How much cash do I carry? less that $100, I have too I'm a target.
If I make a bet and lose I go to the box at the hotel and get what I owe, if I win I put it in the box. When I go to the Derby I have a plain cloths security guard(some of the time) he cant stay awake long enough, lol.
If i'm at the pool room around the corner from my house, i leave the $$$ at home, everyone I gamble with trusts me and I trust them. we settle later.
Now If I go to uncharted waters(been a very long time) I take a gun and maybe $500-$1000.
I have never been robbed(except at pool) which is lucky i suppose. I had one close call Mark Haddad got me out of.