I've never tried anything like that, but I agree with JD that it might not be well-received by the sportsbook. When I do anything that looks like hedging, I use a different sportsbook.
I would probably divide the 100 into a bunch of small, unrelated bets at similarly long odds. That way you're likely to get back a good chunk of the free play amount.
From Caesars, I get 150 monthly which must be wagered lump-sum. Being a nit, I always hedge at another book. So my bets will look something like this:
- Caesars $150 free bet at +500 (pays $750 minus cash expended below)
- other book $600 cash bet at -600 (pays net $100)
I think the EV there is close to 75%, but not quite.





					
					
					
						
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