My Second Year as a Solo Developer

To preface, I'm definitely not an expert at this problem, because Zestful still only has a handful of customers, but I can tell you what was helpful for me.

It is really hard to separate the nice-to-haves from the must-haves. Some customers will present their nice-to-haves as if they're must haves because they suspect that if they don't make it sound like a condition of buying, you'll never implement it, but they might buy anyway. Or they'd never buy regardless.

One of the features that I think I correctly took on this year was linking Zestful's ingredients to USDA entries. A lot of customers either explicitly asked for that feature or for something similar. Later large customers cited that feature as something that made them choose Zestful, so I'm glad I added it. I think the signal there was the high proportion of customers asking for it.

I think it is powerful to offer to implement that feature based on pre-payment of X months of service. It might drive away customers who don't feel comfortable letting you hold their money, but if your time continues getting burned by customers who request features and don't follow through, it's a good technique to keep in your back pocket.

First, if you do rake in corporate money, and don't spend it all, you'll have a nest egg which gives you so much more choice in how you live the rest of your life.

Second, if you don't have a nest egg - yeah you can't just gamble that you'll build software-as-a-service and instantly be making enough money to live. As he said, people assumed he'd use freelance to make up the difference. He didn't, but it is an option. Now freelance/contracting can be nearly as corporate as a full-time office job, and it isn't as stable an income, but it can pay really well.

For many software engineers three months of full-time contracting could pay for a year's worth of expenses. (Assuming you make choices that align with that goal.) This would let you spend a great deal more time focusing on your business goals, and give you some freedom to fail some of the time.

I was following you story since your first post two years ago. I just want to say that to succeed you need to sell something. As a software developers we can scale something (move from 1 to N, in terms of tech), but you need to find initial niche (from 0 to 1). I think that main success (as a business person) that you have is an audience reach that you had (almost every developer feels that things that you are described in your initial post). So why don't you try to play with your audience? Man, 2 years ago, when you posted you story of quitting, I was sitting in Yandex office at Moscow, and a lot of colleagues were talking about you and you story. Isn't that cool? I am not a real entrepreneur, but I really advice you to use your strengths (audience reach, mastery in writing, etc) along with you software development skills to find point of growth. Thanks for sharing and good luck!