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Inside the show

Three lifelong partnerships people turned coworkers decided to start a podcast. Tune in for unfiltered conversations where they let off steam and talk shop with surprise guests from the Shopify ecosystem.

Ryan Babenzien

Founder & CEO @ Jolie

Shannon O'Boyle

Relay Commerce

Harry Willis

Relo/Smartrr

Surprise guest

from the Shopify ecosystem.
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Checked Out Ep. 4 with Ryan Babenzien, Founder & CEO of Jolie

April 24, 2026

60

Key Takeaways

Behavior beats product quality in subscription retention — Jolie is hardwired into the most habitual thing your customer does every day. That's why it out-retains supplement and consumable brands with bigger budgets and bigger teams.

You don't need Meta to build to $50M — Jolie spent 9 months with zero paid advertising, built almost 100K pieces of UGC, and still keeps 80% of its marketing budget off Meta. Word of mouth isn't a nice-to-have. It's the model.

DTC 1.0 is over — overfunded, over-staffed, single-channel brands are dying. The next generation runs lean, gets profitable early, and raises only what it needs. Jolie is the proof of concept.

Featured speakers:

Ryan Babenzien

Founder & CEO @ Jolie

Shannon O'Boyle

Relay Commerce

Harry Willis

Relo/Smartrr

Eric Autry

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