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by jmduke 866 days ago
I did this. I grew my project, Buttondown [https://buttondown.email] from high three figures to low five figures while doing it as a nights-and-weekends thing at Stripe and then quit to work on it full time. It was a great decision and I'm happy I did it! (I also did it, frankly, with significant runway in the bank if I needed it, and no dependents besides my wife so the tail risk of "this goes to zero and/or I hate it" was not particularly painful.)

My advice would be: it reads like you're commingling two questions that really should be separate, which are:

1. Do you want to start a business and pursue independent employment?

2. What are the quantitative parameters and conditions under which such an enterprise is sustainable?

If the answer for 1. is yes (and interrogate yourself a bit! how many of the things that you are imagining are less "working on your side project full-time" and more "not working on the day job that you hate?"), get as concrete as possible with 2. What burn rate _is_ acceptable to you? How much savings are you willing to use during build-out, if you were to start now? What growth do you need to hit to feel like you're financially on the right track?

There are lots of funding tools (using the term 'tool' loosely) available to you — SBA, subsidy via full-time job, subsidy via contracting, lifestyle-friendly firms like Tinyseed. But you need to start with the numbers.

(Also always happy to chat more: I'm at justin@buttondown.email.)

2 comments

Great service, shows that doing something straightforward and not over-complicated can lead to good results. I assume you make sufficient MRR to have this as your only job?
not meaning to be a hater, I'm sure the service itself is great, but what stack are you using to make the web page scroll so unresposive? And the source is just <divs>, is it flutter?
No offense taken, but that's odd to hear! There's nothing really fancy happening on the marketing pages: it's built in Next, but like you said it's all pretty much just divs with no scroll-jacking. Mind emailing me (justin@buttondown.email) details so I can try and repro?
Scrolls like butter over here: Arc on M1 Macbook Air.