People who REALLY need features are businesses or projects who have money and usually a deadline.
At one point I was making maybe 1k/month from sales and 3k in feature inplementations. (Helps that I also freelance so not a big jump in terms of my day to day flow) Not crazy, but I was also freelancing at the same time.
The real time drag is supporting the free users. The people paying for features and using the plugin commercially were a lot more competent.
TLDR: build free reputation & word of mouth, then go B2B. Obviously depends on the target audience