsessively imagining and empathizing with the totality of the
    491 customer experience, which is a matter of great nuance and subtlety, hard to
    492 characterize and dynamically changing across time and multiple dimensions of
    493 interaction. A constant attention to this kind of empathy must be embedded deep
    494 in a company’s culture—and no amount of net-promoter-score surveys will do the
    495 trick.
    496 
    497 The Founder’s No (Protecting the Extraneous Essential)
    498 
    499     We only want to make great products and when you don’t focus only on making
    500     money and have reached a certain level, everything becomes about quality.
    501     Right now, there is a certain cultural fascination with fast growth, IPOs
    502     and so on, but I want to go slow, really slow and think long-term. It takes
    503     time to do good things. You see, this cultural phenomenon of speed and
    504     growth at all costs is displayed in every startup, they all look the same….
    505 
    506     —Jesper Kouthoofd, founder of [26]Teenage Engineering
    507 
    508 Measuring things isn’t always inherently bad; trying to optimize naïve proxy
    509 metrics almost always is. Cost-cutting is often inherently good; doing it in a
    510 way that degrades the customer experience (the ultimate generating function of
    511 profit) is almost always bad. The incentives to stray into short-sightedness
    512 are many. Somebody has to be empowered to say no.
    513 
    514 Founders typically have a deep intuitive sense of the ineffable factors that
    515 make people love their brand, along with a well-honed sense of the company’s
    516 core value proposition and competitive advantage—the things that led it to
    517 flourish in the first place, which they by nature tend to foster and protect.
    518 
    519     Founder-led operations often keep an edge ... because when there’s someone
    520     at the top who actually gives a damn about cars, watches, bags, software,
    521     or whatever the hell the company makes, it shows up in a million value
    522     judgments that can’t be quantified neatly on a spreadsheet.
    523 
    524     —[27]David Heinemeier Hansson (dhh) of 37signals
    525 
    526 Indeed, the finest case studies in holding the line against the depredations of
    527 MBAification typically involve the stubborn will of a founder. To build a
    528 company for the very long term requires an enormous amount of discipline,
    529 vision, and patience—and some large measure of real control. Among the greats
    530 in this pantheon: Walt Disney, Steve Jobs, Yvon Chouinard (Patagonia), George
    531 Lucas, James Dyson, and the Dumas family (Hermès). While more than half of
    532 those enforced control against investors through private ownership, the others
    533 took great pains to insulate their companies from the pressures of Wall Street
    534 myopia. All of them were at one time or another dismissed with eye-rolling
    535 contempt by managerial-minded executives in their industries. Yet they built
    536 some of history’s greatest companies, which were not only creatively and
    537 culturally successful but also financially so.
    538 
    539 Steve Jobs insisted that even hidden internal faces of Apple products be
    540 beautiful. One of Jobs’ heroes, Walt Disney, pursued a kind of otherworldly
    541 perfection at Disneyland to such an extent that I’m hard pressed to pick which
    542 examples to mention here. Perhaps the midcentury science fiction author (and
    543 friend of Walt) Ray Bradbury put it best. Describing a totally unnecessary
    544 fanciful architectural flourish added to the castle at Disneyland some time
    545 after it was built: “It cost $100,000 to build a spire you didn't need. The
    546 secret of Disney is doing things you don't need—and doing them well—and then
    547 you realize you needed them all along.” My favorite example is the Sisyphean 
    548 [28]polishing of every brass drinking fountain in Disneyland every single
    549 night. These things are hard to justify on paper, but Walt correctly [29]
    550 observed: “people can feel perfection.”
    551 
    552 Brass fountains at Disneyland. One afternoon on the left, next morning on the
    553 right.Brass fountains at Disneyland. One afternoon on the left, next morning on
    554 the right.
    555 
    556 Cost control is important in any business, but it is the job of the founder to
    557 understand and protect the extraneous essential. Creating a feeling of
    558 perfection in the eyes of your clients is a vastly under-appreciated moat.
    559 
    560 This is why I believe, especially in the early decades of a company’s
    561 existence, founders must seek always to keep their brands free from the
    562 excessive influence of investors and their short-sighted MBA emissaries. One
    563 should work only with investors who think for the very long term—and plan to
    564 hold the company for just as long. Such investors are much more likely to defer
    565 to the brand-protective vision of a founder, because they’ll have more to lose
    566 by destroying what made the business successful merely for short-term wins.
    567 This requires some large measure of control, if you can manage it, but just as
    568 importantly an even greater degree of personal trust in the values and
    569 judgement of the investor.
    570 
    571 The trouble for me at my crisis point with Norbauer & Co. was that not only was
    572 I not aware of any such investors but that, as far as I knew, the things I
    573 needed and cared about just seemed antithetical to the very premise of
    574 investing itself.
    575 
    576 On one of those dark days in 2023 when I was wallowing in despair, ready to
    577 walk away from Norbauer & Co, I pointed all of this out to my husband Alan, who
    578 said something along the lines of “Wait a minute. Wasn’t Andrew Wilkinson one
    579 of your all-time favorite human beings? And didn’t I read recently that he runs
    580 some kind of investment thing now?”
