I first thought of
Weland, but of course he only heals companions
Couldn't find a good way to get
Brego around. Best I can come up with is transfer
Brego to an exhausted
Albert Dreary who is already bearing
Beorning Axe while Barliman is not, then transfer the axe to Barliman and kill Albert. This doesn't actually give you any extra use unless Barliman was already bearing the axe and you have a way to exert Albert in the Fellowship phase (
Last Stand?), in which case you can spend 6 twilight juggling possessions to get one extra use. May as well just add another copy of Barliman at that point
However, if you can heal Barliman in the middle of the turn you can still bump his uses up to twice per Fellowship phase instead of just once (exert, play
Brego, exert again, heal for the next turn).
Kings' Legacy is one I've seen before, though I don't know how it could fit into the deck. All I've got is to replay
Brego after the Fellowship phase.
Merry, Swordthain is an obvious choice after you get rid of it. Discarding
Brego probably falls to
Surrendered Weapons, unless you think you'd get anything at all from
Blood Has Been Spilled. Either way, you're not gonna get much other extra use. Transferring with the phase action doesn't add twilight for the item itself and of course happens after the Shadow phase? You could toss around a total of 5 strength between mount, hand weapon, ranged weapon, and
Sturdy Shield. Throw in
Brought Down from Inside and there's some secondary fun to be had. But you're already trying to recur multiple Gandalf events, hard to find the deck space for all this... It would be site 7 before you have the cards!