How Conversational Commerce Will Change How We Shop

Your entire e-commerce experience is about to change. OpenAI's "Buy with ChatGPT," introduced at the end of September, isn't just a shopping feature. It's the beginning of a complete overhaul of how digital commerce works.

For the past 20 years, discovery, curation, and transaction have been fragmented across platforms, but now all of that is collapsing into one place.

In this episode, Jess and Kyle break down what the two-tier internet actually is, why it won't replace human browsing (yes, you'll still shop for furniture), and why the old rules - "who can pay more" - are being replaced by new ones: "who's structured better." They also unpack why Walmart's participation signals a genuine tipping point for mainstream adoption, and what you need to do right now to prepare for a world where agents handle transactions instead of humans.

In this episode:

- What conversational commerce actually means (and why it's different now than before)

- The two-tier internet explained: Human browsing layer vs. agent transaction layer

- How "Buy with ChatGPT" works technically and where the friction actually is

- Why Walmart joining changes everything

- The agentic commerce protocol (ACP) and what "simple integration" really means

- Discoverability on ChatGPT: The algorithm nobody understands

- The privacy issues around Buy with ChatGPT

Chapters:

00:00 Welcome to the Victory Lap (Yes, the Dodgers Won)

04:23 Happy 25th Episode to Us!

06:30 Conversational Commerce: What It Actually Means (And Why It's Not New)

06:53 Buy with ChatGPT is Here (And Walmart Knows What's Up)

11:22 Introducing the Two-Tier Internet: Your New Reality

15:41 The Agent Internet (What's About to Happen)

16:06 Browsing vs. Buying: Two Different Worlds

20:54 When Agents Take Over Your Shopping Cart

24:01 Under the Hood: How Buy With ChatGPT Actually Works

33:29 The Privacy Trap: Your Entire Life, One Conversation

39:06 What Do You Need to Do (Starting Today)

40:26 The Attribution Problem Nobody's Talking About (But Should Be)

41:52 The Brand Story Problem: Humans Want Drama, Algorithms Want Data

42:22 AI News of the Week: Wharton's New Report & a Pregnant AI?!

47:20 The Real Bottleneck: It's Not the AI, It's Your Team

49:43 AI Gone Wrong: Grok Goes Wrong (Again)

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