Assistant to the CMO

About Assistant to the CMO

A weekly podcast about AI and marketing, hosted by Lexie Meskouris with Will Nash and Harjot Singh, who build AI for a living. Each week they go through the latest developments and what they mean for marketing teams. They often disagree. About twenty minutes, every Tuesday.

Publisher

Aloudable

Category

business · technology

Language

en

Explicit

No

First episode

9 Jun 2026

Latest episode

21 Sept 2026

Latest episodes

15 episodes in the feed.

1. 

   21 Sept 2026

   AI shopping picks a different seller. Agents make free returns expensive.

   AI shopping picks a different seller. Agents make free returns expensive. In the fifteenth episode of Assistant to the CMO, Lexie Meskouris speaks with Will Nash and Harjot Singh about what happens when an AI shopping shelf quietly picks a different seller for a product you make. Productrise ran the same shopping queries through Google's AI Mode and through ordinary search, in both the US and the UK. The first price shown in AI Mode averaged 21.6% higher, and where prices differed a different seller sat behind the listing about half the time. Will thinks a snapshot of a surface Google keeps changing is worth very little. Harjot stakes the opposite, that the shelf favours whoever looks like the place to buy, and that the premium attached to that is permanent. The second half turns to Meta's new shopping agent and what Will thinks it breaks first. Generous returns policies are often priced on customers not bothering to claim, and an agent removes that assumption for free. The advice is small: check who the shelf says is selling your product, and read your refund terms the way a bot would. Highlights of this Episode Include: The Shelf Chooses the Seller: Where prices differed, a different seller sat behind the AI Mode listing 49.6% of the time. The Headline Measured a Model That Moved: Will recalls AI Mode changing soon after publication, leaving the price number close to worthless. Canonical Beats Cheapest: Harjot stakes that Google optimises for the best place to buy, and that a premium for the canonical seller is permanent. Google's Defence Is a Non-Answer: The Shopping Graph is a data store, so it says what is available and nothing about what gets chosen. The Brand May Not Be the Shop: Harjot concedes the canonical place to buy is often a retailer with more evidence behind it than the manufacturer. Free Returns Were Priced on Apathy: Meta's shopping agent is live, and Will argues offers that assume nobody chases a refund are exposed. Two Things to Do This Week: Check the lead seller and price for your three best sellers in AI Mode, and read your refund terms as a bot would. Listen and subscribe: https://AssistantToTheCMO.show Learn more about Aloudable: https://aloudable.com/ Book a demo: https://aloudable.com/get-a-demo New episodes of Assistant to the CMO land every Thursday.

2. 

   10 Sept 2026

   ChatGPT ads promise not to touch the answer. Google expands AI Overviews and gives no numbers.

   ChatGPT ads promise not to touch the answer. Google expands AI Overviews and gives no numbers. In the fourteenth episode of Assistant to the CMO, Lexie Meskouris speaks with Will Nash and Harjot Singh about whether anybody outside OpenAI can ever check the promise that ads do not influence the answers ChatGPT gives. OpenAI says ChatGPT Ads reached a one billion dollar annualised run rate under 200 days after its first ad, with self-serve buying now open across Europe, India, the Middle East and North Africa. Both call that signal. The question underneath is whether OpenAI's promise that ads do not influence answers can be checked from outside. Harjot Singh calls it policy rather than a technical guarantee, and Will Nash argues a regulator can only police what leaves a trace. The second half is Google auto-expanding AI Overviews, with no numbers given. Harjot's read is that the old length limit was economic and layout rather than retrieval. Will's worry runs further out, because removing how publishers get paid makes it harder for the models to stay current. The Monday move is to check whether your buyer sits on a ChatGPT tier that can see an ad. Highlights of this Episode Include: Somebody Else's Customers: Ads run only for logged-in adults on Free and Go, so check which seat your buyer sits in before spending. It's Always Policy: Harjot on why OpenAI's promise that ads do not touch the answer has no mechanism under it. The Test That Can Never Close: Harjot's probe ad would only ever give suspicion, because targeting is the same signal as relevance. Plausible Deniability Is the Shape of It: Will on why a regulator can only police what leaves a trace, and a model's framing leaves none. Policing Something Nobody Can See: Harjot's earlier targets policed a label anyone could check, which is why this one needs a regulator. The Short Answer Was a Layout Decision: Harjot argues the old length limit came from economics and screen space rather than retrieval. Where the Answers Come From in Five Years: Will on how removing the way publishers get paid makes it harder for the models to stay current. Listen and subscribe: https://AssistantToTheCMO.show Learn more about Aloudable: https://aloudable.com/ Book a demo: https://aloudable.com/get-a-demo New episodes of Assistant to the CMO land every Thursday.

