Russia’s Biggest Problem? Not Enough Boston Sports Gear

Lifelong Celtics, Bruins and Red Sox fan travels to the World Cup on humanitarian mission as ‘Discount Diplomat’—handing out free jerseys to strangers

ST. PETERSBURG, Russia—Greg Conley sat down at a recent World Cup game here next to a family of Iranian fans who regaled him with stories about the team, its traditions and players.

Mr. Conley reached into his bag after Iran’s win over Morocco. He grabbed a Boston Celtics shirt and gave it to the Iranian man right next to him. The man beamed and put it on immediately.

“You...