I read an article a long time ago when Cuban was luring good free agents to Dallas. At that time owners weren't necessarily putting players up in the best hotels. Cuban put his guys in five star resorts on the road, gave his players the best prelims, brought in the best chiefs for team meals, and much was made about how he modified the team jet for 7 foot bodies. He pushes the edge on those type of things so when he can only match a player contract, his players are telling the new player, hey you really want to come here, it's the best! I am sure Ishbia can do these things.
Side note, he is already pushing the envelope in the WNBA by giving them the first ever training facilities dedicated to WNBA players. I am sure he was an influence behind the scenes on the Mercury's push lead by Brittany Grinner to get the ladies charter flights from now on, that was just announced by the WNBA.