Conversations on the Road

Hurdles Be Damned

12 min · 21. juni 2026
episode Hurdles Be Damned cover

Description

This is a Short Drive — a solo reflection under 30 minutes, thoughts you can take with you. In this one I take you back to the first real hurdle of my adult life: leaving home at 18, Texas-bound, sure I had it all figured out — and finding myself four months later on a Greyhound bus riding home under the cloak of darkness. Looking back from this side of the road, I’ve come to understand that the bus was never the hurdle. The bus was just the receipt. The hurdle was me — my own unpreparedness. This episode is about “the Texas question” I still ask myself before every new challenge: Am I as ready as I think I am, or am I about to find out that I’m not? Show up ready — or don’t be surprised if you end up on the bus. Hurdles be damned. Keep going. Conversations on the Road — I’m Jonathan Westley, and I’ll see you on the next one. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit jonathanjournals.substack.com [https://jonathanjournals.substack.com?utm_medium=podcast&utm_campaign=CTA_1]

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9 episodes

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The Letter

There's a family I've never written about. Growing up, I had four brothers—but only two I knew. The others were like ghosts: I knew they were there, I just couldn't see them. When my father passed, I finally held their names and addresses in my hands, and I did the bravest thing I could think of at the time — I wrote my brother Johnny a letter. And then I never sent it. It sat between the pages of a journal for years, until I lost it altogether. Johnny found me first, in 2011. We had about a year before he was gone. In this solo episode, recorded on a short drive, I finally read him the letter I should have sent — and send it out into the ether, hoping his soul catches the vibrations of my words This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit jonathanjournals.substack.com [https://jonathanjournals.substack.com?utm_medium=podcast&utm_campaign=CTA_1]

9. juli 202628 min
episode Hurdles Be Damned artwork

Hurdles Be Damned

This is a Short Drive — a solo reflection under 30 minutes, thoughts you can take with you. In this one I take you back to the first real hurdle of my adult life: leaving home at 18, Texas-bound, sure I had it all figured out — and finding myself four months later on a Greyhound bus riding home under the cloak of darkness. Looking back from this side of the road, I’ve come to understand that the bus was never the hurdle. The bus was just the receipt. The hurdle was me — my own unpreparedness. This episode is about “the Texas question” I still ask myself before every new challenge: Am I as ready as I think I am, or am I about to find out that I’m not? Show up ready — or don’t be surprised if you end up on the bus. Hurdles be damned. Keep going. Conversations on the Road — I’m Jonathan Westley, and I’ll see you on the next one. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit jonathanjournals.substack.com [https://jonathanjournals.substack.com?utm_medium=podcast&utm_campaign=CTA_1]

21. juni 202612 min