Seven tough lessons from ten years in bootstrapped business

Re:Seven tough lessons from ten years in bootstrapped business by aaronm14 on Monday December 03, 2018 @08:14AM (#18588491)

One of your side hustles is currently making 6 figures in revenue, but you're saying you haven't hit "escape velocity yet?" I'm curious if your goals are more ambitious, or perhaps 6 figures of _revenue_ isn't necessarily profitable enough to sustain you?

>But I said that about 2018, and 2017 too. Rings so true for me as well, unfortunately! This tweet from Justin Jackson has been making it's rounds the last couple of days, maybe it will be encouraging to you: https://twitter.com/mijustin/status/1068773791952584704

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Re:Seven tough lessons from ten years in bootstrapped business by ryanwaggoner on Monday December 03, 2018 @01:14PM (#18591266)

Combination of a few things :)

1. I have good margin and am profitable, but not enough to cover lifestyle. See below:

2. I have a high cost-of-living, deliberately. I live in NYC, have a kid in private school, and travel a lot.

Now, I fully recognize that I could lower my project risk by living a more austere lifestyle, but I'm comfortable with the tradeoff that I'm currently making.

Of course, I'm still stressed and impatient, but that's more of an internal problem :)

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Re:Seven tough lessons from ten years in bootstrapped business by abalashov on Monday December 03, 2018 @01:28PM (#18591430)

Yep, that's basically been my boat. I've not lived in a high-cost city per se, but I've always had big sources of personal drag, partly by choice, partly not.

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