3. 

   4 Sept 2026

   Retailers can't out-build the shopper's AI. Amazon lost in court trying to block it.

   Retailers can't out-build the shopper's AI. Amazon lost in court trying to block it. In the thirteenth episode of Assistant to the CMO, Lexie Meskouris speaks with Will Nash and Harjot Singh about what a retailer can do when the shopper arrives holding their own AI, and whether either of the two obvious answers still works. Narvar's US-only 2026 holiday report found 65 percent of shoppers plan to use AI for part of their Christmas shopping, and 8 percent of retail decision-makers feel very confident using it. Will Nash would track the 43 percent doing gift discovery instead, and adds a third source for a model's opinion of your brand: your live product catalogue. Harjot Singh argues a retailer cannot out-build the shopper's own agent, which knows the customer when the retailer's site starts from nothing. The second half is the Ninth Circuit vacating Amazon's injunction against Perplexity's Comet, which turned on where a screenshot gets processed. Will has no view on the case. Harjot argues nobody designed that architecture for a court, GPU costs did, and that blocking agents is futile. The Monday move is smaller: put your returns and shipping terms on the product page as plain text. Highlights of this Episode Include: The Number That Costs You Money: Will skips the 65 percent headline for the 43 percent of US shoppers using AI for gift discovery. It Knows You, Your Website Doesn't: Harjot's case that a retailer cannot out-build an assistant the shopper already carries. A Third Layer, and You Maintain It: Will adds the live product catalogue to memory and search as a source of what a model thinks of you. It Cannot See Your Photographs: Harjot on why shopping indexers mostly read text, because classifying every image costs too much. Amazon Lost on GPU Economics: The Ninth Circuit ruling turned on where Comet's screenshot is processed, which Harjot says hardware decided. Nobody Is Selling You the Future: Harjot on vendors pitching agent-ready commerce when the thing itself is still an experiment. Put the Returns Terms in Words: Will's move for when price is level, and Harjot's test is whether the page still reads with images off. Listen and subscribe: https://AssistantToTheCMO.show Learn more about Aloudable: https://aloudable.com/ Book a demo: https://aloudable.com/get-a-demo New episodes of Assistant to the CMO land every Thursday.

4. 

   27 Aug 2026

   OpenAI's top AI users are its biggest spenders. Omnicom outsourced the team behind its AI.

   In the twelfth episode of Assistant to the CMO, Lexie Meskouris speaks with Will Nash and Harjot Singh about what a company can measure and own, and whether either one tells you what it can actually do. OpenAI published two sets of numbers this month showing its heaviest enterprise users pulling away from everyone else. Will Nash reads it as a cost metric dressed as maturity, since OpenAI's "frontier firms" are simply its biggest spenders. Harjot Singh reads it as a mirror of the power-user distribution that always existed on individual plans. They agree the number is weak, then split sharply on what should replace it. The second half turns to Omnicom, which moved at least 468 people who built its Omni AI platform to a contractor while still owning the platform, the data and the clients. Will argues that owning data you cannot change is worth little. Harjot argues 468 is not a big number and the real failure sits with leadership. Both expect the product to drift from the company selling it, and that is the question to ask at renewal. Highlights of this Episode Include: Frontier Firm Means Big Customer: OpenAI's top usage decile measures spend, and Will says a cost line is being presented as innovation. Tokens Are Not Usage: A legal team running long contracts burns tokens a hundred short prompts never will, so the growth curve misleads. Enterprises Are Mini Networks: Harjot explains how one person's AI habit spreads to co-workers and compounds into exponential usage. Marketing Ranks Fourth For a Reason: Will argues its repeatable work was automated years ago by software that does not bill in tokens. A Privilege You Cannot Abuse: Will's line for Omnicom keeping data it can no longer maintain, improve or reshape without calling a supplier. 468 Is Small, or It Is the Tell: Harjot calls it routine Pareto maths, Will calls it too large to be only the engineering team. One Hour and a Blank Page: Harjot's Monday move is to map a workflow, then ask whether you would build it that way starting today. Listen and subscribe: https://AssistantToTheCMO.show Learn more about Aloudable: https://aloudable.com/ Book a demo: https://aloudable.com/get-a-demo New episodes of Assistant to the CMO land every Thursday.

