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- šÆ Can AI Make Humans Laugh?
šÆ Can AI Make Humans Laugh?
What Happens When LLMs Try LOLs
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Today, weāre bringing you the latest in AI-powered marketing and business strategies. Hereās whatās inside:
šØ AI Top Story: AI can write a jokeābut can it actually make us laugh?
š Creator Spotlight: Anish Singh Walia shares a guide on how to optimise for AI Overviews, smart summaries, and search agents.
š¬ Killer Marketing Prompt: Turn raw CRM data into clear, actionable customer personasāso your targeting finally hits where it matters.
š„ AI YouTube Resource Of The Week: See how top startups use meta prompting to build smarter AI agents.
šÆ One Quick AI Hack: A simple starter prompt to train your GPT to think, write, and sound like your brand.
Can AI Make Humans Laugh?
What Happens When LLMs Try LOLs
We asked ChatGPT to tell us a joke. It came back with: āWhy did the marketer break up with the chatbot? It wasnāt responding emotionally.ā
Thatās what we got. Not bad. But alsoā¦ not quite right. Thatās the thing with AI and humour; it almost lands, but thereās often a weird pause after the punchline, like your brain is trying to decode whether it should laugh or debug the logic.
That uncanny gap is exactly what scientists are studying right now. According to recent neuroscience research, AI can be funny, but not in a āgenuinely hilariousā kind of way. More like the kind of joke that gets a nod and a half-smile.
When humans hear jokes, our brains light up with activity in all the right places: language, memory, emotion, and even social prediction. We get context. We feel timing. We know when someone is being sarcastic versus just weird. AI, on the other hand, is still trying to figure out if irony is a setting or a glitch.
Now, why does this matter for marketers? Because weāre increasingly relying on AI tools to write content, punch up copy, and even script brand videos. And if your brand voice includes wit, warmth, or clever storytelling, youāve probably noticed AI doesnāt always stick the landing. Thatās not a flaw - itās just a reminder of where the magic still requires a human touch.
Humour is deeply tied to culture, nuance, and shared experience. Itās not just about wordplay - itās about timing, tone, and emotional intelligence. Thatās a cocktail AI hasnāt quite figured out how to mix.
So, if your campaigns depend on charm and a bit of cheek, think of AI as your brainstorm buddy, not your stand-up star. Sure, AI can mimic humour, but it still hasnāt figured out what actually makes humans laugh yet. Which makes it fit right in on LinkedIn.
Attend the workshop Iām leading at the Confidential Confidential Computing Summit, The New NORMAL: Normalizing AI Enterprise Architecture.
Join me and enterprise AI leaders from CrewAI, Langchain, DevOps, Nvidia, and Opaque as we share real tactics for running AI in your enterprise.
š San Francisco | šļø June 16
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š§ AI is making a major impact of email marketing teams, report finds - AI isnāt just drafting subject linesāitās reshaping how entire email teams work, from segmentation to send strategy.
šÆ TikTok Introduces AI-Powered Smart Keyword Filters for Customized Content Feed - TikTokās new AI filters let users fine-tune their feed like never beforeāgiving marketers fresh ways to target niche audiences.
š§ OpenAI Enhances ChatGPT with Memory Improvements for Free Users - Free ChatGPT users can now benefit from smarter, more personalised conversations without the subscription.
š TikTok leans on AI, search in bid to advertisers at annual summit - TikTok is betting big on AI and in-app search to win over advertisers, and theyāre making a strong case for smarter discovery.
ANISH SINGH WALIA - Learn how to optimise for AI Overviews, smart summaries, and search agents.
Turn CRM Data Into High-Impact Customer Personas In Minutes
This prompt helps you turn messy CRM data into clear, usable customer personas. By feeding your AI a slice of real interaction data, it identifies patterns across roles, industries, and pain points, then outputs tailored personas with messaging angles that actually reflect what your buyers care about. Perfect for marketers who want to skip the guesswork and build campaigns that speak directly to the right people.
Prompt:
You are a senior marketing strategist at a B2B SaaS company reviewing CRM data to improve segmentation and messaging. Below is a sample export of CRM entries, including fields such as deal stage, industry, company size, job title, last interaction notes, and top pain points. Note: Not all fields will be complete for every entry. Use whatās available to spot patterns and infer insights.
Your task is to identify 3ā5 distinct customer personas based on this data.
For each persona, include:
Persona name
Common role/title range
Typical company size and industry
Key goals and pain points (inferred where data is limited)
Likely buying triggers (e.g., hiring activity, tool churn, upcoming product launches)
Messaging angle that resonates (e.g., ROI-focused, risk-reduction, ease of onboarding)
Funnel stage they typically enter (top, middle, bottom)
Present the output in a structured table format.
Data to work with:
[Paste CRM sample data here ā ideally 10ā20 entries in CSV or markdown table format. Itās okay if the data is incomplete or messy.]
Before generating output:
Review the data and ask any clarifying questions you need to build accurate personas.
Optional (customize below):
Our product helps with: [Insert short product value prop]
Focus on personas most likely to convert within [Insert time period, e.g., 30/60/90 days], based on clues like deal stage or recency of interaction.
Keep the tone professional and insight-driven. Use inference where necessary but flag assumptions when data is thin.Official Launch Party of āRebels of ReasonāāThe Groundbreaking New Book By John Willis
Rebels of Reason is the first full narrative history of AI, tracing its journey from early research to todayās explosive growth in generative models. Whether youāre deep in the AI world or just curious, this event is for you.
š¬ PS: John also writes the newsletter The AI CIO, where he explores AIās role in the enterprise each week.
šļø June 16 | š” 6:30pm ET
See how top startups use meta prompting to build smarter AI agents
Supercharge Your GPTās Understanding of Your Brand
Before you ask your custom GPT to write anything for your brand, give it the context itās craving.
Use this simple, powerful prompt to kick things off:
āAsk me as many questions as you need to fully understand my brandātone, voice, audience, product, values, everything. Donāt stop until youāve got it.āThis turns your GPT from a guessing machine into a strategic collaboratorāand sets the foundation for better, more on-brand outputs across the board.
This oneās a game-changer for content alignment.
Not everythingāneeds to beādramatic.
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