Personally, I put my creative energy into my 9 to 5 job. Instead of using evenings to start side hustles or to "get ahead" on work, I unwind and get adequate rest. This is so I can be alert and switched on during my regular work hours.
I've found stretching myself thin starts to affect me quickly, and I feel like I'm actually operating at 50% on a permanent basis.
I recently left management in a large org (where I tried to shelter people like you) and am now back in the startup world. It is refreshing to not be fighting the tide continually.
I'm going to do everything I can to avoid companies that see tech as a cost centre or are super bureaucratic in future. Unfortunately difficult in my mid-sized, non US, city.
https://battlepenguin.com/philosophy/perspective/a-tale-of-t...
Once was backpacking for 11 months with only two bags. The second was 5 months in a car. I did learn a lot both times, but I never got fully independent and it may have set me back some.
Still in retrospect, it was a great journey and I'm still glad I made the attempt.
Another friend I graduated with, still does the RV life. Although they bought a house recently as a home base, but still RV a few months every year. (They're also homeschooling their youngest; oldest went into the military).
I also had a friend who was an English teacher and survived off <500 euro a month in Germany, so even though I had saved up a lot, I've seen people live this way for way less.
There are things that make this kind of lifestyle more challenging for sure (and I'm not about to buy an RV; I do not like driving large vehicles at all), but it's possible if you put your mind to it.
So the plan is build products but also focus on acqui-hire possibilities. If that fails, make sure my resume benefits from my projects. While I am already making pretty decent salary but if all those rumors about FAANG salaries are true, I can double my salary easily. So I can easily recover lost paychecks.
Well that's the idea, who knows how it will play out.
Working night shift sucks and is bad for your mental and physical health and reduces life expectancy.
But this is slowly burning me out. The boredom of not doing any real work for 8 hours is soul killing. I do a lot of busy red tape work but it is not intelluctly stimulating.
So now I will do 180 and quit my job in a few months and go indie solo founder route.