5. 

   20 Aug 2026

   Google Ads forces AI Max in September. Verification becomes the agency pitch.

   Google Ads forces AI Max in September. Verification becomes the agency pitch. In the eleventh episode of Assistant to the CMO, Lexie Meskouris speaks with Will Nash and Harjot Singh about what happens to a marketing budget when the platform spending it stops showing you what you bought. From 1 September, Google automatically moves Search campaigns using automatically created assets or campaign-level broad match into AI Max, and since 3 August you cannot create either setting anywhere. Will opens by calling it a headline rebrand, then changes his mind on air: the keyword-level report goes, and with it your ability to say what you bid on. Harjot reads the same change as the next rung on a ladder running from URLs to keywords to intent. The second half turns to WPP, which cut 1,267 roles in six months while pitching itself as a platform. Will thinks the agency of the future sells verification. Harjot calls it a feature that ends up inside somebody else's product. Neither settles it, and the advice they agree on is small: record your baseline, migrate before Google does it for you, and change nothing else while it happens. Highlights of this Episode Include: Creation Closed on 3 August: You can no longer make campaign-level broad match or legacy automatically created assets anywhere, including the API. Will Talks Himself Off His Own Verdict: He opens on "a headline rebrand" and ends up arguing you will not know what you are bidding on. The Keyword Report Is the Real Loss: Reporting cost per click at keyword level goes away, because queries are mixed together after the migration. A Results-Only Relationship: Will's line for what advertisers are left with is that Google defines the product it sold you after it has sold it. Cheaper Clicks Are Not Good News: Google can infer commercial intent from searches that touched no keyword, and gets paid on every extra click. Verification Splits the Room: Will proposes semantic clustering as a real service line. Harjot says it is a feature and therefore not a business. Migrate Before You Are Migrated: Take your baseline now, switch on your own terms before the deadline, and run nothing else across the window. Listen and subscribe: https://AssistantToTheCMO.show Learn more about Aloudable: https://aloudable.com/ Book a demo: https://aloudable.com/get-a-demo New episodes of Assistant to the CMO land every Thursday.

6. 

   13 Aug 2026

   AI drives real retail orders now. Reddit seeding becomes an agency product.

   In the tenth episode of *Assistant to the CMO*, Lexie Meskouris speaks with Will Nash and Harjot Singh about whether AI discovery is worth real money yet, and whether you can buy your way into the evidence an AI reads. Shopify reported that AI-driven traffic and orders to its merchants both tripled year on year, and said AI is a complement to search rather than a substitute. Both men accept the growth and distrust different halves of the report. Will questions the number, a slowdown on Shopify's own earlier figure with no denominator. Harjot questions the sentence, calling the complement framing lazy or disingenuous. That splits them on money. Will would not move budget yet, since the structures worth optimising for are not settled and big spend now gets wasted. Harjot would move at least fifteen percent of the SEO budget into experiments now. The second half turns to agencies selling Reddit seeding, which Will refuses outright and Harjot would only build in-house. The practical move is smaller than both: write the questions you want to be the answer to, then find who owns the facts you are missing. Highlights of this Episode Include: Tripled, But Decelerating: Will recalls Shopify citing near thirteen times growth in Q1, so tripling is a slowdown, and no denominator is given. Complement, or Just Reassurance: Harjot calls the complement-not-substitute line lazy or disingenuous, and aimed at stopping merchants panicking. Three Layers of Retrieval: Live search, a crawler-built vector index, and what is baked into the weights, each with very different lag. A Model Doesn't Care About Your Brand: Harjot argues live search flattens brand equity, so a day-one brand can compete with an incumbent. Fifteen Percent, or Wait: Harjot would move fifteen percent of SEO budget now. Will backs a test but not a yearly escalation. The Reddit Deck Nobody Would Sign: Will calls it fake reviews under UK rules, and Harjot gives the tactic six to eight months at best. Ten Questions and a Name: Write the questions you want to be the answer to, run them, then name who owns each fact you're missing. Listen and subscribe: https://AssistantToTheCMO.show Learn more about Aloudable: https://aloudable.com/ Book a demo: https://aloudable.com/get-a-demo New episodes of *Assistant to the CMO* land every Thursday.

