I've got two droplets now, one for email/owncloud and another for personal projects with automated backups. It's pretty easy to use, but I worry I don't have the sysadmin chops to keep it secure.
Edit: I followed tutorials on auto-updating packages through cron, securing ssh, and setting up ufw for only services needed when I set it up. It's been about 2 years now so maybe I shouldn't worry.
I want one where I can run Dragonfly. I'm using vultr at the moment but I had to do some manual stuff, I just want to choose Dragonfly like you choose ubuntu at digial ocean.
That's what Rackspace does. I haven't used them in a while, but it looks like it's ALL they do now. (moved to DO, since it was half the cost and I /do/ have enough sysadmin chops to keep two linux servers patched).
Rackspace doesn't actively maintain the servers by applying updates, etc. You can go to them if 3rd party software breaks on your servers and they will help you out, but I know for a fact that they don't actively update the servers, and that's a good thing considering you'd want to probably roll that into doing a release where you take that server out of rotation.
You should check out some of the documentation on Linode's site. They have some great tips about doing some very basic security such as securing SSH, keeping things updated, etc. Worth a peek.
Edit: I followed tutorials on auto-updating packages through cron, securing ssh, and setting up ufw for only services needed when I set it up. It's been about 2 years now so maybe I shouldn't worry.