    581 
    582 Palm Pilot
    583 
    584 Way back in 2007, I was in Chicago for [30]the SEED conference, an event hosted
    585 by my longtime tech and business idols, David Heinemeier Hanson and Jason Fried
    586 of 37signals (another duo of unconventional founders who managed to maintain
    587 control over a very profitable long-term company).
    588 
    589 I was stepping off the L train after the conference, returning to my hotel
    590 several miles away in a city where I knew no one, so I was startled to hear my
    591 name. I turned to find a lanky kid, whom I remember looking like an unlikely
    592 hybrid of awkward geek and hipster aesthete. He had recognized my name from the
    593 conference badge still dangling from my neck (Tiny’s empire, incidentally, now
    594 includes [31]a conference badge company) and asked if I was the Ryan Norbauer
    595 who at the time wrote a [32]guest column for 43folders—a now mostly forgotten
    596 website about productivity that was widely read in those days of a much smaller
    597 and nerdier Internet. I reported that, regrettably, I was indeed the personage
    598 in question. After a brief friendly chat, we swapped email addresses and went
    599 on our way. That skinny kid was Andrew Wilkinson (who would go on to co-found
    600 Tiny), and over the following weeks and years, we struck up a long
    601 correspondence. I still fondly remember his beguiling habit of vicious
    602 self-deprecation—and of calling businesspeople who took themselves too
    603 seriously “wieners.”
    604 
    605 We were two insecure, upstart kids in our twenties, running two non-competing
    606 Web 2.0 agency businesses. Mine was doing back-end development, just as his was
    607 doing front-end—the now-famous Metalab that, among many other impressive
    608 projects, was pivotal in the design of Slack. (The full history of Metalab is
    609 excellently detailed in Andrew’s memoir, [33]Never Enough: From Barista to
    610 Billionaire). This led to an obvious and easy bond—and a lot of commiseration.
    611 
    612 Hipster Andrew from back in our agency days.Hipster Andrew from back in our
    613 agency days.
    614 
    615 Being fellow 37signals acolytes also made us feel like members of a furtive
    616 club of contrarian outsiders, a new guard of folks in the tech world who were
    617 questioning the orthodoxies of Silicon Valley, venture capital investing, and
    618 “enterprise software” with a kind of [34]scorched-earth sarcastic rationalism.
    619 Andrew and I both have always been deeply skeptical of consensus narratives
    620 about how one is supposed to live a happy and successful life (a trait I find
    621 common among serial entrepreneurs). This line from Andrew’s memoir is one I
    622 could very easily have written about myself:
    623 
    624     To this day, if anyone tells me what to do—no matter how reasonable—I will
    625     dig my heels in and resist, flashing back to being a kid.
    626 
    627 In our teens, we had also both turned to computers and entrepreneurship as ways
    628 of answering and escaping uncomfortable aspects of our youth. We had come of
    629 age at that brief time when being part of internet culture made one feel
    630 special and weird—like humanity was on the cusp of something wonderful, and we
    631 were early to the party—in a way that I think shaped both our young identities.
    632 (That same spirit of the early web that is still a central feature of my own
    633 aesthetic life all these years later.) Another quote from his memoir:
    634 
    635     My [tech] obsession was so severe that my unfortunate nickname in school
    636     was “Palm Pilot” because I walked around taking notes on a little
    637     black-and-white PalmPilot personal organizer, an early precursor to the
    638     iPhone. As you can imagine, the girls at school found this irresistible.
    639 
    640 Not only did I excitedly carry one of these very same devices around at my own
    641 school but occasionally complemented it with a chirping Star Trek combadge on
    642 my shirt. We were clearly both cut from the same ridiculous cloth.
    643 
    644 Knowing someone who shared so many of my values, goals, and neuroses simply
    645 made me feel less alone during a very stressful period of company-building, and
    646 our conversations became a kind of animating force for me in those days of
    647 drudgery and stress. Andrew was, as Alan would remind me nearly twenty years
    648 later, one of my favorite humans.
    649 
    650 Mini-Buffett
    651 
    652 Although I spoke with Andrew less often as the years passed, I was peripherally
    653 aware that he had become a professional investor, which—not knowing any of the
    654 details—is a fact I would of course normally have been disposed to meet with
    655 mild scorn. But knowing Andrew, I figured he must have found some charmingly
    656 idiosyncratic and benign take on it; I just never troubled to find out what it
    657 was.
    658 
    659 It was only after my husband’s suggestion about reaching out to Tiny that I
    660 looked seriously into what Andrew had been doing with his fund these past
    661 years.
    662 
    663 The first encouraging sign was the company’s unpretentious name. As Andrew
    664 explains:
    665 
    666     We felt that all these private equity and investment firms had ridiculous,
    667     self-important (or borderline evil-sounding) names like BlackRock,
    668     Greywolf, and Maverick. We liked Tiny because it felt down to earth and
    669     friendly and, frankly, kind of ironic and funny.
    670 
    671 Trying to learn as much as I could about how they operated, I started listening
    672 to [35]Andrew’s many popular interviews on the My First Million podcast and
    673 elsewhere, where it became clear that he had indeed found his way into a
    674 characteristically nerdy and, to my mind, surprisingly inoffensive way of
    675 thinking about investing.
