In this episode of Checkin to Checkout, we sit down with Brit Tucker, VP of Product and Technology at Society6, to unpack the real-world chaos and clarity behind one of e-commerce’s most daunting projects: replatforming.

Brit leads a team that spans product, technology, UX, analytics, customer service, and operations—and recently spearheaded Society6’s successful 18-month migration to Shopify. She shares how her team balanced redesign with replatform, why “technical debt” is the number one sign it's time to replatform, and what made this her fastest replatform ever.

You'll hear:

How to spot when technical debt is stalling your growth

Why conversion rate optimization must start with first principles, not competitor copycats

What most brands forget to plan for during a replatform (hint: it's not engineering)

How Society6 saw major gains in add-to-cart and conversion rates post-migration

The leadership mistake Brit would fix if she did it again

Plus, Brit gets real about career detours, why failure often stems from solving the wrong problem, and how spiritual grounding (and yoga) helps her stay sane leading a 20+ person team across time zones.

Whether you're planning a replatform, in the messy middle, or just want to hear how a seasoned e-commerce leader builds with empathy and rigor—this episode is packed with sharp insights and refreshing honesty.

Listen now to learn how to replatform the right way—and why saying no might be your most valuable product strategy.