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Being laid off and unplanned entrepreneurship

deepsouthventures.com

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Re: Being laid off and unplanned entrepreneurship

#4
> I didn’t raise any money for these projects. I funded them with my 9-5 salary. Solo. And the reason for that was simple – why on earth would I vehemently abandon boneheaded micro-managing layoff kings in the 9-5 world only to raise money & adopt a board of boneheaded micro-managing layoff kings in the startup world. If I’m gonna build, I’m gonna have free-rein decision making to pursue any and all ludicrous business models, with no oversight. If I fail, fine. That’s on me. If it works, son-of-a-gun, my job will feel like play.

I respect this. It's something I've wrestled with a lot over the past ~year (especially in the last 6 months). You can see my relevant "Ask HN: How would you raise $600k for a boring software co?"[0] in which I shared my musings around this with the community. I'm currently contracting because I have to pay some unexpected medical bills but I am hopeful I will explore solopreneurship more this year (I'd much rather not go it alone tho, as stated in the thread).

I'm very lucky to have had multiple interactions with folks in that thread as well as having contacts that have raised funds and sold businesses... the advice is a resounding "not really doable" outside of a friends & family fundraise.

All of this to say, I admire Peter (have read his writings previously) and I share the same feelings quoted above although I am still willing to entertain outside investors (and all that comes with that) for the chance to have agency in executing a software business with less "lose my house" risk. For the same reason I would also take a leadership position at a startup. I've seen the effects of bad management and lack of empathy first hand and I know I could make a difference and have a positive impact on the internal culture of software development shops... But I don't get many bites when I go fishing for that.

[0]: https://news.ycombinator.com/item?id=37346497

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