Between Google retiring stuff and Twitter's ongoing war against client developers, I'm seriously considering just packing up and self-hosting everything I care about on my VPS.
I've been thinking along the same lines. To begin I'd like to just mirror everything on a VPS (email, rss, calendars, dropbox, music library, youtube playlists, bookmarks (for me: pinboard)) on the VPS.
Then I'd have cobble together whatever oss webapps I need to access all that remotely, and then lock the whole thing down -- ideally only allow external access via ssh and then set up my phone/laptop to VPN through it when I want access.
It would be at least a day of work to set it all up but I think I've almost reached the requisite pain point.
EDIT: and it would be nice if I could run phone numbers through it as well via something like http://voip.ms/ ... if anyone is aware of someone doing something like this and writing it up I'd be interested to know, I haven't come across any setup like this.
