Here's him in an interview:
https://www.youtube.com/watch?v=hPPQUP1S8iI
He has a daughter who is a competitive rider, which her daughter(s) are also... Stella is a very successful rider.
He screams mid-life crisis with that whole tank top outfit, the backwards baseball cap, and those overdone veneers, but to each their own.
another interview
https://www.youtube.com/watch?v=fxKWkoYi0SE
he discusses his previous marriage and kids starting at 53:00. He's a workaholic, which would be something I'd think she wouldn't be looking to repeat, but again, to each their own
and he's golfing pals with trump, which I didn't catch the first round.... so...that's a change.
I'm wondering if she's trying to get a gig decorating his hotels or something business-related, but who knows