NEW - Why Canada's Sports Stars Keep Choosing US Teams

Shane Hewitt and The Nightshift · Sep 17, 2026 · 9m

Tony Chapman breaks down why Canadian sports stars keep signing with American teams once free agency hits, and it isn't only about the paycheque. He walks through how currency, cross-border taxes, and something harder to quantify, the pull toward playing for a winner, all stack against Canadian franchises at once.

Tony argues one thing is more damaging to a team's brand than years of losing seasons: a star player walking away entirely. He points to one athlete who once left a championship roster rather than defend the title, only to return to that same city years later, as proof of how…