Josh Shapiro and I met through an event with the guys from The Collective this past summer. We’d been exchanging emails about getting together for a while, but hadn’t yet met face to face, so it was a treat to meet him out and about as well as among some watches!Josh has a fascinating background in the educational system - he was a Principal, in fact - so he wasn’t exactly born into the Watch industry. However, as you’ll learn, he was kind of primed for it in his own way. Today, his company, J. N. Shapiro, produces some of the most beautiful watch dials on the planet, and Josh has officially set out to restore watch manufacturing here in the United States.He’s a baseball fan, and talk about a big swing…and he’s certainly kept his eye on the ball, and has seemingly made solid contact. Here’s my conversation with Josh Shapiro.

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J. N. Shapiro

@jnshapiro_watches

https://www.jnshapirowatches.com/

Today’s guest has been on my short list for literally years at this point. He’s one of my favorite car journalists living today, and his cool, calm, and collected approach to enthusiasm is really unique in the automotive space. Of course I’m talking about Henry Catchpole.Henry and I have several mutual friends, notably the gentlemen over at The Grey Nato, while we also share a love for cycling and golf. Needless to say, Henry was primed for this podcast!I’m always excited to chat cars on here and who better to do it with than one of the GOATS. I hope you enjoy it.

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Henry Catchpole

@henrycatchpole

https://www.evo.co.uk/authors/henry-catchpole

Morgan King probably needs no introduction. He’s a double-wristing watch aficionado, affectionately known as a Magical Man of Mystery, a NY native and an LA resident…he’s also one of my favorite people to hang out with, full stop.I’m thrilled Morgan took the time to come on the show, because his energy is simply unmatched. 

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Morgan King

@morgan0714

I first met Michael Pearson at a Bremont event in Los Angeles in 2018. Reacquainted in Chicago last year at WindUp, he now serves as the Global Director of Zodiac Watches, and man he’s crushing it. We start off with some sales and management chatter which weaves in and out of the entire conversation, really, and Mike shares the story of a horrific car accident that he was involved in which certainly gave him a new lease on life. We then discuss his time working on cruise ships and we later get into some Landrover Defender talk. Mike is definitely one of my favorite people in the watch industry, which goes for many others as well, and I can’t thank him enough for all of his insights into Zodiac and the watch world at large.

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Needless to say my first WindUp was a fruitful trip for this podcast. I feel incredibly fortunate to have met so many wonderful people behind the companies exhibiting that we all love. Wyatt Gilmore is no exception. We had booths adjacent from one another, and though I had no idea our paths would cross, I’m certainly stoked they did. We saw one another again in San Francisco this Spring and I made sure to let him know I was interested in hosting him…thankfully he accepted. Grant Stone is his Michigan-based footwear business bringing great-looking, timeless style that is primarily Direct to Consumer, and given my affinity for shoes and boots, I was excited to chat. There are certainly some additional nuggets that surprised me about Wyatt involving two wheels so stay tuned for that.

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Carter McLean is a drummer I have followed for years online. When he walked past my booth at WindUp last year in NYC I had to introduce myself. We quickly started talking drums and watches and he even walked me over to the Farer booth to introduce me to Paul, a fellow car enthusiast. I was thrilled when Carter agreed to come on the podcast, and here we talk more about all of the above as well as drumming technique. Carter shares how John Mayer helped him secure a very special watch, and an incredible story of a letter he wrote himself at a young age. Full disclosure, I geeked out a bit on this one and Carter’s answers to my questions only substantiate why he’s become one of my favorite drummers playing today. I mean, we even talk about the humidity levels in his studio. Even if you’re not into drumming, please give him a follow, because his video content is really wonderful, especially if you appreciate anyone who’s insanely good at what they do. It truly is a pleasure to watch.

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Sharing thoughts, ideas, inspiration, travel, cars, watches, and anything else. This is Pit Stop.

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Within the world of this podcast, most of you will know Gabe Reilly as co-founder of Collective Horology, the community of watch collectors and purveyors of some of the finest collaborative designs with some of the best watch brands of today. Gabe and I officially met last summer in Chicago at WindUp, and since Asher flew home to California before he and I did, I invited Gabe to dinner with some friends. We had a blast and a friendship was born. Gabe and I often exchange texts about baseball and hat hatchbacks, so I was excited to host him on the show. I’ve always gotten along well with native New Yorkers, and conversations with Gabe always feel too short, so alas, here’s our recent exchange. I hope you enjoy it.

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Gabe Reilly

@fourdigitcharmer

Collective Horology

https://collectivehorology.com/

@collectivehorology

Rob Caplan is just one of those people with a reputation you aspire to have. It’s one of those, “You know Rob Caplan? Yeah! Love Rob!!” kind of things. He’s great.Perhaps the most notable characteristics Rob possesses are his approachability and his sense of humor. He has a way of keeping things light, not making you feel like you’re an idiot all while dropping some serious knowledge.We met in person just before WindUp San Francisco when I dropped by somewhat as a Cold Call to introduce myself, say hello, and ask if he’d ever be interested in being on the show. As fate would have it, here we are. So without further ado, here’s our conversation.

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Topper Fine Jewelers

https://topperjewelers.com/

@topperjewelers

I was actually able to export the audio, so here it is in fact as a podcast episode after all!

Pit Stop is a time to take a minute from the action, reflect, share my thoughts, things I’ve been checking out, inspired by, watches, cars, etc.

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