I had my mail hosted with my managed server for 10 years, then they started charging ridiculous amounts of money for SSL certs, so I moved all websites to a self-managed 10 times cheaper yet more performant webservers. Then they wanted to force Microsoft 365 on me and I migrated the mailserver in a similar fashion.

I use mailcow and did the migration over a weekend. It took a few hours after to get all the spam stuff right (SPF, DKIM etc), but now it works flawlessly since 3 years and I use maybe a few hours per year to run updates.