# The $270 Billion Checkout Problem (And How to Recover Your Share)

Page: https://stenobird.com/podcast/ecommerce-evolution-743223/the-270-billion-checkout-problem-and-how-to-recover-your-share
Text version: https://stenobird.com/podcast/ecommerce-evolution-743223/the-270-billion-checkout-problem-and-how-to-recover-your-share.md
Podcast: [eCommerce Evolution](https://stenobird.com/podcast/ecommerce-evolution-743223)
Published: 2026-06-11T19:00:00+00:00
Episode link: http://ecommerceevolution.libsyn.com/podcast
Audio file: https://episodes.captivate.fm/episode/09faf0b3-bf12-4f19-aabf-e782e78c9a44.mp3
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JSON: https://stenobird.com/v1/public/podcasts/ecommerce-evolution-743223/episodes/the-270-billion-checkout-problem-and-how-to-recover-your-share
Duration seconds: 3132

## Resource

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 — factoring in CAC, COGS, fulfillm — Sponsored by OMG Commerce - go to https://www.omgcommerce.com/contact and request your FREE strategy session today! — Chapters: [00:00] Intro — The $270B checkout abandonment problem [00:22] Welcome & Guest Introduction: Avi Moskowitz, Co-Founder of PDQ [01:52] Avi's Background: From Craft Beer to SaaS Founder [03:23] COVID Timing & The eCommerce Wake-Up Call [05:09] The Root Cause of Cart Abandonment: Trust, Not Technology [07:27] How PDQ Solves the Checkout Confidence Gap [14:30] Reducing Friction: Shipping, Delivery Dates & Upsells [23:00] Free Shi…

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