Money Are you betting on March Madness? Here’s what to know about taxes if you win — or lose March 24, 2019March 24, 2019Russ Wiles, Arizona RepublicComments Off on Are you betting on March Madness? Here’s what to know about taxes if you win — or lose March Madness means a lot of gambling, legal and behind the scenes. Here's how the basketball tournament intersects with tax rules.