The question of how many times has no definite answer - maybe 1 maybe 10 but not a good way to keep operating. If you feel that this is your way to operate, keep the forum posted - experience is always well-appreciated.
I Did it on an account about 10 plus times...One of the accounts I sent it from got limited and it took down my good account with it...so I do not recommend doing to too many times...maybe 1 to 3 but no more than that!
That is a big red flag in my opinion. The last 3 accounts I lost (over 2 years ago), I am pretty sure that is the only reason I lost the 3 sub accounts. The PayPal I was sending the money to was registered with real info, ss#, but also was at one time linked to a suspended account.
Its not worth cheating 2-3% to lose good working accounts. Id rather give Paypal $3.50 per $100 than lose multiple accounts I have worked to build. Doesnt seem worth it.