This is bad for Digital Ocean as the checkbox is nothing but a legal excuse to let beginners shot themselves in the foot and for a new company, this isn't a situation you want to be into. Look at Amazon - how do they solve the same problem? Is it harder for them? Is there a checkbox? When you compete with Amazon you have to be that and better, not worse, and treat beginners better than experts!
Amazon doesn't do SSD VMs for $5 a month... If you are beginner you are using the Web GUI which clearly states you need to click the box to securely wipe all the data (which has a cost associated with it) if you are using the API then you should RTFM (Read the F Manual) if you build a service on top of the API then it is the service's fault for not including (which is what the gist is about)
Well, I don't think they want to advertise themselves as "the subpar service that doesn't honor privacy and trade secrets for just $5 per month". Again, ToS and manuals are legal safeguards, not moral ones.