    676 
    677 I was particularly pleased to observe that deep thinking, rationality, and
    678 reading all seemed to be explicitly baked into Tiny’s culture. Andrew,
    679 incidentally, has my all-time favorite [36]Tweet on business or investing:
    680 
    681 [DraggedImage-8]
    682 
    683 The many books I heard him mention in interviews sent me down a long reading
    684 journey that introduced me to the mental framework behind his particular weird
    685 corner of the investing world, which I found in itself to be a rewarding
    686 brainiac adventure. There was the douchey-sounding but actually quite excellent
    687 [37]How to Get Rich by Felix Dennis (in which the affluent author undertakes to
    688 convince his reader that pursuing the goal mentioned in the title is a bad
    689 idea). There was [38]Invention: A Life of Learning Through Failure, by James
    690 Dyson (of cyclonic vacuum fame), a magnificent portrait of a founder who
    691 doggedly pursued a quixotic creative vision in a way that no naively rational
    692 manager or investor would ever abide. There was [39]The Outsiders: Eight
    693 Unconventional CEOs and Their Radically Rational Blueprint for Success, a
    694 masterpiece on business strategy and capital allocation, showing how managing
    695 companies in certain unorthodox ways actually leads to better results for
    696 shareholders. But surely the most instructive of these was [40]The Snowball:
    697 Warren Buffett and the Business of Life, an incredibly dense and exhaustive
    698 biography of the man who inspired Andrew’s second professional life as an
    699 investor.
    700 
    701 Tiny is often called “the Berkshire Hathaway of the Internet” due to their
    702 modeling their philosophy on that of Buffett and his business partner the late
    703 Charlie Munger. So earnest is their admiration that they run a little side
    704 business selling a $2,598 set of [41]bronze busts of the duo. (Not quite as
    705 cool as Mr. McDuck, but not bad.)
    706 
    707 Munger and Buffett busts from Berkshire NerdsMunger and Buffett busts from
    708 Berkshire Nerds
    709 
    710 The Berkshire approach focuses on acquiring profitable entities with a strong
    711 brand moat and loyal customer base, keeping out of the way of what originally
    712 made the company successful, supporting operations with ethical and experienced
    713 executives, and holding the purchased shares indefinitely. (Insanely, but
    714 tellingly, this is somehow considered a eccentric and contrarian take in the
    715 world of institutional investing—and an approach that, despite its prominent
    716 success, has rarely been copied.) Andrew and his co-founder at Tiny, Chris
    717 Sparling, have extended Buffett’s model to the world of technology and
    718 design—areas that they know well but in which Berkshire has historically been
    719 reluctant to operate. (It is outside their “circle of competence,” as Munger
    720 would have put it.)
    721 
    722 Two really important and relevant recurring themes of The Snowball are
    723 Buffett’s very long time horizon when it comes to investing (“buy and hold
    724 forever”) and the paramount importance of reputation in business. Note that
    725 these are both explicit counterpoints to the things that I said I dislike most
    726 about the typical investor mentality (namely, short-termism and an indifference
    727 to brand erosion).
    728 
    729 As Buffett famously once said in a briefing to employees, “Lose money for the
    730 firm, and I will be understanding. Lose a shred of reputation for the firm, and
    731 I will be ruthless.” There are countless other examples in his biography of an
    732 obsession with reputation. He stresses that, even when misbehavior in any one
    733 transaction could be financially advantageous, it is not worth the potentially
    734 catastrophic damage to one’s brand—personal or otherwise.
    735 
    736 This has often accrued to very real business benefits for Berkshire. Buffett
    737 drafts up very short and simple (1-2 page) offer letters to potential
    738 acquisitions, predicated on good faith rather than legal constraints.
    739 Berkshire’s goal is, by cultivating a reputation for fair-dealing, integrity,
    740 and zero bullshit, to be a preferred buyer and thus to avoid getting into
    741 bidding wars. Founders proactively want to sell to Berkshire, because they want
    742 to see their good names endure and their companies flourish over the long haul,
    743 and they can trust Buffett to keep his promise to do just that.
    744 
    745 My Tim Cook
    746 
    747 In my study of both the Berkshire and Tiny approaches (to which, I must
    748 confess, I dedicated some months of reading and rumination) there was one other
    749 critical idea I encountered. Buffett rarely gets too deep into the operational
    750 weeds of the companies in which he invests. He buys firms that he believes have
    751 strong market positions and then stays largely out of the way, collecting
    752 dividends while waiting patiently for the next good opportunity to come along.
    753 “Lethargy bordering on sloth remains the cornerstone of our investment style,”
    754 as he wrote in a shareholder letter.
    755 
    756 As a first order of business on an acquisition where the founders wish to
    757 change or diminish their role, Tiny seeks to bring in an executive. This was a
    758 lesson Andrew learned by chance before he even became aware of Buffett’s
    759 philosophy. He asked his old friend Mark to look after Metalab while he was
    760 away on vacation and discovered, upon his return, that things were actually
    761 operating more smoothly than when he was micro-managing the company before his
    762 departure. It’s a lesson I wish I had been forced to learn much earlier in my
    763 own entrepreneurial career, and it’s frankly one I still have trouble
    764 internalizing to this day.