7. 

   6 Aug 2026

   AI creative settles into a house style. Brand advertising pays for it first.

   AI creative settles into a house style. Brand advertising pays for it first. In the ninth episode of Assistant to the CMO, Lexie Meskouris speaks with Will Nash and Harjot Singh about why AI-generated creative is starting to look the same everywhere, and whether getting out of it is a quick fix or a strategic choice. Both hosts call the problem real, then split on the cause. Will Nash sees convergence built into the models, from the small pool everything is built on to a reward process that selects whatever the fewest people object to. That, he argues, forces a choice between chasing scale and protecting a design language. Harjot Singh says it comes from taking the output as it arrives, and that the cure costs an afternoon. The second half turns to New York's new law requiring a label on AI-generated performers. Will treats it as a compliance matter to hand over and wait out. Harjot calls it vanity regulation aimed at the wrong problem, and they split on whether a label repels audiences or attracts them. Neither would build a brand around a synthetic face yet, and both end up at the same practical move, which is to give the model something only your company has. Highlights of this Episode Include: Default Use Creates the Sameness: Harjot argues most people take the first good output and stop pushing, so everyone ends up in the same place. The Speed Trap: Work that took four days now takes thirty minutes, and that feels like an achievement until everyone else clears the same bar. Why the Models Converge: Will points to a small pool of image models and a reward process that selects the option fewest people object to. They Disagree on the Mechanism: Harjot rejects Will's model-scarcity account, blaming a loop where models train on what other models wrote. Where Sameness Actually Costs You: Will argues convergent work barely hurts click-driven marketing, but gets expensive in brand and reach. New York Labels Synthetic Performers: Will hands it to compliance and waits. Harjot calls it vanity regulation aimed at the wrong problem. The Test for Your Own Prompt: If someone at another company could paste your prompt and it still made sense, there is not enough of you in it. Listen and subscribe: https://AssistantToTheCMO.show Learn more about Aloudable: https://aloudable.com/ Book a demo: https://aloudable.com/get-a-demo New episodes of Assistant to the CMO land every Thursday.

8. 

   30 Jul 2026

   Ads move inside the AI answer. Google starts scoring who shows up.

