DigitalOcean provides un-managed VPS's (Virtual Private Servers) which are, in short, a night & day difference when compared to shared hosting.
When it comes to support, DigitalOcean is, as noted above, un-managed. This means that they will provide support for the physical server your VPS is hosted on (i.e if a CPU fails, RAM goes bad, HDD dies, etc), the network, and any issues that pop up within their control panel -- they do not, however, provide direct support for WordPress, or other similar web applications / applications / etc.
If you don't want to work from the CLI, or even think about it, a VPS most likely would not be an ideal match for you at this time. You need to be comfortable working from the CLI. While DigitalOcean has one-click images for WordPress, they are base images that are intended to give you a jump-start.
The one-click images are basic in nature, and are intended to be that way, so that you can build from them. You'd still need to work from the CLI to make sure your server stays in proper working order.
That being said, if you just want to host your site and that's it, but you need support for when things take a turn for the worse, I would recommend checking out WordPress specific providers. You will pay more for their services -- just to be upfront -- but they would be better suited for non-sysadmin, non-developers.
Shared Hosting vs WordPress-Specific
Most shared hosting providers charge $1-$10 per month, thus anything their support team isn't able to fix in a matter of minutes, you're most likely not going to get much help with.
As much as I dislike telling people this, if you want/need support, you're going to have to pay for it, or you need to learn to setup and manage a web server, or you need to hire a sysadmin to do it for you.
Take for example GoDaddy (shared hosting) and WPEngine (WordPress Specific Provider). GoDaddy charges $3.99-$7.99 for their base package. You may not get the support you need, but you're not really paying for the best support in this case -- you're paying for the resources they allocate to your account. WPEngine, on the other hand, for Multi-Site installations, is going to run $99 per month.
The difference here is that WPEngine knows WordPress and will work with you to resolve issues because you're paying for hand-holding support that keeps you away from the CLI and sysadmin duties that come with setting up and managing web servers.
Pagely is similar, starting at $99/month.
... as is Kinsta starting at $100/month.
Ultimately, you get what you pay for at the end of the day. Yes, these provides do cost a lot, though in comparison, hiring a sysadmin do the same is going to cost you far more upfront.
I work as a freelance sysadmin and do these types of setups often and pricing for just the initial setup would be 2-5x upfront what you'd pay per month for the guys above simply because it's involved and requires tweaking and tuning specific to a clients' needs.