Before the owners of Plainridge Park Casino in Plainville get a sports betting license from Massachusetts state regulators, some serious questions need answers. For example: How can Penn Entertainment, the parent company of Plainridge Park, live up to its promise of promoting safe gambling behavior — whatever that is — given its business relationship with Barstool Sports? David Portnoy, the founder of Barstool Sports, is an avid — make that rabid — gambling advocate who in the past filed for bankruptcy protection after compiling major debt and gambling losses, The New York Times recently reported. Besides that, as the Times also reported, Portnoy "rose to fame by capitalizing on misogyny and other offensive behavior." Per the Times: Portnoy "once said some women 'kind of deserve to be raped.' " He made "what he acknowledged to be racist statements, including using the N-word repeatedly.