   In the eighth episode of Assistant to the CMO, Lexie Meskouris speaks with Will Nash and Harjot Singh about what happens when the AI answer becomes both an advertising surface and a measured one. The episode opens on ads moving inside AI answers, now alongside roughly a quarter of Google's AI Overviews. Both agree it is a real shift that dwarfs the ChatGPT ad pilot at Google's scale. They split on who benefits. Harjot sees cheap, underpriced slots and early-mover advantage, because the conversation itself is the sharpest targeting signal advertisers have ever had. Will is warier, arguing the brands already baked into the models when they trained hold the edge. The second half turns to Google's new Search Console reports and its crackdown on gaming AI citations. Will sees GEO becoming a real, measurable discipline. Harjot calls the early tools fake comfort and warns that an impression only matters when it moves real traffic. The practical takeaway: run one small AI-ad experiment now to learn the channel, and treat the new data as a signal, not a target. Highlights of this Episode Include: The Ad Moves Inside the Answer: Ads now sit inside about a quarter of Google's AI Overviews, a far bigger shift than the ChatGPT pilot. The Conversation Is the Target: The chat is the richest targeting signal advertisers have had, which is also what makes it feel intrusive. Cheap Slots, So Experiment Now: With the slots underpriced, Harjot's advice is to run one small AI-ad campaign to learn the channel, not to win. Incumbents May Already Hold the Edge: Will argues brands prolific when the models trained are baked in, while others effectively pay to appear. Google Starts Scoring the Answer: New Search Console reports show how often you appear in AI answers, and gaming citations now risks a penalty. Split on Whether GEO Is Real: Will sees an auditable discipline emerging; Harjot calls the early measurement tools fake comfort. Grill the Vendor, Correlate the Data: Press GEO sellers on structure versus citations, and trust an impression only when traffic moves with it. Listen and subscribe: https://AssistantToTheCMO.show Learn more about Aloudable: https://aloudable.com/ Book a demo: https://aloudable.com/get-a-demo New episodes of Assistant to the CMO land every Thursday.

9. 

   23 Jul 2026

   Rank number one, cited by no one. Third-party proof beats the content budget.

   In the seventh episode of *Assistant to the CMO*, Lexie Meskouris speaks with Will Nash and Harjot Singh about the widening gap between where a page ranks on Google and whether an AI actually cites it. The starting point is an Ahrefs study finding that only 37.9% of the pages an AI Overview cites still sit in Google's top ten, down from 76% a year ago. Harjot reads it as a clear signal that answer engines are becoming how people find things. Will reads it as mostly noise, arguing the models are just cleaning up the sloppy way most people search. They agree on one point: ranking first and being recommended by the AI are no longer the same list. The second half turns to a vendor study of a hundred SaaS brands, which reports that the top-ranked brand can be absent from the AI's answer while smaller companies with real third-party validation get picked. Will and Harjot split on why, but agree on what a marketer should do first: run your key buying questions through the AI, see whether you appear at all, then give one person the job of fixing it. More content is not the lever. Highlights of this Episode Include: Ranking and AI Citation Have Split: Only 37.9% of AI Overview citations still sit in Google's top ten, down from 76%. Signal Versus Noise: Harjot calls the shift the future arriving; Will calls it people finally searching better. Query Fan-Out Explained: The AI breaks your question into sub-questions and cites pages that never ranked for it. The Number-One Brand Can Be Absent: A vendor study reports top-ranked SaaS brands going missing from the AI's buying answer. The Dollar Machine Traps Incumbents: Big teams cannot switch off a proven revenue engine to chase something unmeasured. Luxury Brands Face a Harder Problem: Answer engines weigh product information over the look and feel a glossy brand sells. Your Monday Move: Run your top buying questions through the AI, then assign one person to own AEO. Listen and subscribe: https://AssistantToTheCMO.show (https://AssistantToTheCMO.show) Learn more about Aloudable: https://aloudable.com/ (https://aloudable.com/) Book a demo: https://aloudable.com/get-a-demo (https://aloudable.com/get-a-demo) New episodes of *Assistant to the CMO* land every Thursday.

10. 

    16 Jul 2026

    AI ad disclosure becomes law. A label won't tell you the claim is true.