    765 
    766     In hindsight, it made all the sense in the world to do this, but at the
    767     time it was an anomalous thought that I almost felt guilty about. It’s a
    768     decision that many entrepreneurs fear making. I was embracing what I came
    769     to call Lazy Leadership: the idea that a CEO’s job is not to do all the
    770     work, but more importantly to design the machine and systems.
    771 
    772 In all the stories of visionary founders I’ve read over the years, there was a
    773 subtle theme present for every one whom I admire: each had a trusted executive
    774 who handled the financial and operational side of things while the founder
    775 focused on the equally essential matters of brand and customer experience. Walt
    776 Disney had his brother Roy, who fronted for him with banks, struck legal deals,
    777 and made sure all of his little brother’s grand dreams were actually
    778 financially feasible. Gene Roddenberry notoriously had his rapacious attorney
    779 Leonard Maizlish strike the business deal with the studio that gave him
    780 ironclad creative control over Star Trek: The Next Generation (the only way a
    781 wonderfully crazy show like that could ever have been made) along with an
    782 usually strong financial stake in any resulting revenues. I once heard an
    783 interview with billionaire luxury shoe designer Christian Louboutin about how
    784 he rarely looks at financial statements and trusts his business partners to
    785 handle everything other than the creative work; he just thinks about shoes all
    786 day. George Lucas had a similar arrangement at Lucasfilm. Dyson has a CEO
    787 running things in Singapore so he can tinker around with wacky R&D projects in
    788 England. And, of course, Steve Jobs had Tim Cook.
    789 
    790 I heard Andrew tell many stories of companies either that he had run or that
    791 Tiny had acquired where the founder was essentially holding the company back by
    792 not delegating to a trusted executive. Tiny’s strategy, immediately on buying a
    793 business (if not before), is typically to find someone who has run a similar
    794 company but at approximately double the size of the current business—the idea
    795 being that they’ll know from direct experience how to take the business to the
    796 next level. For example, when they bought Aeropress (and the founder wanted to
    797 step out of the picture), Tiny hired the former President of SodaStream to run
    798 it. That CEO massively grew the business in a few short years, leaving Andrew
    799 able to luxuriate in the results idly from afar. Something similar happened
    800 with Dribbble, where its founders had grown a huge base of happy users but
    801 weren't sure where to take the business next on their own. Under Tiny’s new
    802 CEO, the community saw explosive growth, while still allowing the founders to
    803 hang around and keep doing the bits they enjoyed.
    804 
    805 I started to get excited imagining what it might look like for me to be off in
    806 my keyboard playground all day like Dyson or Louboutin—focusing only on making
    807 amazing product and building the brand. I would have been quite happy to get
    808 out of the way so that someone who actually knew what they were doing could
    809 keep an eye out for those cash incinerators, tax filings, bank nonsense, and
    810 all the little logistical minutiae that gobbled up my creative energy (and, for
    811 that matter, my will to carry on in the business at all).
    812 
    813 I can’t stress enough how transformative this simple shift in thinking was to
    814 me. While I had often sought, here and there, to outsource simple tasks as
    815 cheaply as possible in the past (such as hiring a warehouse crew to put things
    816 in boxes), the thought had never occurred to me to find someone actually to run
    817 my company for me. I think I had also somehow implicitly felt a (stupidly)
    818 moralizing obligation to do all those things myself in order to be a worthy
    819 founder. But, of course, there is no virtue in soldiering on through something
    820 at which your skills are only middling at best, especially when you could be
    821 focusing instead on areas where you actually have some unique value to add.
    822 
    823 Here is how Andrew puts it in his book:
    824 
    825     …there is always somebody else who loves the job you hate. You might find
    826     accounting boring, for example, but I promise you there is somebody whose
    827     idea of a great night is eight hours of pivot tables in Excel. You might
    828     find coding to be the most laborious and painstaking job on Earth; someone
    829     out there can’t believe you’re going to pay them to write code. And you
    830     might hate running a company, which was someone’s dream job.
    831 
    832 It’s basically the idea of comparative advantage from economics: a non-zero-sum
    833 game where all parties win by contributing what they do best. Presumably there
    834 was a spreadsheet jockey out there who needed someone like me to create the
    835 artistic product that generated numbers to populate his or her pivot tables. I
    836 realized I needed my Tim Cook.
    837 
    838 And so I decided to approach my old buddy Palm Pilot to see if he might have
    839 any interest in partnering up with the world’s nerdiest luxury business to make
    840 exactly that happen.
    841 
    842 Money that I didn’t need
    843 
    844     The business world has many people playing zero sum games and a few playing
    845     positive sum games searching for each other in the crowd. —Naval Ravikant
    846 
    847 Getting an offer from Tiny was, oddly, much easier than getting a quote from
    848 many manufacturers I’ve worked with. I simply gave them a little writeup on the
    849 history of my business (way shorter, in fact, than the one you’re currently
    850 reading) along with a login to our Shopify so they could check some basic
    851 financials. Tiny only ends up investing in far less than 1% of the
    852 opportunities that come across their desk, but apparently the analysts whom
    853 Andrew put on the task of evaluating Norbauer were compelled by what they
    854 found.
    855 
    856 The offer was extremely short and simple, in classic Berkshire style. They
    857 would make an investment into the business that would leave me fully
    858 financially de-risked (even if the company went to zero), and they would bring
    859 in a talented executive to function as a kind of COO. (At some point we just
    860 took to calling this role “Norbauer’s Tim Cook.”) In exchange, they would get a
    861 49% minority share in the business and a commensurate portion of any future
    862 profits.
