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 I am also looking into doing this. It is a very big mountain ahead.

What are you using for a home server? 

Thankfully I don’t have much on the cloud. Most is on an external drive. But I do want a little more out of it so I’m looking into the Start9. 
 Just a simple raspi/umbrel setup. I will likely upgrade at some point soon- but everything is running smooth atm. I've got external backups but like to have multiple points of failure just in case. Server steps in to fill that gap and allows me to ditch the reason I liked icloud (multiple device syncing). Start9 is a solid option forsure. Go for it!