Yes I have. Back in the day, about 10-11 yrs ago, I went on the Merge Network's "freeroll tour". You could sign up to one of their skins/sites, make a small deposit, then you were eligible to play in the 2 weeks (14 days) of $500 freerolls for new members. There were usually less than 200 registered players each time, sometimes under a 100. First place was anywhere from $175-$100, depending on number of entrants. Minimum payout was $5-$3.50 so even if you placed last, or so, each time you could still cash out w/$45 or so. Also, you could, in theory, win around $2K in those 2 weeks by winning 1st each time. After the 2 wks I'd cash out to an e-wallet and go to the next skin and then do it again. Aah, the good ol' days.
Nowadays you have sites that give up little cash and sat-tickets in freerolls. If I made just $5 from freerolls today I'd probably play in micro ring-games and more freerolls. GL.