    863 
    864 Incidentally, if it were merely a matter of a share in future profits, I would
    865 readily have taken less than 51%, but I felt that retaining control was
    866 important to assure the keyboard community that I wasn’t ceding the business to
    867 the money people. This also gave me the power to ensure that no cost
    868 efficiencies would ever get in the way of the client experience: my Founder’s
    869 No.
    870 
    871 Our shared long-term strategic vision was to launch the ready-to-type line I
    872 had been building for years, starting first with the Seneca, and in doing this,
    873 to give us a shot at building a great luxury brand that could endure for
    874 decades.
    875 
    876 I knew it was a good idea to accept the offer when, on sharing the details with
    877 all my friends in the VC world, every single one of them told me I shouldn’t
    878 take it. Many suggested that I should get competing offers from private equity
    879 firms (not something I would ever in a million years consider). But some did
    880 raise one reasonable objection. The funny thing is that Norbauer has always
    881 been actually perfectly well capitalized. So, as they pointed out, I could
    882 actually in theory just have figured out how to hire an executive entirely on
    883 my own using cash in the bank.
    884 
    885 But that sounded really hard, and I frankly just didn’t know how to do it. I’ve
    886 historically been awful at hiring and extracting the best performance out of
    887 employees—and especially letting people go when it’s obvious that things aren’t
    888 working out. (I’m simply too polite—another area where I could do to be a bit
    889 more like my desk-side mentor.) This failing of mine is costly and problematic
    890 enough when it’s a low-paying menial job, but with something as high-stakes as
    891 a well-paid executive there just seemed like so many things that could have
    892 gone wrong, and I didn’t trust myself to get it right on the first try. Tiny,
    893 by contrast, does this kind of strategic hiring all day long; it's their
    894 superpower, and their secret sauce.
    895 
    896 Anti-goals
    897 
    898 I likely could have negotiated for more money than Tiny offered, but I didn’t
    899 really care. I figured if these guys know what they’re doing, the company will
    900 do well and we’ll probably make some money eventually together. I was looking
    901 for long-term incentive alignment with smart people rather than a quick payday,
    902 and my goals were primarily subjective and psychological.
    903 
    904 Andrew, borrowing from Munger, stresses the importance of anti-goals in
    905 business. Taleb calls this the via negativa: the fact that it’s often easier to
    906 arrive at what you want by eliminating bad things rather than adding new
    907 theoretically good ones. I’m a big via negativa kind of guy.
    908 
    909 Here was my anti-goals list for a potential Tiny deal:
    910 
    911   • Ever touching a spreadsheet The main thing I needed was someone to do the
    912     important business analysis for me, attending to the low-hanging fruit but
    913     without optimizing the client experience into the ground.
    914   • Drowning in “little tasks” While productivity and hard work have (to a
    915     fault) never been scarce commodities for me, I’m really only effective when
    916     I can serially hyper-focus on things. The only things I’m any good for
    917     require me to go off into the wilderness, as it were, for weeks at a time
    918     so I can think clearly and deeply on problems. I needed to get the endless
    919     little administrative to-dos off my desk so I could actually effectively do
    920     that.
    921   • Feeling alone This last is perhaps the most important. I was just sick of
    922     not having anyone to validate or sanity-check my strategic choices and
    923     plans—to encourage me in the things I was doing right, and to help me
    924     realize when I was putting my attention on the wrong things. As a solo
    925     entrepreneur I’ve always been prone to anxious freak-outs when little
    926     hiccups arise in a business, because I know if I’m not taking them
    927     seriously there is nobody else to do so. I had increasingly come to realize
    928     that facing problems like this entirely on my own simply feels bad. Maybe
    929     it’s a kind of weakness and I should be embarrassed, but in any case I had
    930     at least reached the level of maturity to acknowledge that, at this point
    931     in my life, I wanted something else.
    932 
    933 Optionality
    934 
    935 In addition to anti-goals, another really important thing for me is
    936 optionality. I reached out to Andrew to clarify some edge-case scenarios before
    937 agreeing to the deal, and he gave me the following (astonishing) assurances:
    938 
    939   • If the business failed, no big deal. It happens, he said; we share the risk
    940     and just suck it up together and move on if so, no hard feelings.
    941   • I could walk away whenever I wanted. I really am a contrarian bitch; it’s
    942     deep in my veins. I basically find it impossible to do something if I have
    943     to do it, and even if I can whack up the ginger under those circumstances
    944     the work becomes slow and painful. (At the very least, I have to be tricked
    945     into believing it was my idea.) Andrew told me early on that I wouldn’t be
    946     shackled to the business, and if I ever wanted to walk away they would just
    947     find someone to replace me. That’s not going to happen, but only because I
    948     know it could if I wanted it to.
