Now that I've finally got my setup stable and the way I want it, I thought I might post a little write-up about it.
Previously, I ran Plex, Sonarr, CouchPotato, and SABnzbd from a VM on my desktop at home. This was great and didn't really require an interaction from me, except for buying more storage constantly. Which as we all know is expensive and annoying. So once the unlimited Amazon Cloud Drive offer came around, and the tools matured some I knew what the best solution would be.
I've gone through 3 of the usual seedbox providers and had nothing but problems, especially with peering (Online.net, OVH, and I forget the third, but it wasn't good either). So I had this grand idea to look at low cost, US based VPS providers. I know for most this might not be an option, but I'm a Usenet downloader, so no torrents here.
I've ended up with 2 virtual servers from 2 providers hosting all of my streaming services. The first is an OpenVZ machine with 4TB of transfer per month, for a whopping $36/year. This server mounts an encryped drive through Rclone and takes care of all playback for the 3 family members I'm doing it for. The second machine is a $4/month box with an umetered 100mb/s connection running Quickbox to handle all the media acquisition duties. As files are dowloaded they're run through sickbeard_mp4_automator prior to upload so Plex doesn't need to transcode. After conversion, the files are uploaded to ACD by a script running hourly. Plex then picks them up and everything is just works.
I'm happy to answer any questions about my setup, so far there have only been a few minor hiccups with rclone dropping it's mount. Otherwise it's been a set and forget system.
Special thanks to the Quickbox team for making everything so easy to get running!