I've got a good feeling about my latest effort (tryformation.com) where I am the CTO. For the first time, I have a combination of talent around me, a market that is showing actual interest in what we do (and paying us), and a level of control over our product, tech, and road map that means it is really my job to not mess this up. It's still super risky but there's a good chance I can make it work this time. I rebooted the product (rebuilt it from scratch), I've defined our product and vision and took ownership of the product roadmap. And it's working. We are closing deals and getting positive feedback from our early customers. This year is critical for us.
Early revenue is super hard without significant funding. Accepting pizza money from some accelerator helps a little but it's really not about the money usually but about getting some coaching, advice, and building a network around your company of people that can help you. If you are doing SAAS, you need sales people. And not just any people but good ones. A warm introduction can make all the difference you need.
Of course the trick is picking the right accelerator. YC, Techstars (for which I have mentored), and a few others stand out as being awesome. In our case, we actually joined the Bosch Startup Harbour program in Berlin, which helped us build relationships with German industries. Some of those are now becoming customers and a few others might follow. So, good value for us. We did not give away equity and we did not receive a lot in terms of cash. But it helped us a lot.