How I Built This with Guy Raz

Springfree Trampoline founder Steve Holmes joins Guy on the Advice Line, where they answer questions from three early-stage entrepreneurs. Plus, Steve’s tariff navigation guidance for businesses manufacturing products outside of the U.S. First we meet Ikechukwu in Maryland, who’s trying to lean into a core demographic without alienating customers from his activewear brand. Then Cody in Nevada, who’s building a year-round advertising strategy for a largely seasonal product: DEET-free bug repellant. And Kenesha in Ontario, who’s looking to maintain the momentum of a viral moment for her Caribbean-inspired chocolate. Thank you to the founders of Veii Apparel, Grand Tongo, and One More Cocoa for being a part of our show. If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to hibt@id.wondery.com [hibt@id.wondery.com] or call 1-800-433-1298. And be sure to listen to Springfree Trampoline’s founding story [https://wondery.com/shows/how-i-built-this/episode/10386-springfree-trampoline-keith-alexander-amp-steve-holmes/] as told by Steve and the trampoline’s inventor Keith on the show in 2019. This episode was produced by Sam Paulson with music by Ramtin Arablouei. It was edited by John Isabella. Our audio engineer was Gilly Moon. You can follow HIBT on X [https://x.com/HowIBuiltThis] & Instagram [https://www.instagram.com/howibuiltthis/] and sign up for Guy’s free newsletter at guyraz.com [http://guyraz.com/] or on Substack [https://guyraz.substack.com/]. See Privacy Policy at https://art19.com/privacy [https://art19.com/privacy] and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info [https://art19.com/privacy#do-not-sell-my-info].

As a young entrepreneur in the Wild West days of the internet, Alex Tew was drawn to meditation for its simple calming power. Together with fellow tech founder Michael Acton Smith–known for hits like Moshi Monsters–the two brainstormed ways to bring the ancient practice of meditation into the 21st century. In 2011, they bought the domain calm.com [http://calm.com], built an app, and started producing meditations and Sleep Stories, narrated by celebrities like Matthew McConaughey and Idris Elba. Despite initial pushback from investors who insisted no one would want to meditate on their phone–let alone pay for it– the Calm app grew to a valuation of nearly $2 billion, with 180 million total downloads.  This episode was researched and produced by Katherine Sypher with music composed by Ramtin Arablouei. It was edited by Neva Grant. Our engineers were Patrick Murray and Robert Rodriguez. You can follow HIBT on X [https://twitter.com/HowIBuiltThis] & Instagram [https://www.instagram.com/howibuiltthis/#], and email us at hibt@id.wondery.com. Sign up for Guy’s free newsletter at guyraz.com [http://guyraz.com] or on Substack. See Privacy Policy at https://art19.com/privacy [https://art19.com/privacy] and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info [https://art19.com/privacy#do-not-sell-my-info].

This week, Guy is joined by Travis Boersma of Dutch Bros. Coffee, Michael Preysman of Everlane and Chris Ruder of Spikeball in a special “mashup” episode of Advice Line. First, Andy from Nashville is wondering if a brick and mortar burger joint will supercharge growth for his food truck business. Then, Tiffany from Cape Cod is looking to break into large retailers with her inspirational jewelry brand. And finally, Peter from South Dakota is evaluating whether to expand his ice skating apparel to overseas markets. Thank you to the founders of Bad Luck Burger Club, T. Jazelle and Rink Rabbit.  If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to hibt@id.wondery.com or call 1-800-433-1298.  This episode was produced by Kerry Thompson with music by Ramtin Arablouei. It was edited by John Isabella. Our audio engineer was Neal Rauch.  You can follow HIBT on X & Instagram and sign up for Guy's free newsletter at http://guyraz.com/guyraz.com [http://guyraz.com] or on Substack [https://guyraz.substack.com/]. To hear our guests previous episodes: Dutch Bros. Coffee: Travis Boersma [https://wondery.com/shows/how-i-built-this/episode/10386-dutch-bros-coffee-travis-boersma/] | Advice Line with Travis Boersma [https://wondery.com/shows/how-i-built-this/episode/10386-advice-line-with-travis-boersma-of-dutch-bros/] Everlane: Michael Preysman [https://wondery.com/shows/how-i-built-this/episode/10386-everlane-michael-preysman/] | Advice Line with Michael Preysman [https://wondery.com/shows/how-i-built-this/episode/10386-advice-line-with-michael-preysman-of-everlane/] Spikeball: Chris Ruder [https://wondery.com/shows/how-i-built-this/episode/10386-spikeball-chris-ruder/] | Advice Line with Chris Ruder [https://wondery.com/shows/how-i-built-this/episode/10386-advice-line-with-chris-ruder-of-spikeball/] See Privacy Policy at https://art19.com/privacy [https://art19.com/privacy] and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info [https://art19.com/privacy#do-not-sell-my-info].

Western wear is having a moment – and so is the upstart Western brand Tecovas. Founder Paul Hedrick is a Texan who realized that cowboy boots were either too expensive or too cheap, so he decided to create a premium brand with an attainable price. He traveled repeatedly to the cowboy boot capital of the world – León, Mexico – to obsess over every detail, and later he expanded his DTC business to make a surprising bet on brick-and-mortar stores. Today, beyond boots, Tecovas sells jeans, shirts, dresses, hats, and bags, and this year, the company expects to do more than $300 million in sales. This episode was produced by Alex Cheng with music composed by Ramtin Arablouei. It was edited by Neva Grant with research help from Iman Maani. Our engineers were Patrick Murray and Robert Rodriguez. You can follow HIBT on X [https://twitter.com/HowIBuiltThis] & Instagram [https://www.instagram.com/howibuiltthis], and email us at hibt@id.wondery.com. Sign up for Guy’s free newsletter at guyraz.com [http://guyraz.com/] or on Substack. See Privacy Policy at https://art19.com/privacy [https://art19.com/privacy] and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info [https://art19.com/privacy#do-not-sell-my-info].

Rivian founder and CEO RJ Scaringe joins Guy on the Advice Line to answer questions from three early-stage founders. He also gets into how trade policies and shifting tariffs are impacting the automotive supply chain.  First, we meet Ashley from Southern California, who’s deciding whether to take outside capital to take her altruistic ice cream brand worldwide. Next, Kwadwo in North Carolina is debating leaving his full-time job to go all in on his handcrafted furniture brand. Then Robert in British Columbia is looking to grow his backcountry skiing invention beyond the early adopters. Thank you to the founders of Vedder’s Organic Ice Cream, Crafted Glory and Zoa Engineering for being part of the show.  If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to hibt@id.wondery.com [hibt@id.wondery.com] or call 1-800-433-1298.  And be sure to listen to Rivian's founding story [https://wondery.com/shows/how-i-built-this/episode/10386-rivian-rj-scaringe] as told by RJ on How I Built This in 2022. This episode was produced by Iman Maani. It was edited by John Isabella. Our audio engineer was Neal Rauch. You can follow HIBT on X & Instagram and sign up for Guy's free newsletter at guyraz.com [http://guyraz.com] and on Substack [https://guyraz.substack.com/]. See Privacy Policy at https://art19.com/privacy [https://art19.com/privacy] and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info [https://art19.com/privacy#do-not-sell-my-info].