Afloat Podcast: Recent Episodes

Afloat Clothing

Join Paolo and Caleb every Thursday as they share the insights they’ve gained as two young entrepreneurs running Afloat Clothing, a Chicago based streetwear brand focused on embodying a positive outlook. They’ll talk about how they got started and how they keep going, or, in their words, Stay Afloat. Their lively conversations may veer into debates as they discuss the general realms of fashion, music, and sports.

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Paolo and Caleb discuss riot Riot Fest and the end of the baseball season.

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Paolo and Caleb announce the return of the original Afloat Clothing crewnecks, discuss the opening week of the NFL, and talk about their experiences with Taste of Chicago.

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Paolo and Caleb share their favorite wing spots, discuss the split between Tremaine Emory and Supreme, and talk Chicago Baseball.

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In the first ever filmed episode of the Afloat Podcast (you can find a link to it in the podcast section of afloatclothing.com.) Paolo and Caleb discuss Paolo's experience at the Cubs WWE night and they give their thoughts on some pieces from the latest season of Supreme.

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Paolo and Caleb discuss Afloat’s potential fall release and the current state of various Chicago sports franchises.

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Paolo and Caleb discuss their experience with going to the gym and Caleb talks Paolo into going to Lollapalooza.

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Paolo and Caleb discuss the highlights of their weeks and the new Afloat content plan they're starting to follow.

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Paolo and Caleb talk about their work and then they get deep into the topic of food. They list their top 3 dishes of multiple cuisines.

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Paolo and Caleb talk about their time vending at Get Flea Market. As well as what they personally look for at thrift stores or events. Finally, they discuss how they’re starting to experiment with screen printing and a new collection.

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After an abrupt stop to the podcast for the past few weeks Paolo and Caleb return to discuss their participation in the upcoming Get Flea event. They also talk about the potential Afloat music festival and Paolo’s disgust for the current state of Chicago sports.

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Poalo and Caleb challenge each other to create different sneaker collaboration concepts. Their friend James makes an appearance as a fact checker.

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Paolo and Caleb discuss their summers so far and their ideal music festival outfits on the season 4 opener.

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Paolo and Caleb recount some of their favorite memories from their time reselling sneakers.

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For the last episode of Season 3, Paolo and Caleb talk about their jobs, the results of their latest drop, and the outcome of the NHL Draft Lottery.

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On an episode recorded before their last clothing release, Paolo and Caleb delve into the career of teddy Santis, of Aime Leon Dore.

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Paolo and Caleb go in depth about Afloat's newest offering, the struggles with releasing it, and the meaning behind it all.

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Paolo and Caleb dive deep on the career of Chicago native Joe Fresh Goods. They also share their opposing views on some of The MLB’s new rules.

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Paolo and Caleb invite Elijah, Caleb's brother, on the podcast to talk about what is was like to watch them start Afloat.

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Paolo and Caleb go through a deep dive into Ronnie Fieg’s career from his beginings’s to where Kith is now.

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This week Paolo and Caleb do a deep dive on Cynthia Lu. Paolo talks about his recent experience with phychedelics, Lollapalooza lineups, and the Chicago Bulls.

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Paolo and Caleb discuss the path Villaseñor took to success. As well as some of his current endeavors in the industry. They also give their thoughts on some of the upcoming music festival lineups and the state of Chicago professional sports.

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With a lack of updates for Afloat Paolo and Caleb dive deep on Tremaine Emory’s career for this weeks podcast.

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Paolo and Caleb talk about issues they’re facing putting the Afloat Spring release together, and also do a deep dive on the career of designer Salehe Bembury.

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Paolo and Caleb return for season three of the Afloat Podcast! They discuss the results of the last Afloat drop and talk about their plans for the next one. As well as some news regarding Nike, Louis Vuitton, and other current events in the fashion industry.

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Paolo and Caleb reveal the Afloat winter collection for 2022 and talk about some of their favorite winter pieces that they have.

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Paolo and Caleb discuss A$AP Rocky's recent endeavor into the furniture industry, the Forbes 30 Under 30 list, and they go over their Spotify wrapped and Apple Music Replay results.

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This week we interviewed a fellow artist and designer from Chicago named CAOS. We asked him about his journey as an artist, his creative prosses, the influence Chicago had on his art, and more.

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On the second episode of the new season of The Afloat Podcast Paolo and Caleb talk about the Supreme Chicago grand opening as well as other stores they would want to see opened in Chicago. They also discuss the influence sports have on fashion and the importance of the Kith and New York Knicks collab.

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On the season 2 opener Paolo and Caleb discuss what they work on it the times between Afloat collections. They also had a conversation about their top three favorite sneakers.

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On the season 1 finale of the Afloat Podcast, Paolo and Caleb discuss the concepts and ideas behind the 2022 Afloat Clothing Fall Drop. They also talk through the Cactus Plant Flea Market and McDonald’s collaboration, as well as a potential fast food collab of their own.

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Paolo and Caleb answer questions asked by the audience, ranging from their inspirations to their vision for the brand in 5 years.

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This Thursday Paolo and Caleb discuss more of Afloat’s first releases and they lessons they learned from them like: managing supply and demand and keeping their sales and inventory organized.

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This week Paolo and Caleb talk about the initial design process and Afloat’s first release. They also discussed the setbacks covid brought and their feelings on the recent news of Patagonia’s founder donating his company.

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Paolo and Caleb discuss how their friendship came about and how many years later it led to the development of Afloat.