I would just like to bring up how much I admire the way they want to profit off Caddy[1][2]. Sponsorships and focused development; followed by "remember, caddy is open source". My only feedback would be that they introduce a "$50/mo; my bank is not big enough" for people that wants to endorse their model/software.
Look at nginx, where new functionality is hidden behind a paywall. I don't want to deny them [nginx devs and sales people] their well-deserved money, but it pushes me away.