Getting the Level 3 DOFF reward shouldn't be hard due to diplomacy. I already hit Level 1 Diplomacy (still got a ton of the way to go with the others, not even a drop in the bucket).
But I'm hoping you can answer a curious question Devs. Let's say I leveled up to 51 on Tribble and getting Level 3 Diplomacy, then I went back and leveled another toon to level 31 and then obtained level 1 diplomacy. Would I get both or just the first character rewards?