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Sip With Me

A weekly podcast that’s mixed, shaken and stirred to perfection. We interview small businesses and content creators who share their inspiring stories!

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Chicago School of Shoemaking and Leather Arts

“A New School for an old craft”! That’s how Chicago School of Shoemaking and Leather Arts has created a space for the timeless & historically important craft of leatherwork and shoemaking. Right here in Chicago you can make your own shoes, bags, belts, and more! We sat down with Manager Deborah Janssens and Marketing Manager Leah Zimmerman, both of whom also teach, to hear Sara McIntosh’s founding…

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F1® Arcade Chicago

Go! Go! Go! Visit the new F1® Arcade in Chicago’s River North! The popular racing experience and social gaming venue has arrived in Chicago! Featuring the fuel you need to rev your engines and the competitive fun Chicago loves, the Arcade is action-packed and ready to be your next pit stop. We sat down with Liz Norris, VP of Launch Strategy, to discuss the experience. She talks about concept…

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100 Years of Route 66 and Summer Travel with Heritage Corridor Destinations

Right in Chicago’s backyard is a corridor of history, beauty, and endless local charm. Home to the first 100 miles of Route 66, the I&M Canal, and the famous Starved Rock- the Illinois and Michigan Canal National Heritage Area spans multiple counties going south and west of the city. In fact, it’s the very first National Heritage Area in the country! We sat down with our friends at Heritage…

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Brokeback Mountain at Chicago Shakespeare Theater

We wish we knew how to quit you, Chicago Shakespeare Theatre! In our 2nd interview at the iconic institution, we talk their season-ending stunner, Brokeback Mountain. Directed by Jonathan Butterell and starring Harrison Ball (former principal dancer at the New York City Ballet) as Ennis Del Mar and Jack Cameron Kay (Netflix’s Boots, Club Kid) as Jack Twist, the show features a live Country Western…

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Vintage Frills

Vintage is the vibe these days, and this Chicago business owner does it with a pop of color! Welcome to Vintage Frills, the color-coordinated vintage store that’s got treasures galore! We sat down in-store with Owner/Operator, Jennifer Kelly, to hear her founding story, which includes a pink school bus and a lot of estate sales! Hear about why she color-coordinates, how she sources pieces, and…

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Schmackary's

Schmack dab in the middle of the big apple is New York’s hottest cookie shop, Schmackary’s! Known for having over 100 fun flavors and the cutest blue & white façade, this treat shop is anything but simple sugar. We sat down with Founder & Owner, Zachary Schmahl, to hear how he built his cookie empire from a small side-hustle in his tiny Manhattan apartment to a bi-coastal business with a cult…

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Souvlaki GR

If Disney World’s Epcot had a Greek pavilion, this would be it 🇬🇷 Since Ioanna is from a Greek island, and also lived on the island of Manhattan, and Aaron married a New Yorker, we have high standards when it comes to our Greek food! This is the spot that never disappoints and will transport you out of the concrete jungle and into a Greek oasis. We sat down with first-generation Greek-American…

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Years Beer

Beer lovers have spent too many years without a worthy non-alcoholic option. Introducing Years, the revolutionary NA beer approved by Comedian & Years Co-Owner, John Mulaney! Meet Dan Abel, Co-Founder/CEO of Pilot Project Brewing & Years. We chat about how the NA beer was developed and what you can expect from their Original Pilsner, Classic Pale Ale, and Belgian Wit. There’s literally nothing…

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Velvet Taco

Let’s tacoBout the tacos that everybody is talking about! Fans love them for their globally-influenced fusions and we love them for their incredibly delicious flavors, such as Bacon Smashburger, Korean Fried Rice, and Chicken Tikka! Take a bite into this episode with CEO, Chris Schultz, whom fans of our foodie episodes may remember from our Voodoo Doughnut feature in 2024! He’s back in Chicago,…

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Sip With Me Awards: Celebrating 200 Episodes

Welcome to the Sip with Me Awards! In honor of our 200th episode, we are celebrating some of our favorite guests, businesses, and brands! Listen to find out our best behind-the-scenes story, who is most likely to become an A-List celebrity, and what brands we think will be the next big thing by 2027! Thank you to everyone who has listened and supported us over the last six years. We could not have…

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