First, thanks for your support. The project has received the blessing of so many of you and dozens - over 60 - of you have jumped in to contribute code to make Caddy awesome. Really appreciate it, since I can't do it alone! The Go and infosec community has really been amazing.
As I say in the post, this is not a business plan. I'm not relying on this to earn a living. BUT I am a starting graduate student and if I am going to continue maintaining Caddy on the side of graduate school, it will need your support.
I know "free software" is a loaded term (cheers to rms) but in this post I hope it's obvious that I'm not talking about "free as in freedom" -- this post is about cost/economics. Caddy is still Apache licensed.
Also: Several people have donated to the project (and Arroyo Networks sponsors it) because they believe in free and automatic privacy for the Web, and they want Caddy's focus on UX to permeate to other software products. Even backend servers can have good UX. This is a cause that I feel passionate about and am happy to do for you, time/funding permitting. (I hope Caddy will help people see how easy security/privacy can be for the Web, similar to how Signal does it for SMS and Keybase for PGP.)
In the end, I wanted to raise awareness of an issue, that even "free as in price" open source projects have a cost, in time and talent that's invested by the developer. "This is just open source."