Ship it and Sip it

On a mission to make dental billing beautiful with Pearly CEO Jeff Cole


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Serial startup founder Jeff joins the show to share his team's journey from a successful exit with Path a few years ago through the growth of their current SaaS platform Pearly.

Jeff's perspective is pragmatic and seasoned with experience — we dive into:

⚒️ The drive to build startups and solve real pains

🔎 How he learned to focus on what matters more with his 2nd startup

🤝 Their 2-time co-founder journey and how their working relationship keeps working

🚀 Pearly's go to market strategy + growth flywheel

And what he's learned after successfully fundraising initial rounds for 2 SaaS startups in health-tech.

"Being able to get over the hump of demonstrating value and having referenceable customers and having that real trust in the product — that was a big thing for us."

Enjoy the show!



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Ship it and Sip itBy John McTavish