I think what Docker should have done, is charge for Docker Desktop from the start... even $5/mo/user as a discount rate for non-open-source usage... similar for container storage, had a commercial offering for private containers from very early on.
The former felt like a rug pull when they did it later, and the latter should have been obvious from the start. But it wasn't there in the beginning and too many alternatives from every cloud provider popped in to fill that gap and it was too late.
There were a lot of cool ideas, and I think early on, they were more focused on the cool ideas and less on how to make it a successful, long lived business that didn't rely on VC funding and an exit strategy they didn't have to succeed.
I have to agree. Of all the per-seat subs that my employer has, the thing Docker Desktop provides is of so much easily provable value. I tend to agree that making Docker Desktop a commercial product way back then would have probably been good. The only hurdle would be figuring out enough of a 'free tier' to get developers to get into it and get addicted and demand a license, but not so much that everyone just uses the "free tier" or "personal" edition indefinitely - which I suspect many, many companies' developers do to this day with Docker Desktop, with their employers' tacit consent.
This "free to start using" move is best exemplified by Slack, which ended up taking over many companies guerrilla-style. They did a pretty good job of pivoting companies to paying, too.
The former felt like a rug pull when they did it later, and the latter should have been obvious from the start. But it wasn't there in the beginning and too many alternatives from every cloud provider popped in to fill that gap and it was too late.
There were a lot of cool ideas, and I think early on, they were more focused on the cool ideas and less on how to make it a successful, long lived business that didn't rely on VC funding and an exit strategy they didn't have to succeed.