Hi! Here’s you, like 2 yrs down the road. I have no opinion on the server OS since I started with ubuntu server but my projects went a similar direction.
One major thing I’d recommend is thinking about security: web facing servers with your private data on it are a very bad idea. So unless you mean a website for personal use, I’d split the “home” server and the “personal web server” or vps in two so you have the stuff you want others to use unsupervised and the stuff you use at home and from the road.
Another thought is bandwith, unless you have insane upload, I’d stay away from web facing stuff like websites, game servers and social media instances. This works on a cheap vps with gigabit bandwith up and down. Way less hassle and less security issues.