It’s like the Sheryl Crow song, “If it makes you happy, it can’t be that bad”

So, enjoy your time and good for you!
I just thought I’d throw in my two cents regarding him possibly being dangerous with connections to shady stuff. IME, men in that ‘connected’ position are all about spending money, not being cheap. So, my gut feeling is your new guy is telling tales that he thinks impresses you rather than the truth that his station in life is something he is not proud of.
My sister was once on a date with a young guy who was spending like crazy in a club. She commented to him, jokingly, that he was throwing money around like he was a coke dealer, and he told her that, indeed, he was!