
Written by a model from the transcript; not yet reviewed.
In this episode of the Advice Line, host Guy Raz is joined by Seth Berkowitz, the founder and CEO of Insomnia Cookies, to troubleshoot business challenges for three emerging founders. The guest and host advise a luxury special occasion wear designer, a premium sauna hat maker, and a collegiate clear bag manufacturer on customer acquisition, focus, and product lines. Throughout the calls, the discussion highlights the importance of narrowing SKUs to core best-sellers, leveraging in-person events over expensive digital ads, and understanding the distinct motivations of buyers versus end users.
Guy Raz introduces the Advice Line and sets the stage for the episode.
Seth explains the target of 1,800 bakeries and the reasoning behind scaling without franchising.
Seth discusses the challenges of a late‑night delivery model and why maintaining control matters.
Seth shares his philosophy that expansion must be earned through customer affection and brand awareness metrics.
Guy and Seth advise Kahindo founder on focusing on best‑selling pieces and data collection before scaling.
Scaling From Dorm Room to Global Chaindata
The guest explains the ambitious plan to expand Insomnia Cookies from around 393 bakeries to a global footprint of 1,800 locations.
Resisting the Franchise Modelstrategy
The guest explains why owning and operating nearly all 390 bakeries directly allows for faster product innovation and tighter quality control.
Philosophy of Earning Growthinsight
The guest argues against aggressive, unearned expansion and emphasizes watching brand awareness closely before entering new markets.
Recovering From Wholesale Lossstory
The first caller shares how losing major retail partners like Anthropologie and Rent the Runway dropped her annual sales from 268k to 50k.
The Purpose of Sauna Hatsinsight
The second caller explains that sauna hats protect hair from high heat and allow users to stay in the sauna longer.
Steady Growth in Collegiate Accessoriesdata
The third caller shares that her licensed clear bag business has grown steadily over 20 years, with projected sales reaching 2.5 million.
“I think you earn the right to grow. Consumer love gives you license, right?”
“We tried to open, I'd say at this point, far too many stores in a couple of markets at the pace that we went.”
“I like watching the business grow. I like seeing the community really love what we're doing and then feeling comfortable with it.”
“I went to the investors, as I'd been doing for the last three or four years, and like, here's what our loss is for the year, it's less than last year, but it's still a loss.”
“Follow what the consumer is telling you, right? They are the answer to every question, right?”
Today’s callers: Kohindo from New York is looking to reboot her African-rooted fashion brand after losing a few key retailers. Then Tara from San Diego considers avenues to educate consumers about the benefits of her wool sauna hats. And Carol from Houston wonders whether to market her collegiate purses and accessories l to students or their gift-giving family members. Plus, Seth lays out his ambitions to quadruple Insomnia’s locations and become a global chain — without turning to franchising. Thank you to the founders of Kohindo, Sauna Societé, and Desden for being a part of our show. Be sure to listen to Insomnia Cookies’ founding story as told by Seth on the show in 2024. This episode was produced by Casey Herman with music by Ramtin Arablouei. It was edited by John Isabella. Our audio engineer was Annlie Huang. You can follow HIBT on X & Instagram and sign up for Guy's free newsletter at guyraz.com and on Substack. Learn more about your ad choices. Visit podcastchoices.com/adchoices
6,984 words · 5 speakers
Speaker names marked are inferred from speaking time and the show’s known hosts — they are not voice-verified.
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