The irony is that self hosting in many ways has become way easier, faster and cheaper then using proprietary alternatives.

The catch is what you are already used to do.

A good example to illustrate this is is how easy it is to install software tools on linux using a package manager.

You get used to this so quickly that when i had to install something on windows i really struggled:

i have to find the right site to download from, run that installer, navigate menus, make sure it doesn’t come with bonus malware. And then when i finally run it turns out its a free demo and half the features are locked.

Comparing different plans for o365 and setting up a family with different accounts, again its a pain.

Spinning up a one click install nextcloud instance and getting that configured was peanuts in comparison.