
The $270 Billion Checkout Problem (And How to Recover Your Share)
From eCommerce Evolution by Brett Curry
June 11, 2026 · 52 min · Season 1 · Episode 343
About this episode
Avi Moskowitz discusses the emotional factors behind cart abandonment and strategies to improve checkout experiences for e-commerce brands.
Most e-commerce brands pour everything into getting customers to checkout — and then hand them a generic, one-size-fits-all experience that quietly kills the sale. Avi Moskowitz, co-founder of PDQ, has processed millions of checkouts across top Shopify brands (including Jones Road Beauty), and his diagnosis is blunt: cart abandonment isn't a technical problem. It's an emotional one. And it's leaving $270 billion on the table every year. Inside the episode: Why your checkout is the one place segmentation goes to die — and how personalizing it by customer type (first-time, returning, high-value) can drive an 18% AOV lift or double-digit conversion jumps The "WISMO problem": why more than 50% of order-related support tickets arrive the same day the order was placed — and what it tells you about the trust gap you're creating at checkout The free shipping threshold mistake almost every brand is making (hint: they copied a competitor who also just guessed) Surprising checkout wins from PDQ's testing: why moving the economy shipping option down one slot meaningfully increased revenue per session — without a single new ad or product How to think about every order as its own P&L —…
People in this episode
Host: Brett Curry
Guest: Avi Moskowitz
Topics covered
- e-commerce
- checkout optimization
- cart abandonment
- customer experience
- personalization
- revenue growth
Keywords
- checkout problem
- cart abandonment
- AOV lift
- conversion rate
- free shipping threshold
- customer segmentation
- order support tickets
Sponsors
OMG Commerce
Mentioned in this episode
Organizations: PDQ, Jones Road Beauty
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