I really hope that the MCU expands on the Thieves' Guild and it's operations.
Not even the comics want to give the Guilds more protagonism despite the potential for Gambit to become a big figure of the underworld that can benefit the x-men in many ways. I think he's not even their leader anymore despite the great setting Asmus left for him.
(I miss Fence and Courier)
I wanna see them as a powerful, centuries-old crime syndicate that has connections all over the world (especially auction houses) and weird, almost cult-like traditions. The Lebeaus of New Orleans should be an old money family that owns a corporation. But that business is actually a front for the Guild. Why the hell would they do it if it didn't pay? Anyway, that's my dream lol.
I think there was some implication made by G that they don't have more money because of Candra. Now they're free from having to pay her, they should be ok. I remember Gambit did say he had bought a few properties in NY and had at least two in NO. If the Lebeaus aren't an "important" family already, he can start by doing exactly what you say. Becoming some sort of corporation that's just the front for what the guild actually does. Say, they work with "internet security" or something like that, but they in fact do some data and info stealing. They have Nil (I also miss that ass) who can hack the whole internet. Imagine how much money they can make just by working with data that is not illegal, doing the illegal stuff must make them all quite rich in little time.
It's quite easy to give this plot to Gambit, but there is really not much disposition to even try by current Marvel. He can't be the King of Thieves because he can't be in a position above his wife. This could have worked now both of them are in New Orleans, but that's not the direction they're going for, it seems.