I love how Theresa's husband is "successful" but then when they showed his "offices" in episode one it didn't look like much was going on there. His desk appeared to be practically on top of another one in that little hole in the wall office space. They didn't even have a nice sign outside. From the looks of it, whatever he does doesn't require those types of "airs" just for the office. But it could look a little more professional.
My dad has a jar that he puts all his pocket change in for the year. He gives it to us to pay for things like vacations and Christmas presents. That is the only time I walk around with tons of cash. And yes, it's a kinda douche-y feeling (especially when it's mostly dollar bills!)

But at least we get to buy those things.
As for the event facility, those events are really large scale and opulent so I would understand why Caroline's branch has wealth. Dina's wedding was held there and was on Platinum Weddings and OMG they had cigar bars, ice bars, dessert tables, and more. They even served breakfast-now that's a wedding!