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I've sold my bootstrapped software company for 7 figures after working on it for 2 years while keeping a day job. AMA

· noise   r/entrepreneur  ·  ↑ 660  ·  💬 195  ·  2025-05-17  ·  kw: hours every day  ·  open on reddit ↗
your rating:
Tool
none
Issue
Founder worked 60 hours/week (40 day job + 20 startup) while managing 6-person team and caring for newborn, experiencing severe burnout and inability to transition full-time to startup due to family financial risk.
Cost
60 hours/week opportunity cost; unstated revenue impact but high enough to attract 3 acquisition offers
Recommendation
none
Date context
2023-2025 timeframe; post describes 2-year bootstrapped SaaS journey
extracted with
anthropic/claude-haiku-4.5 · 2026-05-08

Body

I started my company in 2023 after building a ton of solutions looking for problems. I'm a software engineer who's always fucking loved writing code. I can't stop. I'm always building and if I'm not I'm depressed. I built a SaaS tool at the behest of my wife, a PHD chemist, to solve a real problem she was having. The thing is, just as I was starting to see success and the potential to pay myself from this side project we got pregnant. I wasn't going to risk the future of my child on an (semi)unproven software idea. So I kept my day job and worked 60 hours a week (40 at the day job, 20 at the start up) to scale the business. So many things hit at once though and it was an exceptionally stressful time towards the end. Fast forward another year and I have an 8 month old and 6 people working on this side-project-that's-gotten-out-of-hand. I was still working a day job and incredibly burnt out. Again, not willing to risk my future on the business at this stage in my life, I started looking for a buyer. I found 3, one via outreach on LinkedIn another via a networking event that happened a year prior, and another was a contact I knew. I ultimately took the riskiest deal, so less cash up front but more upside potential and much more interesting work. At the end of the day, I owned 85.5% of the company I sold and now have this sale as a feather in my cap. I'm currently back to being a standard W-2 employee only, albeit a founding engineer at the company that acquired mine. It's such a mixture of happiness, anxiety and, oddly enough, numbness to the sale. I feel like I'm still working on awesome stuff, but fundamentally my life hasn't changed. We'll have the house paid off, and the kids college fund paid for, but I'm still just a working stiff.

Top comments (4)

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[score=265] often_says_nice
Bro did an AMA and didn’t answer a thing. What a chad. What was your ARR at the time of sale?
[score=32] Classic-Charity-2179
How did you approach the buyers? Are you staying in the company you sold? If not, how did you manage to stay out of being indispensable for it's functioning?
[score=25] IsWired
Did you keep the startup stealth mode from the perspective of your full time job and/or professional network (i.e linkedIn)