I've spent the last decade doing this. Building up my savings, draining them on an idea. I put in 40+ per week for a couple years on my last startup in the real estate space. Poached some top level VP's from the biggest firm in our country, but we ran through our capital too quickly due to too many pivots and licensing costs, I could only do no salary for so long, tough when your rent is $2.5k/mo.
Now I am back at my parents place far away from any city working on my own projects in the productivity space, a space I'm intimately familiar with. Theres a few tools I'm missing from my daily arsenal that I am building now.
I was too greedy in my goals and while we got funded and it was fun, ultimately it turned into nothing. I was of the "first to market / build a unicorn" mindset which as someone who doesn't come from money or connections, is pretty much impossible.
I am now trying to build a lifestyle company with a suite of tools in the productivity space, trying to hit $10k/mo MRR which doesn't scare me and I know is doable, as I've done it before (but unfortunately sold my stake to use that money on the venture I mentioned that failed). Bad move but hindsight is 20/20 I guess. I am focusing on building tools that solve my own problems.
So I'm 28 now, have under $1k in total net worth, but I am not going to stop until I am free from working a salaried job. 2 of my projects made money (sold them, dumb move, too bright-eyed and greedy), 11 of them didn't see a dime. I have never been more depressed in my life but I refuse to believe I can't hit at least a couple grand a month as I've done before, which is all I need to live my life. If only I realized this sooner. The reason I will keep doing this even if I don't succeed is because the regret of having not tried as hard as I can will haunt me every second of every day if I concede and hop on a salary. I don't want to spend the rest of my life on "what if?", and a life of sitting behind a glass wall consuming fine things does nothing for me. I don't want to be at the orchestra, or a restaurant, or a show. I want to be on stage, or be the chef, or be the conductor and for that you need time and money.
I know quite a few people with graveyard projects like this. Feel free to ask me anything, I'm an open book.