I've always heard the saying "two minds are better than one," referring to the fact that it's always good and advantageous to have someone's help with something. In the professional field, this may even be true, but when it comes to gambling, I have a more personal perspective; I don't see gambling as a team effort. I've always gamble alone, so I can't say that if I did it with someone's help, the results would be better.
if money is involved i really don't think this would be wise lol most likely when you guys win there could be some arguments because obviously one person might always end up being the greedy one for example he may claim that his idea was really his therefore the winning money should be his alone even though you both contributed so really just play alone