    In the sixth episode of Assistant to the CMO, Lexie Meskouris speaks with Will Nash and Harjot Singh about whether putting a label on the AI in an advertisement actually protects anyone. New York's law is now in force, and any advertiser reaching its consumers must disclose an AI-generated performer inside the ad. The EU follows in August, while Britain has nothing. Will reads it as a canary for copycat state rules and federal ones to come, with liability landing on whoever publishes the ad. Harjot calls it a cookie banner moment that stamps AI as untrustworthy and binds only the people already behaving. The second half turns to brands running AI customers who never existed, while platforms label everything by default. The hosts pull apart three things usually treated as one, the disclosure label, the provenance credential, and the lie itself. A fake testimonial is false whether a model or a real actor delivers it, and a label only proves a tool was used. The practical move is to record which tools touched each asset and check the claim is real. Highlights of this Episode Include: The Producer Carries the Fine: New York's law puts liability on whoever pays for and publishes the ad, not the agency or the tool. A Canary for What's Coming: Will expects copycat state rules then federal ones, and treats this as a legal problem, not marketing. A Cookie Banner Moment: Harjot argues the law brands AI as untrustworthy and binds only the people already trying to behave. Regulation Favours the Incumbents: Big brands have compliance teams; a nail salon on Instagram gets caught by a thousand-dollar fine. Three Things People Conflate: The hosts separate the disclosure label, the provenance credential, and the actual lie of a fake customer. What a Label Actually Proves: It shows a tool was used, never whether the claim behind the ad is true. The Monday Move: Get suppliers to state in writing which AI tools touched each asset, and verify the claim is real. Listen and subscribe: https://AssistantToTheCMO.show Learn more about Aloudable: https://aloudable.com/ Book a demo: https://aloudable.com/get-a-demo New episodes of Assistant to the CMO land every Thursday.

11. 

    10 Jul 2026

    AI retrieves reputation. The first tool to measure it arrives unproven.

    In the fifth episode of Assistant to the CMO, Lexie Meskouris speaks with Will Nash and Harjot Singh about whether AI has quietly become the thing that decides which vendors get recommended, and whether anyone can yet measure it. LinkedIn's three-year study with Bain reports that 94% of B2B buying groups consult an LLM before speaking to sales, and argues AI retrieves whoever is already trusted rather than discovering anyone new. Neither builder finds that surprising. Will notes LinkedIn sells reputation-based advertising and has reason to describe the world this way. Harjot reads the behaviour as comfort, arguing buyers trust AI more than they trust colleagues. The second half is where they part. DISQO claims its AI Search Lift can measure whether advertising moves your brand inside AI search. Will calls it branded search relabelled and wants the panel size before anyone signs. Harjot rates it, arguing it may reveal how buyers actually decide, and wants the methodology published. The takeaway is to find out what AI already says about you, and baseline before trusting any lift number. Highlights of this Episode Include: What the Buyability Study Claims: LinkedIn says AI surfaces vendors who already carry customer proof, peer recommendation, and expert endorsement. Consider Who Funded the Research: Will notes LinkedIn sells reputation-based advertising, so it has reason to say reputation now decides everything. Buying Is a Comfort Behaviour: Harjot argues buyers trust AI more than colleagues, using it to feel safe in a decision rather than to learn. The Retrieval Layer Decides Who Gets Pulled: Challengers should optimise what a model can reach; incumbents should stay clearly described through rebrands. The Hosts Split on Measurement: Will calls DISQO's AI Search Lift branded search relabelled and demands the panel size before anyone signs. Answer the Questions Buyers Actually Ask: Will's Monday move is to mirror the Q&A format on your own site, since retrieval reads it even if training never does. Never Skip the Baseline: Harjot's rule is to trend results over time and correlate them with your other metrics before trusting any lift. Listen and subscribe: https://AssistantToTheCMO.show Learn more about Aloudable: https://aloudable.com/ Book a demo: https://aloudable.com/get-a-demo New episodes of Assistant to the CMO land every Thursday.

12. 

    2 Jul 2026

    AI learns to buy. Customers learn to doubt.

