You can’t know what someone else is thinking – and even if he is worried about you stealing money – so?
He may have had reason enough to be worried in the past.
How about trying out “the new ‘non-gambler’ me is above his concerns because I know I won’t do that.
Being a non-gambler can feel like an act sometimes because it is strange not to be gambling. Sometimes I felt I was being boring, sometimes I was bored. Sometimes I felt I didn’t deserve to be doing other “fun” things. Sometimes I just felt mad at myself for messing up my life and being left with nothing.
I’ve come to accept that I did mess up and then I stopped messing up. It would have been better if I hadn’t gambled – certainly from a financial point of view – but then would I have learnt so much about myself and about other people? We can’t live the alternative life – we can only make the best of the one we have. Keep being the best.