The Tragically Hip Top Forty Countdown: Song 22 — Sherry from Midland
Hey, it’s jD — and this week on The Tragically Hip Top Forty Countdown, I’m joined by Sherry from Midland, an early adopter of The Hip with a big heart, a big laugh, and an even bigger Rolodex of memories stretching from church lawns to the beaches of Wasaga.
Sherry’s Hip origin story starts in downtown Midland, Ontario — where some guy in a St. Paul’s Church yard blew her mind with a guitar, a joint, and a casual “only my favourite band of all time, man.” That band, of course, was The Tragically Hip. And from that moment on, she was all in.
We talk about the music as meditation. About singing with strangers on islands in Georgian Bay. About being Indigenous and hearing reconciliation reframed through Gord’s voice. We talk about caregiving, grief, and the impossible-to-fake home feeling The Hip gives her — especially on hard days, or long nights, when the earbuds go in and Long Time Running turns into a lifeline.
Sherry’s joy is infectious. Her reverence is real. And when she says Gord shouted “I fucking love you” at her from the Wasaga Beach stage… we believe it. Because the universe had to make that moment happen.
🎙️ Next week: We hang with Shaun from Vancouver, a travel blogger and EV road-tripper who once opened for Gord Downie by accident. If you like your Hipstories with a side of MuchMusic, cassingle nostalgia, and some fresh B.C. air — don’t miss it.
💬 Pull Quote
“Any time I put on The Hip, I feel home. That home feeling… it’s something I hadn’t felt in years.”
👤 About Our Guest
Sherry from Midland is a nurse, a daughter, a mother, a campfire queen, and a fucking legend. Her life has been soundtracked by The Hip since she was a kid, and her stories are stitched with laughter, loss, and a whole lotta love for Road Apples, Gord’s solo work, and the 30,000 islands of Georgian Bay.
She doesn’t do brand names — but she will rock a Hip hoodie every day of the year. She’s seen the band play in Wasaga and Toronto, watched Long Time Running with tears in her eyes, and believes the world still has work to do — but we’re better for the work Gord started.
📬 Get Involved
- 🎙️ Drop a memory, hot take, or ode to the band at castfeedback.com/tthtop40
- 📧 Email your Hipstory: tthtop40@gmail.com
💸 Join the membersHIP
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📡 Follow + Stream
- Spotify | Apple | YouTube | dewvre.com/tthtop40
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- Facebook Group: facebook.com/groups/tthtop40
Transcript follows below.
🎧
The Tragically Hip Top Forty Countdown: Song 22 — Sherry from Midland
Hey, it’s jD — and this week on The Tragically Hip Top Forty Countdown, I’m joined by Sherry from Midland, an early adopter of The Hip with a big heart, a big laugh, and an even bigger Rolodex of memories stretching from church lawns to the beaches of Wasaga.
Sherry’s
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