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35 Years of Running and a ‘Questionable Judgement’ Strategy: This Is How Five Friends Are Finishing Their Last Chicago Marathon

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For 35 years, five Chicago buddies have hit the pavement for their Sunday morning runs, a tradition that’s seen them through everything. Now, Rick, Mark, George, Tom, and Jim “Skinny” Sheahan are lacing up for their final Chicago Marathon together, a journey packed with nearly 100 marathons between them. It’s not just about the miles anymore; it is about finishing a legacy.

The Miles, The Memories, And The Missing Disc

Think about that for a second: 35 years of Sunday mornings dedicated to running. No headphones allowed, just the sounds of their own talking, arguing, and maybe a little friendly lying about their pace. You know “Skinny” has kept them entertained with stories that probably never actually ended. Over three and a half decades, jobs changed, kids grew up, and their bodies definitely took a beating. We are talking bad knees, a heart ablation, a run-in with skin cancer, and even a missing disc among them. Ouch. Yet, through all that physical wear and tear, their marriages, incredibly, held strong. Those Sunday runs became their reset button, a constant in a world that was constantly shifting.

More Than Just a Finish Line

But these guys figured out something bigger than just hitting the finish line. For more than 20 years, their runs have been about giving back, supporting “Opportunity Knocks” and “Special Children Charities.” So, for this final Chicago Marathon, these self-proclaimed “wise crackers” have a strategy. It is not about personal bests or crushing the competition. They are betting that if their collective bad knees, sore backs, and “questionable judgement” can drum up a little sympathy, they will gladly take it in donations for their beloved charities.

Thirty-five years after their very first Sunday run, these five friends have nothing left to prove, except maybe that they can still finish what they started. Expect them to cross that final line the same way they began: laughing, joking, and dishing out plenty of good-natured grief. It is going to be one hell of a finish.

This article was created with AI assistance and published under Seattle On Tap’s editorial standards. See our Editorial Policy.

Originally reported by Yahoo Sports.

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