Running Probably

Running Probably

Tamalpa Redux

This time it's personal

Paul Flannery's avatar
Paul Flannery
May 13, 2026
∙ Paid

After running the Tamalpa Headlands 50K in the summer of 2024, a little voice inside my head told me I’d be back someday. Turns out some day is actually in three months. I’m returning to Northern California for one more ride on that sweet Cali Carpet, and this time I’m looking for more than a cool t-shirt at the finish.

For runners, personal stories of redemption are a dime a dozen. After all, each and every one of us is out here for a host of different reasons. Those reasons are incredibly important to us, and of little consequence for the outside world. Motivated by forces few of us can explain with any depth or clarity, we push ourselves – and our limits – in search of something both tangibly real and intangibly felt.

If our motivation is strong enough, we feel it in our bones. My motivation for running Tamalpa again is so achingly real that I’m having trouble putting it into words beyond the most banal cliches. Simply put: I have something to prove. To myself, to anyone who has ever met me, and to everyone reading this newsletter, which continues after the paywall. (Trust me, we’re going much deeper than superficial banalities.)

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