I think it would be really smart for Clinton to pick a businessman that can pull more votes from the middle, moderate swing voters.  She may get some Sanders supporters that will go out and vote for their party.  But I have a feeling many will not bother voting unless something is in it for them.  

But she has a much better chance of winning by picking a VP in the middle that is a businessman with a good head on his shoulders.  I like Mark Cuban!  I watch several interviews on YouTube when you mentioned his name, and he is pleasant and smart.