Insights
Field notes on the newer corners of growth and M&A: advertising inside ChatGPT, running an acquisition program without a deal team, licensing data to AI buyers, and selling a business well.
- How do ChatGPT ads work for a service business?
- What is outsourced corporate development?
- How do I sell my company's data to AI companies?
- Should I test ChatGPT ads or Google Local Services Ads first?
- How do I get my business recommended by ChatGPT?
- Should I sell my internet business through a broker or an advisor?
Topics
13 notesChatGPT AdsAdvertising inside ChatGPT for law firms and service businesses.Explore →12 notesOutsourced Corporate DevelopmentRunning an acquisition program without building a corp dev team.Explore →9 notesAI Data SalesLicensing proprietary operating data to AI companies.Explore →3 notesAI VisibilityGetting a business recommended by ChatGPT and AI search.Explore →8 notesSelling a BusinessPreparing for and running a sale, from first read to close.Explore →
Latest news & analysis
Timely developments, tied back to the guides that outlast them.
ChatGPT Ads · News & analysisOpenAI adds visual ads and measurement partners to ChatGPT: what it means for service businessesChatGPT Ads · News & analysisChatGPT ads reach 89 markets: why US service businesses still have an early windowChatGPT Ads · News & analysisPerplexity walked away from ads. What that tells advertisers about AI ad inventory
All insights
45 notes
- ChatGPT Ads · GuideChatGPT ads for service businesses: the complete guideHow ChatGPT advertising works for law firms, home services, healthcare and professional services: who sees the ads, what the rules allow, how to measure them and how to run a first test.
- ChatGPT Ads · ComparisonChatGPT ads vs. Google Local Services Ads: which should a service business test first?A side-by-side comparison of ChatGPT ads and Google Local Services Ads for home services, law firms and other local providers: intent, pricing model, competition, measurement and fit.
- ChatGPT Ads · ReviewAI ad platforms compared: ChatGPT, Google AI Mode, Microsoft Copilot and the one that walked awayAn honest review of advertising inside AI assistants and AI search for service businesses: ChatGPT ads, ads in Google AI Mode and AI Overviews, Microsoft Copilot ads, and why Perplexity stopped selling ads.
- ChatGPT Ads · PlaybookChatGPT ads for law firms: what the rules allow and how to run a compliant pilotHow law firms can advertise in ChatGPT: OpenAI's licensing rule for legal ads, practice areas that fit, intake tracking and a 90-day pilot plan that respects bar advertising rules.
- ChatGPT Ads · PlaybookChatGPT ads for HVAC, plumbing, roofing and remodeling companiesA practical playbook for home service companies testing ChatGPT ads: which jobs fit, what homeowners ask ChatGPT before calling, landing pages, call tracking and a first-90-days plan.
- ChatGPT Ads · GuideChatGPT ads for dental, medical and wellness practices: what the healthcare rules meanHow dental, medical, physical therapy and wellness practices can approach ChatGPT advertising: OpenAI's case-by-case healthcare approvals, licensure, sensitive-conversation limits and privacy-safe tracking.
- ChatGPT Ads · PlaybookHow to measure ChatGPT ads when your business runs on phone callsA measurement setup for service businesses testing ChatGPT ads: dedicated tracking numbers, form attribution, booked-job reporting and how OpenAI's new measurement partners fit.
- ChatGPT Ads · ChecklistWhat people ask ChatGPT before they hire: a context planning worksheet for service businessesChatGPT ads match to conversation context, not keywords. This worksheet shows service businesses how to map situations, questions and areas into a context plan for their first campaign.
- ChatGPT Ads · ExplainerChatGPT ads for private equity-backed service platforms: a roll-up's new growth leverWhy private equity-backed home services, dental, veterinary and legal platforms should test ChatGPT advertising across their locations, and how to structure a multi-location pilot.
- ChatGPT Ads · ReviewRunning ChatGPT ads yourself, through your Google Ads agency, or with a specialist: an honest comparisonThree ways a service business can run ChatGPT ads, reviewed fairly: doing it yourself in Ads Manager, asking your existing search agency, or hiring a ChatGPT advertising specialist.
- ChatGPT Ads · News & analysisOpenAI adds visual ads and measurement partners to ChatGPT: what it means for service businessesNews analysis: on October 5, 2026 OpenAI announced a visual ad format in ChatGPT image generation, new conversion and attribution partners, and brand suitability pilots. What changes for local service advertisers.
- ChatGPT Ads · News & analysisChatGPT ads reach 89 markets: why US service businesses still have an early windowNews analysis: OpenAI added 26 more markets for ChatGPT ads in October 2026, bringing the total to 89, and more than 100,000 advertisers have run campaigns. Why local US service businesses are still early.
A useful place to start.
FOR ACQUISITION TEAMSWhat an acquisition-program review should showAn illustrative report connecting research and founder conversations to the decisions management needs to make.Open the resource FOR BUSINESS OWNERSConsidering a sale: an owner's starting guideA practical discussion guide for your objectives, readiness, confidentiality, and next steps. No commitment to a process required.Open the resource
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