It is easier until things go down.

Meaning the cloud may go down more frequently than small scale self deployments , however downtimes are always on average much shorter on cloud. A lot of money is at stake for clouds providers, so GitHub et al have the resources to put to fix a problem compared to you or me when self hosting.

On the other hand when things go down self hosted, it is far more difficult or expensive to have on call engineers who can actual restore services quickly .

The skill to understand and fix a problem is limited so it takes longer for semi skilled talent to do so, while the failure modes are simpler but not simple.

The skill difference between setting up something locally that works and something works reliably is vastly different. The talent with the latter are scarce to find or retain .