2017 – 2025 25 Milestones Peak 2,011 pts
Ex-Google engineer leaving Big Tech to build bootstrapped hardware and SaaS, documenting every dollar and mental struggle.
💡 "True independence requires ruthless discipline. Transparent annual reviews build trust, and hardware + software solved in a bedroom can hit $1M ARR."
2016 – 2021 25 Milestones Peak 1,113 pts
Bedroom project interviewing profitable solo founders that sparked the global Build-in-Public movement and was acquired by Stripe.
💡 "Honest numbers, authentic interviews, and community-first distribution are stronger moats than proprietary tech."
2011 – 2021 25 Milestones Peak 1,236 pts
The anti-venture, paid-only bookmarking service run by a solo engineer that survived 15 years and swallowed Yahoo's Delicious.
💡 "Charging users directly from day one aligns incentives and ensures longevity when ad-supported venture unicorns crash."
2007 – 2021 14 Milestones Peak 654 pts
From burning savings across failed side projects in Bali to building in public and scaling an automated image API to $50k MRR.
💡 "Committing to multiple rapid experiments without falling in love with code is how solo builders discover real, painful B2B willingness to pay."
2013 – 2024 25 Milestones Peak 639 pts
The solo dev blueprint: launching 12 startups in 12 months, building in public with vanilla tech, and scaling to millions in solo revenue.
💡 "Ship fast, keep your stack boring (PHP/SQLite/jQuery), monetize immediately, and leverage community virality rather than hiring bloated teams."
2011 – 2018 25 Milestones Peak 1,280 pts
Solo iOS craft project: balancing fatherhood and coding, passing through Betaworks and Pinterest, and returning to independent ownership.
💡 "A sustainable single-developer product can survive multiple corporate acquisitions and return to its indie roots."
2010 – 2025 22 Milestones Peak 350 pts
15 years of solo open-source software maintenance: keeping Windows software lightning fast, bloat-free, and honest.
💡 "Simplicity is the hardest discipline. Resist feature bloat, minimize dependencies, and your software will outlast whole tech generations."
2017 – 2020 2 Milestones Peak 1,178 pts
A solo developer's nightmare: spending years building a beloved bookmarking tool, only to be crushed overnight by Chrome Extension store bans.
💡 "Platform dependency is an existential hazard. If a single platform team can destroy your revenue with an automated email, you don't own a business."
2012 – 2021 25 Milestones Peak 1,674 pts
The open-source distributed database dream: brilliant engineering, passionate developer fans, and zero business viability.
💡 "Developer admiration and GitHub stars do not equal market viability. Solve a hair-on-fire business need before perfecting architecture."
2011 – 2024 25 Milestones Peak 894 pts
Two indie creators on Kickstarter building the gold standard hyperlocal weather forecast API, acquired by Apple, and the sunset fallout.
💡 "Bootstrapping an exceptional consumer & API product makes you an acquisition target, but sunsetting developer APIs leaves a void."
2009 – 2025 25 Milestones Peak 883 pts
The pioneers of profitable bootstrapping: creating Rails, championing small teams, mocking VC hype, and leaving the cloud.
💡 "Rejecting the venture capital hamster wheel lets you build an enduring, highly profitable, founder-directed company."
2011 – 2022 25 Milestones Peak 1,221 pts
Solo founder launching on HN from a basement, self-funding, battling Google on privacy, and bootstrapping to $100M+ revenue.
💡 "Taking a principled contrarian stance against industry monopolies attracts a fiercely loyal community."