Collection · 7 articles
ChatGPT ads.
Research on advertising inside ChatGPT and other answer surfaces.
Cofounder of Lazyweb (a16z Speedrun). Previously grew subscriptions and built native ads at Duolingo. Writes First1000 (90,000+ subscribers).
Practical guide · 2026-09-19
Context Hints in ChatGPT Ads Aren't Keywords
Distinguishes context hints (business facts) from delivery instructions (targeting), with a worked hypothetical brief turned into three hints tagged FACT/ASSUMPTION and a checklist.
Practical guide · 2026-09-19
Why Your ChatGPT Ads Conversions Number Can Move With No Campaign Change
Why identical campaign activity can produce different reports: processing delay, conversion timing and reporting settings, with worked examples.
Practical guide · 2026-09-19
What Your Ad Landing Page Must Expose to OpenAI's Crawlers
A crawler-access diagnostic that separates robots permission, CDN rules, application challenges and actual responses, with a concise engineering handoff.
Practical guide · 2026-09-19
ChatGPT Ad Units vs. Sponsored Agents: What's Live vs. What's Alpha
A dated comparison of standard ChatGPT ads, Sponsored Agents alpha and the separate ad-management features announced in September.
Practical guide · 2026-09-19
A Founder's First ChatGPT Ads Measurement Plan (A Worksheet, Not a Benchmark)
A six-row decision worksheet (conversion event, Pixel/API, attribution window, time basis, observation period, discrepancy triage) demonstrated with a fictional startup's worked example, no invented benchmarks.
research article · 2026-09-19
Which ChatGPT Ads attribution window fits a seven-day versus ninety-day buying cycle?
A fit-based attribution decision for short and long buying cycles using OpenAI’s current 7/14/30-day click windows and 0/1-day view-through settings.
guide · 2026-09-19
What makes a product catalog crawlable enough for a feed campaign?
A documentation-derived readiness guide for product data, image hosts, landing pages, robots, WAF/CDN, authentication, rate limits, and feed reporting.