    AI learns to buy. Customers learn to doubt. In the fourth episode of Assistant to the CMO, Lexie Meskouris speaks with Will Nash and Harjot Singh about whether AI moving into the buying itself is a real shift to build for now, or a loud launch that most customers are not ready to use. OpenAI put a checkout inside ChatGPT and the ad money arrived fast, but Will and Harjot split on what it means. Will sees a real signal, though he says the change that matters is discovery - how you show up when someone asks ChatGPT, which he calls AEO - not the buy button. Harjot calls the checkout mostly noise: the revenue is real, but almost nobody will hand over a card inside a chat, so it only fits cheap impulse buys. The second half turns to the walk-back, as OpenAI quietly pulls checkout toward retailer apps and a survey shows 60% put off by AI in brand messaging. Will reads it as normal early-curve wobble, not a crisis, and says the fix is honest disclosure. Harjot keeps it simple: hold on to the site you own, because AI strips your brand down to bare facts. The takeaway is to audit what AI already says about you before you change anything Highlights of this Episode Include: Discovery Is the Real Shift: Will says the change touching every marketer is how AI describes you when asked, not the checkout inside ChatGPT. The Buy Button Is Mostly Noise: Harjot says the revenue is real, but almost nobody is confident enough to finish a purchase inside a chat yet. Build for the Agent, or the Human: The core split - Will would get your product feed agent-ready now, Harjot would build for the human and wait. Concentrate, Don't Go Wide: Both agree AI leans on a few big sources like Reddit and G2, so concentrate spend there, not on micro-influencers. The Walk-Back Isn't a Crisis: With about 20% of US adults using AI daily, Will reads OpenAI's checkout retreat as a normal early-curve wobble. Disclose the AI Fast: Will says the 60% flinch is about feeling deceived, so tell customers early when a persona is AI rather than hide it. The Monday Move Is a Self-Audit: Ask ChatGPT and Claude what they say about you versus rivals, find the source, and keep the site you own. Listen and subscribe: https://AssistantToTheCMO.show Learn more about Aloudable: https://aloudable.com/ Book a demo: https://aloudable.com/get-a-demo New episodes of Assistant to the CMO land every Thursday.

13. 

    26 Jun 2026

    Agents take the ad ops. Cannes argues what stays human.

    AI starts buying the ads. Cannes insists humans still own the strategy. In the third episode of Assistant to the CMO, Lexie Meskouris speaks with Will Nash and Harjot Singh about two stories that turn out to be the same argument: AI agents moving into ad buying, and Cannes declaring that AI handles production while humans keep the strategy. The episode opens on agentic ad buying, with Meta wiring ad accounts into ChatGPT and Claude and Google running its Ask Advisor agent across Ads and Analytics. Harjot reads it as catch-up that quietly lowers the barrier for everyone, even a one-person shop, while the real skill shifts from knowing the dashboard to knowing advertising. Will pushes back: the value sits in the standalone agent layer for sophisticated in-house teams, and for most marketers, using these tools directly just creates work and risk. The second half turns to Cannes and its tidy line between execution and strategy. Will thinks the line is false because the two were never cleanly separable. Harjot thinks it is broadly true but self-serving, a way for agencies to defend margins while production costs collapse. The takeaway is a fork: decide whether agentic ad buying is even relevant to you before you touch it, and if you test it, keep it small and name who owns the result. Highlights of this Episode Include: The Dashboard Moat Just Evaporated: Knowing your way around Ads Manager matters less now, and advertising judgment matters more. Who Is This Actually For: Harjot says it opens to everyone, Will says only sophisticated in-house build teams should bother yet. The Chat Window Is a Red Herring: Both agree the real shift is the agent layer, not talking to your ad account. You Still Cannot Skip Strategy: An agent can run the campaign, but CPM, channels, and targeting still need a human. Cannes Drew a Convenient Line: Harjot argues "humans keep strategy" protects agency margins while production costs quietly fall. The Line Itself Is Shaky: Will argues execution and strategy were never cleanly separable, so the slogan misleads people. Run It Small, Name the Owner: Test one agentic tool as a separate experiment, and assign someone accountable when it breaks. Listen and subscribe: https://AssistantToTheCMO.show Learn more about Aloudable: https://aloudable.com/ Book a demo: https://aloudable.com/get-a-demo New episodes of Assistant to the CMO land every Thursday.

14. 

    19 Jun 2026

    AI is the new storefront. Trust leaves your site.