    949   • The big red FUCK OFF button on my desk Knowing how I bristle at being
    950     constrained, Andrew volunteered another point of optionality. He recounted
    951     the story of another company in which Tiny had made a majority
    952     (controlling) investment. The founder had stayed on running the business
    953     and Tiny occasionally made managerial recommendations. That founder
    954     eventually got annoyed, telling Tiny to fuck off and stop telling him what
    955     to do. And they actually did as instructed, trusting that he knew his
    956     company better than anyone. The founder sold the company for some healthy
    957     multiple just a few years later, creating a huge payday for Tiny. Andrew
    958     said he considered this a fantastic outcome and wouldn’t have done anything
    959     different. He offered this as an example that I could tell his team to get
    960     out of my hair at any time as well.
    961 
    962 Yes
    963 
    964 As we were nearing finalizing things, the Partner at Tiny who was putting the
    965 deal together reached out to me to make one last clarifying point. He said he
    966 just wanted to check in with me to make sure I didn’t have revenue growth
    967 expectations that were too high for the first few years.
    968 
    969 Yes, you read that right; this was a potential investor who was checking with
    970 me, a creative founder, that I wasn’t going to expect them to MBA the shit out
    971 of my company right off the bat, because if so they weren’t sure they could
    972 deliver.
    973 
    974 I happily signed on the dotted line.
    975 
    976 Caleb and Year Zero
    977 
    978     Do not seek a replica of yourself to delegate to, or to promote. Watch out
    979     for this, it is a common error with people setting out to build a company.
    980     You have strengths and you have weaknesses in your own character. It makes
    981     no sense to increase those strengths your organization already possesses
    982     and not address the weaknesses.
    983     —Felix Dennis, [42]How to Get Rich
    984 
    985 The executive whom Tiny proposed to be my Tim Cook was Caleb Bernabe, who is
    986 now our Executive in Residence (a position he shares among a few portfolio
    987 companies that don’t yet require a full-time executive). He acts essentially as
    988 our COO, but his job description is basically doing all the things that I
    989 hate—a skillset at which he inexplicably but admirably excels.
    990 
    991 Like me (and Andrew), Caleb is a fellow refugee from both startups and
    992 university education, a founder who sold his company and ended up where he is
    993 now through a series of accidents during a listless period of existential
    994 crisis—essentially as a solution to boredom.
    995 
    996 When it comes to being a hipster aesthete, though, Caleb puts even Andrew to
    997 shame. He’s into 90s hip hop, vintage Porsches, and Leica cameras (film only,
    998 of course). Purely for fun, he runs a fashionable [43]natural wine bar in
    999 Victoria, BC.
   1000 
   1001 Tourist Wine Bar (exterior)Tourist Wine Bar (exterior)Tourist Wine Bar
   1002 (interior)Tourist Wine Bar (interior)
   1003 
   1004 But my favorite fact about him is that, when he came to Utah to offer moral
   1005 support at a conference talk I gave, he showed up in a streetwear hoodie and
   1006 newly bleached-blond hair, looking like he had just rolled out of a Santa
   1007 Monica skate park. Yet I knew that the very next day he was on his way to New
   1008 York to negotiate on Tiny’s behalf in a high-stakes bidding war against one of
   1009 the richest men on earth and an army of slick-haired suit-wearing MBA
   1010 consultants. (He showed up in the hoodie.)
   1011 
   1012 He’s exactly the sort of person I’d expect Andrew to pick as an analytical and
   1013 operational wizard.
   1014 
   1015 Caleb personally co-invested in Norbauer & Co. as part of the Tiny deal,
   1016 following the general ethos of maximum skin-in-the-game incentive alignment. He
   1017 makes sure the lights stay on, projects stay on track, bills get paid, papers
   1018 filed, and that I never have to monitor things like cashflow or other
   1019 accounting details. Whenever financial modeling is required, he dives into
   1020 those pivot tables with abandon but otherwise just leaves me alone to make the
   1021 keyboards nice—with some welcome cheerleading from the sidelines when required.
   1022 
   1023 Caleb is without question one of the smartest and most competent people I’ve
   1024 ever had the pleasure to work with. There is approximately zero chance I would
   1025 ever have hired so well if I had opted to go it alone.
   1026 
   1027 It’s part of a broader trend I’ve noted: everyone at Tiny is just so
   1028 ridiculously smart, competent, and rational. One presumes that such people
   1029 exist in the world, but I’ve rarely had occasion to interact with them in my
   1030 professional life. It’s all the rarer to find so many all in one place, and
   1031 seemingly happy no less. (I vividly remember my first video call with Aman, the
   1032 Partner assigned to evaluate a potential deal with Norbauer. I saw a bunch of
   1033 insanely obscure books on his shelf that I thought nobody on earth had ever
   1034 read other than me, so we spent half the call excitedly geeking out about that,
   1035 rather than troubling too much about any details of the deal.)
   1036 
   1037 The best part of my collaboration with Caleb in this past year is that we are
   1038 so consistently on the same page about strategy, cost/quality tradeoffs, and
   1039 vision for the brand. Of course, I was very careful when weighing the deal (and
   1040 Caleb as an executive) to ensure that this would be the case. But he quickly
   1041 put me at ease on that front. To also demonstrate my point about the articulate
   1042 intelligence of the people at Tiny, I might as well quote at length from his
   1043 pitch email to me:
   1044 
   1045     As a frequent participant in hobbies and interests centred around extreme
   1046     devotion to detail and artistry, I resonate with your approach to building.
