bootstrapped-saas
(22)
Greg Head’s case for a smaller room
He helped build software companies through an IPO and a climb to $100 million in revenue. Now Greg Head spends his time with small groups of founders deciding what growth should look like for them.
Sam Darawish and the Art of Selling What Isn’t Quite There
He took screenshots to a Las Vegas trade show and came back with Everflow’s first customers. A decade of building has followed the same practical question: what will make someone willing to switch?
Marek Sotak and the art of getting people unstuck
Keeping screenshots current became a business. For Inline Manual founder Marek Sotak, the work still begins with the person trying to figure out what to do next.
Practical Founders: Build it. Keep it.
Greg Head has built a business around a neglected software ambition: grow a valuable company and keep control. Its currency is the decision you make before an expensive mistake.
MicroConf On Air: A smaller room. A bigger conversation.
MicroConf discovered that fewer founders could make a better conference. Its free podcast carries that same practical conversation to people building software on their own terms.
Tibo Louis-Lucas and the Art of Trying Again
Eleven launches in a few months produced one hit. After selling Tweet Hunter and Taplio, the French founder turned that quick-test habit into a growing portfolio of software businesses.
Daria Shevchenko Built Snov.io’s Marketing Around the Art of Being Remembered
The Chernihiv-based CMO helped turn a useful email finder into a global sales platform. Her operating philosophy is simple: do the homework, make the encounter memorable, and give people a reason to answer.
RXNT Bet on Boring Healthcare Software - Then Built a $54 Million Business
A Palm Pilot, an SBA-backed loan and one ugly lesson from the IRS became a 26-year lesson in building durable SaaS: solve the dull workflow first, listen when customers ask for the next one, and keep the price visible.
Aha! Made Bootstrapping a Product Feature
Productboard raised venture capital. Planview grew through private equity and acquisitions. Aha! turned refusing both into a reason to believe its product decisions.
Ahrefs
Ahrefs built one of the web’s busiest crawlers to answer a marketer’s oldest question: why does that page outrank mine? Now the bootstrapped company is teaching the same data engine to map a stranger terrain - what brands appear when people ask AI for an answer.
Uscreen
The bootstrapped platform behind $1 billion in creator earnings is betting that the future of video isn't a bigger audience - it's owning the one you already have.
QuestionPro
How a computer-science side project became a bootstrapped survey empire - no venture money, millions of users, and a stubborn belief that research should be cheap enough for anyone to run.
Sogolytics
How a bootstrapped survey tool from Herndon, Virginia quietly grew into an experience management platform serving 100,000 customers - and why it still refuses to hide its best features behind an upsell.
Lyssna
Move faster and build with confidence - with usability testing, surveys, interviews, and recruitment in one place.
How Document360 Turned Boring Docs Into a $10M AI Machine
The Coimbatore-built knowledge base just crossed $10 million in recurring revenue without a rupee of outside money. Now it wants to be the place your AI assistant goes to find the truth.
Social Intents Answers Your Customers From Inside Slack
A two-person, bootstrapped company in Atlanta built live chat that lives inside Microsoft Teams, Slack and Google Chat - and now lets ChatGPT, Claude and Gemini field most of the questions before a human ever looks.
Helpjuice
The knowledge base software that actually gets used - turning scattered docs into fast answers, support tickets into articles, and new hires into experts.
How Jitbit Out-Stubborned the Help Desk Giants
A three-person, self-funded shop from Poole has sold ticketing software to Siemens, HP, Adobe and ESPN - and taken zero dollars from investors doing it. Meet the quiet contrarian in a market full of megarounds.
Flodesk
Flodesk is a bootstrapped, San Francisco-based email marketing and e-commerce platform built for creators, coaches, and small businesses that care about design. Founded in 2019 by Rebecca Shostak, Martha Bitar, and Trong Dong, it pairs an intuitive drag-and-drop email builder with beautiful templates, automations, forms, link-in-bio pages, and a no-fee Stripe checkout. The company grew profitably to more than $36 million in annual recurring revenue and over 100,000 paying customers without taking outside funding, and in 2026 it launched Flodesk Studio, an AI design app that turns hours of email creation into minutes.
MightyCall
MightyCall is a San Francisco-based cloud phone and call center provider that gives small and mid-sized businesses enterprise-grade telephony - virtual numbers, IVR, call routing, recording, dialers and analytics - without an IT department or a big budget. Grown out of the Infratel call-center software group, the company now serves more than 10,000 organizations across the US and Canada on a self-funded, subscription model.
Time Doctor
Time Doctor is a bootstrapped workforce-analytics and time-tracking platform built for remote, hybrid, and distributed teams. Launched in 2012 by Rob Rawson and Liam Martin, it gives managers real-time visibility into how work happens - tracking time, app and website usage, productivity trends, and workload balance - while pairing the data with AI-supported insights. Used by 280,000+ people across 30+ countries and integrating with 60+ tools, Time Doctor turns activity data into fairer policies, better workload decisions, and burnout prevention.
Simon Hoiberg
Simon Hoiberg is a Danish serial entrepreneur, software engineer, and content creator based in Zurich, Switzerland. He left a $300K/year freelancing career to bootstrap a portfolio of SaaS products - including FeedHive (AI social media scheduling), Aidbase (AI customer support), LinkDrip (link attribution), TinyKiwi, and SignupGate - achieving $1M+ combined ARR. He grew his Twitter/X following to 200K+ organically and teaches React Native development through Galaxies.dev, reaching 100,000+ developers. Known for radical transparency about both wins and failures, Simon openly documents his entire entrepreneurial journey.