You have to consider some of the things that have affected characters on tribble. Currency duplication (not just the bug, but using multiple imports to multiply a character's wealth), orphaned C-store purchases that people have on tribble but not live, some of us have possibly permanently broken commendation tiers (the bug behind it fixed, but the fix couldn't correct already bugged characters), doffs past the limit, doffs and items that might just be stuck in the mail until they clear out tribble entirely, not to mention serious profit in everything from STF loot to CXP in the more generous turns of the balance swing over the last couple months. There's a lot of broken and a fair bit of outright cheating on Tribble, and honestly it's probably not a great idea to let it back onto holodeck.
Since they cannot guarantee that a toon transferring from holodeck to tribble will work correctly I suspect they cannot guarantee that a toon transferring from tribble to holdeck will work and because of that it should not happen, but I'd be wrong to say that since I don't work for Cryptic and they like to throw us a curve ball every now and again.
It would be nice, but it is a pipe dream. That is why I stopped doing the Tribble after VA. I got the free ship slot and that is what matters. Cryptic will never acknowledge anything you did on Tribble.