There'll always be one that likes to test us but I've normally found that my boys have been less likely to do it than my girls.
Lady May was one of those hamsters that seemed to take that one step forward, two steps back thing and at times I remember thinking I'd never get there with her but going very slowly with her was what got us there in the end. Maybe you're right and he needs a bit of a break from his taming bin... it's worth a try.