Wow, I just finished re-reading Samura and Gwenyth's dynasties, as the Sims 3 bug has infected me again and I wanted to refresh myself on the challenge. I can't believe I never posted a final update with museum and group shots like I said I would, but then, I recall being *extremely* burnt out after trying to wrap up two whole dynasties worth of character stories.
Not that anyone's is reading this anymore, but to answer the HoF question: I am not entirely certain, but ... I felt reasonably confident that Devon accidentally completed one of Gwenyth's blackopps. I wasn't paying enough attention, but I got a pop up notification that sounded awfully familiar. Other than that, everything was in line with the rules. I never asked the challenge team about it, as I was too burned out to care, already had one dynasty in the HoF, and - while not positive - I really do think he completed one of her blackopps.
Anyway, it's been really fun re-visiting all my old Dojos while waiting for EA to get my game fixed, and I am looking forward to playing this challenge all over again shortly. Thanks again for all of the lovely comments, all!