When Harry Dumped Sally is a sharp, hilarious relationship/romantic comedy podcast hosted by comedians Tess Menzies and Natasha Vinik, where modern dating disasters are dissected with brutal honesty, dark humor, and zero romantic delusion.
Each episode, Tess and Natasha dive into real-life breakups, bad relationships, situationships, and emotional train wrecks—either from their own lives or submitted by listeners—and analyze what actually went wrong. From ghosting and gaslighting to love bombing, cheating, and “we were never exclusive” excuses, no red flag is too small and no story is too messy.
Blending stand-up sensibilities with therapy-session vulnerability, the hosts break down the psychology behind failed relationships while roasting the absurd behavior that keeps people stuck in the same toxic cycles. Along the way, they offer comedic advice, hot takes, and the kind of clarity you usually only get three months after the breakup.
This week, Natasha and Tess are celebrating St. Patrick’s Day and the luck of the Irish with Irish Wish! They discuss what it would be like to wake up in a completely new timeline, catching the bouquet at a wedding, and how long Maddie and James will stay together after the credits roll!
Checkout previous When Harry Dumped Sally w/ Tess Menzies & Natasha Vinik HERE
