1. I'd pay money for software that mimicked Google+ / Facebook, but was open source and could be self-hosted. Bonus points if it ran on my Synology.
My requirements are actually quite simple. I want a place to share posts, and photos and have friends and family (predominantly family) would be able to comment on those photos and posts.
It needs to look good, minimal and easy to configure. I want to get my private stuff away from the NSA vacuum cleaner. I want to take back control.
2. I'd also pay money for a sudo apt-get a-completely-simple-fully-featured-email-server-that-is-bullet-proof-by-default-and-the-only-config-is-a-domain-name(s). Ideally with a web interface. I'm praying mailpile.is will be that.