Hey squad,
Edition #1 was a massive success and was real fun to write up! I can’t believe it took me this long to launch but here goes #2.
Sooo, chatgpt ads can now target your actual customer list. This is standard for other ad platforms and it’s available for the OG LLM now. The rate at which chatgpt is improving the ad platform is impressive. I feel like it was just yesterday that you had a few toggles and it was barebones. I wrote an entire essay on launching my first gpt ads that now feels outdated lol.
In other news, an ecommerce research firm launched the first real ranking of who's discoverable inside ai shopping answers. At the same moment, the answer engine is becoming a paid channel AND a ranking system. The thing that recommends you and the thing that sells to you are now the same box.
And here's the part that got me. In that new ranking, a retailer sitting at #814 by online sales came in #1 for ai readiness. It goes to show that small fish can now compete with the big whales if you take advantage of the early waves. Said differently, go optimize your sites for AEO whether you’re in retail or not.
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ChatGPT Ads can now target your customer list, so you can drop in your own email or phone list and target those exact people inside ChatGPT. Plus new audience bid adjustments and ai that drafts ad variations for you to approve. One catch worth knowing before you get excited: the minimum is 25,000 matched users, so you may need a list of 100k+ contacts to clear it.
There's now a scoreboard for showing up in ai shopping answers. Digital Commerce 360 and ReFiBuy launched the first AI Commerce Rankings, scoring 1,000 retailers on whether ai agents can actually find and buy from them. The average score was 41.9 out of 100, only 20 stores cracked 60, and ChatGPT drives 80%+ of ai-referred retail traffic.
Apple suing OpenAI because two employees allegedly stole proprietary information for its upcoming AI products. Apple reports that these employees were told to share secret information and bring physical parts to interviews. Woah.
Ad spend inside ChatGPT and Perplexity is now trackable. Guideline extended its Ad Intelligence data to capture real, transaction-level ad activity on ai platforms, not platform estimates. Translation: the ai ad economy just went from "vibes" to "you can benchmark what people are actually paying."
Google is making you label your ai-made ads with "How this ad was made" transparency tags rolling out across Search, YouTube, and Discover. Ads built with Google's own gen-ai get auto-labeled, but third-party ai ads now need you to manually disclose. So before your next ai-generated batch goes live, that disclosure step is on you now.
Storika - an ai orchestrator running discovery, outreach, and content across 7M+ creator profiles just raised their seed round.
Meta Muse Image - new image model that can actually spell. Readable text, working QR codes, real infographics, and it merges multiple images into one. Also feeds Advantage+ ad creative.
Square x ChatGPT - Square sellers can now get discovered and checked out right inside ChatGPT and Claude convos. The storefront is moving into the chat.
Pie - the AI-powered growth platform for small businesses, today announced a $19.5m Series A led by Lightspeed Venture Partners.
LinkedIn ads MCP - Stan (head of growth @ Default) is open-sourcing his MCP that creates/ optimizes all his LinkedIn ads
ChatGPT Work - OpenAI’s new agent that takes a goal and hands back a finished doc, deck, or website instead of a chat reply. I feel this is their answer to Claude Cowork.
Boris Cherny@bcherny
New in Claude Code: /checkup Run /checkup to: 1. Clean up unused skills/MCPs/plugins and save context 2. Dedup your local CLAUDE.md against the checked in CLAUDE.md 3. Break up root CLAUDE.md into nested CLAUDE.md's + skills 4. Turn off slow hooks 5. Update your Claude Code to
11:22 PM · Jul 8, 2026 · 817K Views
342 Replies · 950 Reposts · 11.5K Likes
jack@jack
i’ve shifted from telling agents what to do, to asking them what to do, and pulling the best thread.
3:34 PM · Jul 10, 2026 · 1.47M Views
1.1K Replies · 1.2K Reposts · 19K Likes
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