Airbnb co-founder Joe Gebbia joins Guy on the Advice Line, where they answer questions from three early-stage founders. Plus, Joe shares an update on his latest entrepreneurial adventure: Samara.

Today we meet Marina in Texas, who’s wondering if her language-teaching singing books need to be on Amazon. Then Ray in California, who’s seeking fundraising guidance for his self-distributed Mexican-style beer brand. And Jael in South Dakota, who’s navigating her women’s collegiate sports apparel brand to the next $10 million dollars in revenue.

Thank you to the founders of Lufi & Friends, Norwalk Brewhouse and Gameday Social 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 or call 1-800-433-1298.

And be sure to listen to Airbnb’s founding story as told by Joe on the show in 2016.

This episode was produced by Carla Esteves with music by Ramtin Arablouei. It was edited by John Isabella. Our audio engineer was Jimmy Keeley.

You can follow HIBT on X & Instagram, and email us at hibt@id.wondery.com.

And sign up for Guy’s free newsletter at guyraz.com.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

If you’ve ever bought sports merch or bet on a big-league game, you’ve likely spent money on Fanatics. It’s a massive one-stop-shop for sports, founded by a guy who could barely read growing up. What Michael Rubin did know was how to spin a deal: by 15, he was making thousands of dollars trading in closeout sporting goods, and by his early 20’s, he was CEO of a public company. Since 2011, when he acquired Fanatics, Michael has focused his relentless energy into building his $25 billion sports branding business. Michael says he’ll run the company until he dies, but first has to figure out how to sleep.

This episode was produced by Devan Schwartz with music composed by Ramtin Arablouei. It was edited by Neva Grant with research by Chris Maccini. Our engineers were Robert Rodriguez and Gilly Moon.

You can follow HIBT on X and Instagram, and email us at hibt@id.wondery.com. Sign up for Guy’s free newsletter at guyraz.com.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Simple Mills founder Kaitlin Smith joins Guy on the Advice Line to answer questions from three founders about knowing how, when, and where to go “all-in.”

First, we meet Scott in Minnesota, who’s looking to revive his beer grain pretzel concept in a more manufacturer-friendly way. Then Tim from Kentucky, who wants to grow his hot sauce side hustle into a full-time, family-providing business. And then Marissa in New York, whose silicon pet products may be useful for more than just your pups.

Thank you to the founders of Upcycle Foods Co., Grumpy Dad Sauce Company, and Sweet Paws 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 or call 1-800-433-1298.

And be sure to listen to Kaitlin tell the story of how Simple Mills was founded during her first visit to the show back in 2021.

This episode was produced by J.C. Howard with music by Ramtin Arablouei. It was edited by John Isabella. Our audio engineer was Cena Loffredo.

You can follow HIBT on Twitter & Instagram and sign up for Guy's free newsletter at guyraz.com.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.