    AI is the new storefront. Trust leaves your site. In the second episode of Assistant to the CMO, Lexie Meskouris speaks with Will Nash and Harjot Singh about whether AI now choosing what people buy opens a door for challenger brands or locks the biggest brands further ahead. A Bain and Walpole study found that 82% of high spend luxury shoppers now start with an AI, and both hosts agree the front door has moved. The real shift is trust. Buyers now lean on their own ChatGPT, which already knows their history and preferences, over a brand's own website. They agree the trust has left the brand's site, and they part ways on what that means next. One read is that AI keeps recommending the same trusted names, so the biggest brands get locked further in. The other is that AI is still easy to influence today, so a smaller brand with clean, clear product data can muscle past a 100 year old name. Either way the takeaway is the same. Make your product information clean and legible in the places the AI already looks. Highlights of this Episode Include: The Front Door Moved: 82% of high spend luxury shoppers now start with an AI, and both hosts call it a real signal. Buyers Trust Their AI: People now trust their own ChatGPT, which holds all their context, over your on site finder tool. Trust Lands Where You Don't Own It: AI does not value content on your own site, so the place buyers trust is no longer yours. Level the Field or Lock It: The core split, where AI either lets a clean challenger break in or keeps the same big names locked in. Lazy But Not Blind: The one point both hosts agree on, that AI grabs easy spec data but can still hold imprecise info without dropping you. Influencer Spend the AI Can't Read: Models read text, not Instagram comments, so a decade of influencer investment sits stranded. Same Homework Either Way: Whichever way it goes, the first move is the same, make your product data clean where the AI already looks. Listen and subscribe: https://AssistantToTheCMO.show (https://assistanttothecmo.show) Learn more about Aloudable: https://aloudable.com/ (https://aloudable.com/) Book a demo: https://aloudable.com/get-a-demo (https://aloudable.com/get-a-demo) New episodes of Assistant to the CMO land every Thursday.

15. 

    9 Jun 2026

    Ads move into ChatGPT. AI gets shown the door.

    In the first episode of Assistant to the CMO, Lexie Meskouris speaks with Will Nash and Harjot Singh about two opposite moves happening in AI and marketing: OpenAI putting ads directly inside ChatGPT answers, and brands loudly promising they do not use AI at all. The episode starts with what ChatGPT ads actually look like. They are not banners off to the side. They are sponsored cards that appear underneath an answer, inside the same conversation users already trust. Harjot sees a major opportunity: people tell ChatGPT things they would never type into Google, creating a new kind of intent signal for advertisers. Will is more cautious. The signal may be rich, but the controls are still thin, the measurement is limited, and the ad can feel uncomfortably close to a recommendation. The second half turns to the anti-AI backlash. Aerie, Equinox, McDonald’s, and Anthropic all become examples of brands trying to work out what “human-made” actually means. Harjot argues that the enemy is not AI, but slop. Will argues that “no AI” can work if it is rooted in a real brand history, as Aerie’s is, but becomes dangerous when it turns into a promise the company may not be able to keep. Highlights of this Episode Include: ChatGPT Ads Are Not Banners: Sponsored placements appear inside the trusted experience, underneath the answer, which makes them feel materially different from traditional display ads. Intent Plus Trust Is the Bull Case: Harjot argues that ChatGPT captures unusually rich context because users explain what they want in full, not just through keywords. The Controls Are Still Thin: Will pushes back on the current product: limited targeting, no retargeting, weak measurement, and no clear way to know whether early spend creates durable advantage. Before You Buy the Ad, Check You’re in the Answer: Will suggests turning ChatGPT memory off and asking it to recommend products or services in your category before spending money on sponsored placement. The Anti-AI Backlash Is Really an Anti-Slop Backlash: The episode argues that bad AI work is not bad because AI was involved. It is bad because there was no taste or judgment in the process. “No AI” Is a Risky Brand Promise: Aerie’s claim has history behind it, but broader “made by humans” positioning can become a trap if the brand later needs AI to stay competitive. The Work Is the Point: Whether a brand uses AI or rejects it, the label matters less than whether the final work has taste, clarity, and substance. Listen and subscribe: https://AssistantToTheCMO.show (https://assistanttothecmo.show) Learn more about Aloudable: https://aloudable.com/ (https://aloudable.com/) Book a demo: https://aloudable.com/get-a-demo (https://aloudable.com/get-a-demo) New episodes of Assistant to the CMO land every Thursday.

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