[keewee7]

This article from 2013 might give an indication on why some people choose FOSS even when they can afford the non-FOSS solutions:

  The licensing. My God, the licensing. It's not so much the money, as the infernal, mind-bending tax code level complexity involved in making sure all your software is properly licensed: determining what 'level' and 'edition' you are licensed at, who is licensed to use what, which servers are licensed... wait, what? Sorry, I passed out there for a minute when I was attacked by rabid licensing weasels.

  I'm not inclined to make grand pronouncements about the future of software, but if anything kills off commercial software, let me tell you, it won't be open source software. They needn't bother. Commercial software will gleefully strangle itself to death on its own licensing terms.

https://blog.codinghorror.com/why-ruby/

[Daub]

Agreed. This effects everyone, event At a simple user level. We have access to Adobe Creative Cloud at uni. Every time I walk into a new classroom, I need to go through the creative cloud academicc licence dance. Sign in, sign out, sign in again, Singh out again la la la.

[yunohn]

Docket licensing is significantly simpler than that codinghorror outrage article.

https://www.docker.com/pricing/

[eastbound]

Note that the Cloud resolves licensing in that you can’t consume resources you’re not licensed for (although “uncapped cloud” lets you consume resources that you don’t know are paying for).

[musicale]

I concur. It just reduces friction and overhead.

However license management and compliance might be easier if you go with apps from an app store like Apple/MS/Steam/etc..