Bootstrapped Tech Founders

Cluster focuses on anecdotes and stories of successful tech entrepreneurs who started companies with minimal resources, dropped out of school, or bootstrapped without VC funding, leading to major exits or billions in value.

📉 Falling 0.4x Startups & Business
4,211
Comments
20
Years Active
5
Top Authors
#25
Topic ID

Activity Over Time

2007
86
2008
118
2009
169
2010
255
2011
291
2012
276
2013
248
2014
216
2015
212
2016
232
2017
223
2018
247
2019
226
2020
221
2021
228
2022
252
2023
308
2024
204
2025
187
2026
12

Keywords

US J.P YEP CD SXSW startups.com MIT CEO wustl.edu cse.w paypal founded founder com sold company started million musk sr

Sample Comments

beambot Apr 26, 2012 View on HN

Curious anecdote: Elon Musk started out in this field, which gave him the capital to do X.com/Paypal (among his more recent endeavors). From [1]:He stayed two days [at Stanford] before dropping out to start Zip2, which provided online content publishing software for news organizations, with his brother Kimbal Musk. In 1999, Compaq's AltaVista division acquired Zip2 for US$307 million in cash and US$34 million in stock options.[1] <a href="http://en.wikipedia.org/wiki/Elon_Musk" rel

british_india Jul 11, 2016 View on HN

Single guy developed OkCupid without VC money. Sold it for millions

sbraford Sep 2, 2007 View on HN

From poster's profile: "Son of a school teacher got his start designing websites. Dropped out of community college freshman year to pursue clothing venture.Failed, started programming with a "Get it done!" mantra.Made first million when he founded xyz game in 2007 at age 20 with partner from Ycombinator. Sold to xyz media two years later for a whopping $1.9 Billion. Devotes time to improving infrastructure in developing nations, Africa."Seems a bit over the top for y combinator. Hackers are

artnep Sep 17, 2015 View on HN

Peter Thiel in Zero to One: "Of the six people who started PayPal, four had built bombs in high school"

caiobegotti Mar 17, 2020 View on HN

Actual full interview, "Risky Business": https://www.startups.com/library/founder-stories/marc-andree...

swyx Feb 5, 2021 View on HN

fwiw, hes the founder of hashicorp - now worth at least 10bn. so the latter path you drew was the one that happened!

ikeboy Aug 3, 2016 View on HN

Prominent founder who previously sold a company to Amazon for half a billion, and a whole lot of funding.

olalonde Apr 15, 2021 View on HN

Fun trivia: Brian Armstrong was looking for a co-founder on HN back in 2012: https://news.ycombinator.com/item?id=3754664

kradroy Feb 28, 2019 View on HN

It's not too farfetched given that Evan Williams founded the company.

ZephyrBlu Aug 9, 2023 View on HN

Yeah, his journey is incredibly, incredibly lucky. One of the first employees at Pinterest, then raised money for Gumroad when he was still a teenager, then when Gumroad didn't grow fast enough (Not even failed!) he was basically gifted it by his investors.A reality 99.9% of us can only dream of, and I've always found his writing/tweeting a bit distasteful because of it. Lottery winner telling you how to pick a ticket kind of vibe.