Del and Tim talk about Cindy's new book

The Don Cherry's Grapevine Podcast13mMay 10, 2026

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AI-Generated Summary

In this heartfelt episode of The Don Cherry's Grapevine Podcast, Tim and Del dive into the deeply personal second installment of Cindy Cherry’s memoir, "The Don Cherry Story Part 2," which shifts focus from Don’s public career to the intimate, often overlooked struggles of his family life. Tim shares how his own childhood—marked by a kidney transplant at age 13 and the emotional weight of a playoff game that could determine whether his family would stay in Boston—reveals the profound personal stakes behind hockey’s most iconic figures. The book, born from Cindy’s pandemic-era creativity and painstaking digital labor, captures the resilience of a woman who moved 50 times across North America, raised children as a coach’s wife, and navigated the chaotic world of hockey wives’ rooms with wit and grit. What emerges is a portrait of a family not defined by fame, but by quiet endurance, love, and the unspoken bonds forged in the margins of the game.

Key Takeaways
1

Cindy Cherry's new book reveals the hidden emotional toll of being a coach's wife, including 50 family relocations and navigating the 'wives' room' politics.

2

Tim Cherry recounts living through a pivotal playoff game at age 13, where his family’s future depended on a single goal—highlighting how hockey shaped personal destiny.

3

Don Cherry’s post-hockey life included a brief dream of returning to construction work, but he was unprepared for retirement without formal education or trade.

4

Cindy’s writing journey involved hand-drafting 700 pages, battling crashing Word documents, and even a Grammarly-induced computer crash.

5

The book includes a humorous yet revealing letter from Don to his daughter Sydney over a dirty Monte Carlo, showing his dry, authoritative parenting style.

…and 3 more takeaways available in PodZeus

Chapters
0:00
2 min

Opening: Don Cherry’s Health and Playoff Hopes

Tim and Del open the episode with updates on Don Cherry’s health at 92, his current interest in the NHL playoffs, and his shifting allegiances—from the Leafs to Boston, Montreal, Buffalo, and Carolina.

2:00
3 min

Life on the Line: A Playoff Game That Decided a Family’s Future

Literally my life was determining on which direction it was going on who scored next.

Highlight
5:00
4 min

Cindy’s Book: From Pandemic Boredom to 700-Page Memoir

The origin story of Cindy’s book is revealed: born from isolation during COVID, written by hand, then digitized through a series of technical disasters including Word crashes and Grammarly failures.

9:00
3 min

The Hidden Life of a Hockey Wife: Resilience and Relocation

Mom never had a hockey game. You know, just the battle that mom had, you know what I mean?

Highlight
12:00
2 min

Legacy and Love: The Human Side of Don Cherry

If you want to kind of know what kind of father dad was, get the book and read the letter that Sydney put in because it's funny now.

Highlight
High-Impact Quotes
Literally my life was determining on which direction it was going on who scored next.
Tim Cherry3:13
Viral: 88.0
If you want to kind of know what kind of father dad was, get the book and read the letter that Sydney put in because it's funny now.
Del12:44
Viral: 82.0
She just started writing then. I think it started out on paper, writing it by hand, just on the couch.
Tim Cherry10:03
Viral: 65.0
Speakers

Hosts

Tim CherryDel

Guest

Cindy Cherry
Topics Discussed
hockey family memoir95%cindy cherry book92%don cherry family life90%coaching wife struggles85%kidney transplant and hockey80%pandemic writing journey75%don cherry retirement70%
People & Brands

Cindy Cherry

person

25xPositive

Don Cherry

person

18xPositive

Tim Cherry

person

15xPositive

Del

person

12xPositive

Boston Bruins

organization

6xNeutral

Montreal Canadiens

organization

5xNeutral

Whitey Smith

person

4xNeutral

Sydney

person

3xPositive

Colorado Avalanche

organization

2xNeutral

Owen Power

person

2xPositive

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