   1047     What’s even more striking to me, however, is your philosophy around luxury
   1048     and brand. My existential issue with fashion, cars, even art and dining to
   1049     some extent, is the misplaced idea of status that many casual participants
   1050     (conspicuous consumers) attach to items and experiences. I often lament the
   1051     mass adoption of status symbols, and search intently for those with a
   1052     legitimate devotion to craft. You called this approach an antidote to late
   1053     stage capitalism, as opposed to a result of it. I love that.
   1054     I’ve long wondered what would result if I were able to apply my ability and
   1055     passion for building businesses towards an opportunity that exists more in
   1056     this realm, rather than that of spreadsheets and sales optimizations (as
   1057     much as I genuinely love those things, too). Usually, I end up thinking
   1058     that this seems like too big of an ask for the universe, having my cake and
   1059     eating it too. I feel genuinely, however, that working with Norbauer may be
   1060     an opportunity to do just that.
   1061 
   1062 What more need I say.
   1063 
   1064 I can also report that Tiny as a whole has been ridiculously respectful of my
   1065 role as founder and guardian of the brand. Well into the partnership, I asked
   1066 Aman for his perspective on a video script I was working on, and here is the
   1067 beautiful message he wrote me:
   1068 
   1069     I want to be careful about giving too much of my take. Norbauer is an
   1070     extension of you. And I’d be careful of questioning your instinct too much
   1071     especially when it comes to the less tangible things about the business. It
   1072     could compromise authenticity. Ideally, people listening hear your voice.
   1073 
   1074 Caleb also once pointed out that various folks at the fund have been very
   1075 interested in and curious about Norbauer since the acquisition—enthusiastically
   1076 following along with the more subjective accomplishments we’ve been
   1077 accumulating in the past year—but nobody at the head office has ever quizzed
   1078 him on how many keyboards we’ve sold yet. Everyone remains far more interested
   1079 in the long-term prospects for the brand and just diligently doing what we need
   1080 to make it happen.
   1081 
   1082 Psychological effects
   1083 
   1084 While my motive for seeking a deal with Tiny was fundamentally psychological
   1085 (i.e., wanting to walk out the window a little less), there have been a number
   1086 of other unexpected—but very welcome—changes in my emotional relationship to
   1087 the business.
   1088 
   1089 It turns out that completely financially de-risking for a founder is pretty
   1090 transformative. Even though I had always been fully prepared to lose every
   1091 dollar I had put into the business, I think some part of me always worried that
   1092 if things went to zero and I couldn’t return our personal capital I’d be
   1093 letting my family down, which probably made me overly cautious. Now that I’m
   1094 playing with the house’s money, as it were, I have a kind of emotional distance
   1095 that makes it easier to reason dispassionately about risks.
   1096 
   1097 In fact, I would say that the emotional voltage around decision-making in
   1098 general is much lower for me. When you’re a sole founder who is making all
   1099 executive decisions, each one carries a massive emotional weight. It’s not just
   1100 a question of the financial consequences, but for me at least it has often been
   1101 intimately bound up with a sense of self-worth and identity. If anything goes
   1102 wrong, there is nobody else to blame but me. Something about stepping back and
   1103 becoming a partner with others in the business helps me think about the company
   1104 more like an investor (the good kind), thinking about the business at a
   1105 slightly higher level of abstraction. Together, we all just try to do our best
   1106 and approach things rationally.
   1107 
   1108 Interestingly, I’ve also noticed an increased cadence and cost-consciousness
   1109 has coalesced in my daily engagement with the business. There is something
   1110 about having other people whom I like and respect who have a reason to care
   1111 that helps me feel motivated to pay attention to those things that actually
   1112 serve the business. Before, when it was just me, I had nobody to harm other
   1113 than myself—which somehow made it much easier for me to indolently inflict that
   1114 harm.
   1115 
   1116 Since the deal, the business has already been more profitable than it ever has.
   1117 Or so I’m told. (Louboutin-style, I usually don’t even look at the financial
   1118 reports Caleb sends.)
   1119 
   1120 Production on the Seneca proceeded beautifully, as I had hoped, through 2024.
   1121 And we sold out our private “Edition Zero” offering almost instantly. We were
   1122 awarded two patents for head-turning advancements in keyboard tech, with others
   1123 in the pipeline. I have my Tim Cook, and my anti-goals have been kept far at
   1124 bay.
   1125 
   1126 Things in Year 0 have played out exactly as Andrew puts it in his book:
   1127 
   1128     I realized that [Tiny] appealed to founders who didn’t relish the idea of
   1129     selling their beloved company to some private equity firm run by people who
   1130     viewed their business as a spreadsheet and would chop it up for parts then
   1131     flip it to the highest bidder. Founders like us. We could come in, give the
   1132     founders a huge payday, and do our best to solve all of their problems.
   1133     Problems we’d learned to solve the hard way. It didn’t mean they had to
   1134     leave, either. We could offer deals where the founders stayed on and kept
   1135     running the business, taking some chips off the table. Or, if a founder
   1136     wanted, they could just advise the business and leave the day-to-day to us.
