A couple of days a week in Omaha, Neb., Josh Skou likes to unwind after work by driving a few minutes across the Missouri River to Council Bluffs, Iowa, where he can legally gamble on sports.

But these are strange, dark times. Every major league has shut down in the wake of the coronavirus pandemic. So Mr. Skou had to get creative. Flipping through the channels at a friend’s house recently, before social distancing took hold, they landed on “Bears.” Normally at this time they would have been obsessively watching the NCAA...