Speaking just for myself: A few years ago I was saying "I should really set aside a few months to learn to use fuzzing tools"; now I'm saying "it's easier to just offer bounties and let someone else do the fuzzing for me".
Fuzzing is where you are going to find most memory corruption bugs these days, bounties or not.
Someone could then go and register a new Zendesk account (If the service doesn't require proof of ownership of domain), and say that they want to use the same subdomain. Now they have a Zendesk account with the URL of http://help.somedomain.com as an example. And they can phish people quite easily.
Anyway, the reason I bring it up is because for a while, I saw people spamming the shit out of bug bounties with this stuff. Because it's super simple to do.
So I'm not sure what is more lucrative for an average joe, actually learning proper techniques or trying to piggy back on some low hanging fruit that may be easy to automate.