• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
Commentarysuccess

How we built our bootstrapped startup different and sold it for $40M. (Hint: We ignored some myths)

By
David Sinkinson
David Sinkinson
Down Arrow Button Icon
By
David Sinkinson
David Sinkinson
Down Arrow Button Icon
August 5, 2024, 1:23 PM ET
Entrepreneurs David Sinkinson (left) and his brother Chris (right).
Entrepreneurs David Sinkinson (left) and his brother Chris (right) bootstrapped their startup—and bested VC-backed rivals.greg black

You may think you know this story. Two inventors in a garage build something special, move to Silicon Valley, get a bajillion dollars of seed capital, hire a ton of people, turn it into a multimillion-dollar business overnight, and change the world as we know it. You think of Zuck or Musk (or Gates or Jobs, if you prefer) and believe this is the way entrepreneurship “happens.”

Except it doesn’t usually happen like that. In fact, it rarely happens like that. Startup mythology is extremely compelling; many aspiring and current founders think that if you simply follow the pop-culture approach to business you’ll be more successful. After all, those companies achieved the coveted “unicorn” status.

But the truth is many entrepreneurs follow the stereotypical startup journey, yet it doesn’t do them any favors. Consider that 70% of all startups fail in years two to five, or that approximately 80% of tech and e-commerce startups fail, or even that 75% of all venture-backed startups go belly up.

Beating VC-backed rivals

Going further, and challenging the funding myth in particular, consider that brands such as Nike, Shopify, GoPro, Basecamp, Vuori, GitHub, and literally hundreds more all bootstrapped their way to multibillion-dollar valuations.

We want the mythology to be reality. We want to believe that if we follow the same recipe, the same lucrative outcomes will follow for us. We want validation from our peers that what we’re doing is actually a good idea. We want to believe that in an instant we could make a pile of money while simultaneously changing the world.

There’s a better, myth-free way to reach your startup dreams. Or at least, that’s what happened to me. I cofounded a SaaS startup, called AppArmor, with my brother. We avoided seed capital like the plague and instead “funded” our company with a revolutionary new model—our customers. We didn’t pack up our lives and move to the Valley. We gave the market time to develop, rather than trying to “get big fast.” We over-invested in customer service. We led our team like actual alphas do—with empathy. We took on the VC-backed firms and major market players with ease. We became one of the fastest-expanding companies nationwide, with triple-digit year-over-year growth.

And after 10 years we sold for $40 million. Yeah, you’re right, that’s not a unicorn—not even a narwhal. But for us, it unlocked generational wealth while helping us achieve our company’s mission on a tremendous scale.

I’m not here to be a startup prophet. Our journey was a slog, and we absolutely did not do everything right. Hell, we occasionally even bought into certain startup myths that lead to catastrophic results (more on that in a second). But the way we built, scaled, and supported our business was a more fulfilling and efficient way to professional success.

We share more in our upcoming book, Startup Different: The Myth-Busting Blueprint for your Multi-Million Dollar Business.

Startup mistakes

But what does it mean to startup different? There are two distinct components: operational and psychological. In the first case, we were deeply skeptical of anything we felt “we ought to do” because we were a startup. This runs the gamut from how we built our product to how we treated our staff to having a beer keg in the office (although, to be fair, we did briefly buy into that last one). Stereotypical startup malarky instantly became a red flag.

Some of this was learned through painful experience. For example, we believed the myth that startup culture was largely the same across all aspiring unicorns. To that end, we tried to copy the Netflix culture and make it our own. But it was a disaster and put our company back at least a few years. In our book, we describe this tremendous misstep in detail:

“Oh man. We knew we had messed up. The issue was that we were not Netflix. Not even close. Not the same market, customers, nothing. Chris and I didn’t even work like Netflix would have intended—we came in at 9:00, worked our butts off, limited our time off, and wore a certain level of attire. While there were some Netflix ideas we enjoyed and kept as we grew AppArmor, the fact of the matter was that we didn’t understand, and frankly didn’t entirely like, the Netflix culture. This was our culture failure.”

The ship that was our startup’s culture was listing aimlessly at sea, leading our entire staff to jump overboard. We had to rehire our whole team and determine what culture meant to us, all because we believed a single startup myth. Looking back on this moment, I recall wondering if it was all over.

Critically challenging any idea, particularly those that are rooted in the success of other startups, is a must for any entrepreneur. It’s one of the many lessons and 33 myths that we explore in our book as we try to pay it forward to our entrepreneurial peers.

And then there’s the psychological element to starting up different. Entrepreneurs crave credibility, validity, and legitimacy for their business. When the credibility crisis hits, founders start looking for answers in all the wrong places. Suddenly they want their startup to become what peers or society think it ought to be, which leads to short-term non-empirical decision making. Their business challenges snowball into a startup failure avalanche.

Validation from the market—not peers

People were often deeply skeptical of our firm, telling us we were “funemployed,” simply a “lifestyle business,” or even (outrageously) “not a startup.” Still, when we pushed back on our skeptics, we were always stunned that little to no evidence was provided as to why their suggestion was going to help us. They were outsiders looking in at our business, but with very specific, Shark Tank-esque, and sometimes bizarre expectations as to what our business ought to be.

But resisting the urges of the dark side of the entrepreneurship-force is no trivial task; still, it remains essential to any different startup’s success. Sure, you could get lucky following a pop-culture approach to business, but the odds are against you. Channel your inner Luke while silencing your inner Anakin.

