I am pretty newish (only 3 years) to sports gambling, is there history of offshore books not paying out?
It totally depends on where you play. There are 100's of "offshores" and they range from awful to great. If you stick to the A rated, big name places you are in great shape. If you try the other end of the spectrum, its just a matter of when they'll screw you. Not pay out, or disappear over night.