I know someone who would be really interested in working on projects, enjoys programming, and so on, be very reluctant to take up projects that seem "iffy" with regards to financial success.
My point: being ruined financially by a project is one thing. It's another to program for fun. You can spin up a project for fun, as long as it isn't wrecking your bank account, and not have to worry if it's going to succeed.
I think it's a definition of "financial ruin." If you quit your job and blow through your safety net (not your retirement or anything) I don't consider that ruin.
> Ideally you want to see some traction and then ditch the job, doing so before would add additional stress due to lack of income.
I think this is the way that a lot of successful projects have come. If the idea is too big to solve in your spare time, it does not fit into this model.
Although recently I said, only partly joking, "maybe I should go to law school..." and he was like (only partly joking) "Do you WANT a divorce?" So he does have limits!
But he's always been supportive of me flying to conferences, giving talks, running workshops, not being there in the evenings because I'm busy with one thing or another. He's even taking a few days off in January to go to a conference in Texas with me (he's not technical, so he doesn't actually go to my talks, but he can keep himself occupied around town, and we turn it into a mini-vacation in the evenings).
I give up a lot of weekends to freelance work, and we've discussed the possibility of me starting another business -- he's totally on board with it, despite the fact that I tried it once already and failed, AND having experienced firsthand how much time it takes and how much it will disrupt our lives. He doesn't understand most of what I do, and was never interested in understanding it (I've offered to teach him how to program, or show him code I'm working on -- he's always like "nah, that's your job"), but I couldn't ask for a more supportive husband for the things that really matter.
The concept of taking risks and sacrifices today for potential future benefits is completely foreign to them.
Pretty irritating. I don't have anyone cheering for me. It seems they are just waiting for me to any day announce that I have chained myself to another cushy office desk job and collecting the chunky pay check.
Just recently I had to break it down for my mother. I'll cut it short but basically I told her "If you are someone with a bunch of money you can invest it all in low-risk government bonds and wait for 50 years or you could show up at the casino and gamble it all in one game. They are the opposite ends of the risk spectrum. Never taking any risk is just as bad as taking huge crazy risks like gambling all your life in a game of poker. There's some middle ground. You gotta take a few shots while you have the time.".
She is now also supporting me in dialing-down my freelancing efforts (and therefore our income) to focus on bootstrapping a small startup, even as we now have two young children. Outcome unknown, but I keep her posted and we talk about the business (ideas, ups, downs) on a regular basis.
That said, I myself am a very risk-averse person and we both are the kinds of people that have always lived frugally or "within our means". This means that, as a family, we have a very low "burn rate" and our runway on savings is very long. So the "risk" of failure is not really that high. We both know that if disaster struck (and yes, we have insurance too), I could get a 9-5 job almost instantly (as much as that might suck).
I think one thing to remember is that your spouse is only going to support you as long as your decisions benefit both of you (in the long run, at least). You want more time to work on a side-project? What are you going to change in your life so that your spouse is also getting some benefit?
Anyone wanting to delve a bit more into this type of relationship, I recommend listening to the Zen Founder podcast (http://zenfounder.com). Rob Walling (Startups for the Rest of Us, Microconf, and someone who's insight and opinion I respect greatly) and his wife Sherry talk about a lot of founder issues, but I find that the candid back and forth between them gives you a great look inside their relationship dynamic. They don't always agree, but they trust each other. That's what counts the most.
I love having a supportive family.
It wasn't a huge amount of money (about 10m SEKR, in my opinion vastly overpriced) but considering it was a thing I did just for fun in the beginning I am more than happy with the end result.