   1137 
   1138 Year 1, and Straight on to the Retrofuture
   1139 
   1140 Now it’s 2025 and I’m moving into my second year with Tiny’s help.
   1141 
   1142 We just brought on a new member of our executive team to head up Client
   1143 Experience, Taeha Kim, who is also now an incentive-aligned investor in the
   1144 business. Taeha has long been the leading tastemaker and influencer in our
   1145 industry and, as part of our deal, [44]his half-million-subscriber YouTube
   1146 channel came to Norbauer & Co. with him. There is probably no single person on
   1147 this planet better poised to do this critical job for us, and I’m certain that
   1148 this deal would never have happened without Tiny’s involvement (I would simply
   1149 not have had the ambition or risk tolerance even to explore it.)
   1150 
   1151 The Seneca is now a real thing in the physical world, and it has been [45]
   1152 generating enormous [46]buzz, both within the keyboard world and beyond, as we
   1153 moved towards our more public [47]First Edition launch this week.
   1154 
   1155 The product and brand are stronger than ever. I have an amazing crew to dream
   1156 alongside me. We’re doing cool shit together and having a great time.
   1157 
   1158 And not once have I even had to turn the key to open up the little protective
   1159 acrylic cover over the big red FUCK OFF button on my desk. But it has brought
   1160 me great comfort to know it was always there.
   1161 
   1162 I used to think that building something great required carrying all the
   1163 significant burdens on my own. That the price of creative freedom was solitude.
   1164 And that those shards of glass were just a necessary part of the meal.
   1165 
   1166 At least with respect to one rather exceptional investment firm, I was wrong.
   1167 
   1168 I just had to find investors who think for the long term—and who respect the
   1169 art of business at least as much as the business of business. People who could
   1170 run the spreadsheets for me, but also see beyond them. And find them I did.
   1171 
   1172 For the first time in my life as a founder, I’m not staring alone into an
   1173 abyss.
   1174 
   1175 I’m looking into The Future.
   1176 
   1177 And I’m smiling like an idiot.
   1178 
   1179 Get my future dispatches delivered directly to your inbox.
   1180 
   1181 [48][                    ] SUBSCRIBE [three-dots]
   1182 Now check your email and confirm your subscription.
   1183 
   1184 Further reading
   1185 
   1186 [50]
   1187 Keyboard Academy
   1188 
   1189 The Outsider Option: Why I Sold Half my Company to Tiny
   1190 
   1191 [51]
   1192 The Berm
   1193 
   1194 Death and Underachievement: A Guide to Happiness in Work
   1195 
   1196 [52]
   1197 The Berm
   1198 
   1199 A Forgotten Future
   1200 
   1201 © 2010-2025 Ryan Norbauer
   1202 [53]Visit my luxury keyboard design studio.
   1203 
   1204 References:
   1205 
   1206 [1] https://ryan.norbauer.com/
   1207 [2] https://ryan.norbauer.com/journal/the-outsider-option-why-i-sold-half-my-company-to-tiny/#/portal
   1208 [3] https://ryan.norbauer.com/
   1209 [4] https://ryan.norbauer.com/biography/
   1210 [5] https://ryan.norbauer.com/reading-list/
   1211 [6] https://ryan.norbauer.com/journal/
   1212 [7] https://ryan.norbauer.com/journal/the-outsider-option-why-i-sold-half-my-company-to-tiny/#/portal
   1213 [8] https://ryan.norbauer.com/biography
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   1223 [18] https://www.hodinkee.com/magazine?ref=ryan.norbauer.com
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   1232 [27] https://world.hey.com/dhh/beans-and-vibes-in-even-measure-8eff819c?ref=ryan.norbauer.com
   1233 [28] https://youtu.be/wG1BrdzirnU?si=oDYY_1cyZVsbdf4O&t=106&ref=ryan.norbauer.com
   1234 [29] https://www.forbes.com/sites/disneyinstitute/2020/02/04/what-do-tiki-birds-have-in-common-with-customer-experience-learn-why-intentionality-matters/?ref=ryan.norbauer.com
   1235 [30] https://signalvnoise.com/posts/610-announcing-the-seed-conference-featuring-jim-coudal-jason-fried-and-carlos-segura?ref=ryan.norbauer.com
   1236 [31] https://www.conferencebadge.com/?ref=ryan.norbauer.com
   1237 [32] https://ryan.norbauer.com/journal/death-and-underachievement-a-guide-to-happiness-in-work/
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   1240 [35] https://www.youtube.com/@MyFirstMillionPod/search?query=andrew+wilkinson&ref=ryan.norbauer.com
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   1246 [41] https://www.berkshirenerds.store/?ref=ryan.norbauer.com
   1247 [42] https://amzn.to/3CpskYQ?ref=ryan.norbauer.com
   1248 [43] https://touristwinebar.com/?ref=ryan.norbauer.com
   1249 [44] https://www.youtube.com/watch?v=u11-pBP9GA0&ref=ryan.norbauer.com
   1250 [45] https://daringfireball.net/linked/2025/03/20/the-seneca?ref=ryan.norbauer.com
   1251 [46] https://www.theverge.com/keyboards/633344/norbauer-seneca-3600-keyboard-peek?ref=ryan.norbauer.com
   1252 [47] https://www.norbauer.co/products/the-seneca?ref=ryan.norbauer.com
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   1255 [52] https://ryan.norbauer.com/journal/a-forgotten-future/
   1256 [53] https://norbauer.co/