Oh man, I feel your pain!<p>I&#x27;m three years into bootstrapping a company - still pre-revenue. Most of it has been done while dayjobbing in the enterprise.<p>On the positive side, things are changing rapidly. I&#x27;ve recently picked up two valuable co-founders, so I&#x27;m not alone and have more bandwidth. The current revision is strong and on its way to production-ready (the last revision I thought was a beta, but it turned out to be an alpha and a learning experience, sigh). The product is really targeted at the enterprise space, and between the three of us, we have over 50 years of enterprise computing experience. My co-founders are with me because they&#x27;ve directly experienced the pain that drove me to writing it.<p>Hopefully, in a year, we can all make a living at it. But it&#x27;s going to suck for a while, because we&#x27;re also all three used to the incomes of enterprise contracting, and we all have kids in college. This is why older founders are so rare - it&#x27;s really a huge financial risk in a way that startups aren&#x27;t when you&#x27;re in your 20s.