We focused on validation in the market instead of the validation of our peers. It didn’t matter to us that we didn’t have a huge headcount or millions of dollars in funding because we knew we had a well systematized, massively profitable, and (eventually) culturally sound business. The startup noise was just a distraction to us; we knew that the market was rewarding us—and would continue to do so—despite what society was saying our company should do.       

Our success isn’t an aberration, and, honestly, it’s not that uncommon. But startup mythology is sexy and it continues to maliciously crush the dreams of entrepreneurs who could have been successful. Increasingly, many businesses out there harbor suspicions of the “startup BS,” and now I hope you do as well. Be deeply skeptical of startup pop culture the next time you’re considering how to best launch a company or are confronted with a significant business decision. Oh, and tell the misguided haters to shove it. You too can startup different.

More on entrepreneurship:

  • How we raised $10.5M to help satellites navigate Earth’s increasingly crowded orbit in the age of Musk—and advance space travel
  • Gecko Robotics CEO: How I bucked the trend of Silicon Valley’s monopoly on frontier tech
  • At 18 we cold-pitched Etihad on upending air miles. It worked, and 3 years later we’ve raised $1.5M to transform travel loyalty programs
  • Harness CEO: Forget time management—here’s how I stay productive while running 3 companies
  • In 6 years I’ve bootstrapped my moving company to $100M in revenue. Avoiding VC funding has been key
  • I grew my business with no outside funding. Bootstrappers have an advantage over VC-backed startups—especially now
  • How our ping pong startup hit a $50M valuation in 5 years by tapping into automation
  • I’ve led multiple tech businesses. This is the biggest mistake startup leaders make
  • What 700 days of failure taught me before I ended up running a $4B company

The opinions expressed in Fortune.com commentary pieces are solely the views of their authors and do not necessarily reflect the opinions and beliefs of Fortune.

Join us at the Fortune Workplace Innovation Summit May 19–20, 2026, in Atlanta. The next era of workplace innovation is here—and the old playbook is being rewritten. At this exclusive, high-energy event, the world’s most innovative leaders will convene to explore how AI, humanity, and strategy converge to redefine, again, the future of work. Register now.
About the Author
By David Sinkinson
See full bioRight Arrow Button Icon

Latest in Commentary

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
  • Group Subscriptions
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

David Sinkinson is a cofounder, along with his brother Chris, of AppArmor, acquired in 2022 by Rave Mobile Safety, which Motorola then acquired for over $550 million. The brothers cohost the Startup Different podcast and are writing a book with the same title.


Latest in Commentary

assis
CommentaryIBM
The digital sovereignty dilemma is a false choice — here’s how enterprises can have both
By Ana Paula AssisApril 9, 2026
22 hours ago
housing
CommentaryHousing
The housing market has been frozen for 3 years. Here’s why this spring could finally change that
By Jessica LautzApril 8, 2026
2 days ago
curtin
CommentaryInfrastructure
TE Connectivity CEO: the real promise of AI is long-term transformation, not short-term efficiency gains
By Terrence CurtinApril 7, 2026
3 days ago
philip
CommentaryEducation
I just became CEO of one of education’s Big 3. Here’s why AI will never replace a great teacher
By Philip MoyerApril 7, 2026
3 days ago
omar
Commentarydisruption
Pearson CEO: the AI job apocalypse is a Silicon Valley story. The data tells a different one
By Omar AbboshApril 6, 2026
4 days ago
no kings
CommentaryLeadership
America’s CEOs have become reluctant guardians of democracy
By Jeffrey Sonnenfeld and Stephen HenriquesApril 6, 2026
4 days ago

Most Popular

The U.S. government is spending $88 billion a month in interest on national debt—equal to spending on defense and education combined
Economy
The U.S. government is spending $88 billion a month in interest on national debt—equal to spending on defense and education combined
By Fortune EditorsApril 9, 2026
20 hours ago
A Meta employee created a dashboard so coworkers can compete to be the company's No. 1 AI token user—and Zuckerberg doesn't even rank in the top 250
AI
A Meta employee created a dashboard so coworkers can compete to be the company's No. 1 AI token user—and Zuckerberg doesn't even rank in the top 250
By Fortune EditorsApril 9, 2026
22 hours ago
Gen Z doesn't want your full-time job. They want several part-time roles, and it's reshaping the entire workforce
Success
Gen Z doesn't want your full-time job. They want several part-time roles, and it's reshaping the entire workforce
By Fortune EditorsApril 9, 2026
23 hours ago
White-collar workers are quietly rebelling against AI as 80% outright refuse adoption mandates
AI
White-collar workers are quietly rebelling against AI as 80% outright refuse adoption mandates
By Fortune EditorsApril 9, 2026
21 hours ago
Gen Z workers are so fearful AI will take their job they’re intentionally sabotaging their company’s AI rollout
AI
Gen Z workers are so fearful AI will take their job they’re intentionally sabotaging their company’s AI rollout
By Fortune EditorsApril 8, 2026
2 days ago
2 years ago, Saudi Arabia quietly canceled the ‘petrodollar’ deal with America that wired the world economy for 50 years. Then war broke out in Iran
Energy
2 years ago, Saudi Arabia quietly canceled the ‘petrodollar’ deal with America that wired the world economy for 50 years. Then war broke out in Iran
By Fortune EditorsApril 7, 2026
2 days ago

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.