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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.

Jim Phillips

Graymatter

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Shannon O'Boyle

Relay Commerce

Shannon O'Boyle, Relay Commerce.
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Harry Willis

Smartrr/Relo

Harry Willis, Smartrr/Relo.
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Data Over Ego: Graymatter Founder Jim Phillips | Checked Out Ep 9

Live Podcast

October 30, 2026

48

Key Takeaways

Let data overrule the founder. Jim Phillips runs Graymatter on "data over ego": ads he expected to crush did nothing, and ads he thought looked terrible did well, so performance data gets the final say.

Track acquisition cost and cohort contribution margin together. Jim watches new customer acquisition cost by channel and contribution margin by monthly cohort, so he knows by month two or three when a cohort breaks even.

Protect your subscription offer, even if you build the tool yourself. About 95% of Graymatter buyers subscribe. When resellers used the intro offer to win the Amazon buy box, the team built its own blocker, The Warden, in a matter of days with AI.

Featured speakers:

Jim Phillips

Graymatter

Shannon O'Boyle, Relay Commerce.

Shannon O'Boyle

Relay Commerce

Harry Willis, Smartrr/Relo.

Harry Willis

Smartrr/Relo

Will Jones, SavedBy.

Will Jones

SavedBy

Partners:

Relay logoRelay Relo logoRelay Smartrr logo
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