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I get it from all walks of life -- industry peeps, colleagues, academics, concerned friends and family.

I didn't always have a rep -- the first step is the hardest in any journey, and the criticism was just as strong (if not stronger) back then. But, I was also a hardware guy in a software world. I'm stubborn, idealistic, and a rule-breaker, so I didn't fit in to any traditional corporate roles; no boss could manage me. That made it easier to walk out the door.

The most bold critics were always VCs -- not ones that I met with because I needed investment or anything, just folks I would run into at conferences or do an odd job for as a mercenary. You'd wrap up the job, and they'd make some quip about how it's a shame I'm wasting my talent in a "lifestyle business" and how I should consider finding some honest work at one of their companies. It was like some sort of weird negging tactic. I eventually learned to shrug it off but really, thought I was the only one who heard that term applied so pejoratively.

Thankfully, I had a few lucky breaks, and I'm very happy about where I'm at. However, it helps that I found residence in a place with affordable public health care, a functional pension system, oodles of public housing, and low taxes. No way could I do what I'm doing and also be so chill about my future without a functioning social safety net. Unfortunately, "just move somewhere that suits your needs" is not scalable advice; I wish I had a more practical blueprint for others who want to do a lifestyle business, but I don't.



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