I'm needing some advice from any of you out there who have some experience in this area. I've been a horse player for about 5 years now. Love the sport and everything about it. Only problem is that I live in this great state of Missouri
that doesn't allow for online horse betting. Other than the few times a year I make it to Oaklawn Park or Churchill Downs, I never get to bet. I also have a small OTB in an Indian casino about 100 miles away that I make it to occasionally.
Now, finally to my question. I'm trying to get into the betting aspect a bit more serious and believe I can make some money doing it. I've been following my bets (fake) for months now and have turned a good profit. Now I'm not talking on doing the pipe dream and quitting my day job to become a professional horse bettor, but I would like to do it more on a regular basis to see if I can build a bankroll to maybe one day make that a reality.
How do I do this legally online? Or somewhat legally with loopholes? Sites such as TVG, Twinspires, YouBet, etc. won't take my bets being a Missouri resident and I don't know about going the offshore route. I'm also worried about the tax aspect of it. I know I wouldn't need to worry about that now but if the time came where I did this on a much regular basis, I know you can't report your winnings from an offshore account. Any advice on how I can navigate through this would be appreciated. Thanks!

Now, finally to my question. I'm trying to get into the betting aspect a bit more serious and believe I can make some money doing it. I've been following my bets (fake) for months now and have turned a good profit. Now I'm not talking on doing the pipe dream and quitting my day job to become a professional horse bettor, but I would like to do it more on a regular basis to see if I can build a bankroll to maybe one day make that a reality.
How do I do this legally online? Or somewhat legally with loopholes? Sites such as TVG, Twinspires, YouBet, etc. won't take my bets being a Missouri resident and I don't know about going the offshore route. I'm also worried about the tax aspect of it. I know I wouldn't need to worry about that now but if the time came where I did this on a much regular basis, I know you can't report your winnings from an offshore account. Any advice on how I can navigate through this would be appreciated. Thanks!