Serious Withdrawal Banking Question

Hi everyone, thanks in advance for the tips. 

Ok I am normally a player that tools around with around like 500 bucks in my online sportsbook account.  Had a good run though and also won a NBA finals contest.  Anyhow my account is now almost Ten thousand. 

My question is what is the most I can withdrawal without getting red flagged by my bank or anyone else who cares.  I am paranoid and as I said I am not experienced and for me this is a good chunk of change.

Is it better to do monthly smaller withdrawals at say 1000 or just do a larger withdrawal.  I guess my question is at what point does a deposit into my account look fishy and cause attention?

Thanks for any advice, tips.

Cheers

one more thing, is getting a check better or actual money wire to my account?  Thanks

as long as you don't do it over $9,999  it shouldn't be an issue

if it were me i'd do it in increments of 1k though