I'm referring to Digital Ocean's technology. AWS (and Media Temple) had it's teething pains as well in it's first 4-5 years. I remember some fairly broad outages with their back end storage - but they've mostly dealt with those, and, the risk has gone down.
Note - there is another option - Deploy on multiple Platforms and be smart with your DNS balancing (http://www.dnsmadeeasy.com/services/global-traffic-director/) when serving content. Particularly now that Digital Ocean is in Singapore/Amsterdam/NewYork I can think of some useful things I could do with $10/month droplet (2 Terabytes of Transfer) $300/month, in theory, gets me 20 Terabytes in Asia, 20 Terabytes in Europe, 20 Terabytes in North America. Now, whether DO would shut me down if I actually started using that Transfer is another question altogether...
Last test i tested DNS balancing ( from DNSMadeEasy )sometimes doesn't work as well as you did imagined, at least compared to EdgeCast or MaxCDN. Although that is quite long ago.
Note - there is another option - Deploy on multiple Platforms and be smart with your DNS balancing (http://www.dnsmadeeasy.com/services/global-traffic-director/) when serving content. Particularly now that Digital Ocean is in Singapore/Amsterdam/NewYork I can think of some useful things I could do with $10/month droplet (2 Terabytes of Transfer) $300/month, in theory, gets me 20 Terabytes in Asia, 20 Terabytes in Europe, 20 Terabytes in North America. Now, whether DO would shut me down if I actually started using that Transfer is another question altogether...