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The Overthinkers

The Overthinkers

By: Lynette Wong & Shann Biglione
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Summary

From big strategy questions to everyday marketing life realities, The Overthinkers is a weekly conversation between two strategists: Lynette Wong (Brand consultant and ex-Head of Strategy / Principal Consultant at Ogilvy NY) and Shann Biglione (co-founder and product lead + ex CSO at Publicis).

It is for those who like to (over)think about business, marketing and strategic planning, with delightful guests occasionally joining.

PS: you might have followed us of heard of us when the podcast was co-hosted by Rachel Mercer! She will keep joining us occasionally, as we continue overthinking with Lynette and Shann.

Available on Apple Podcasts and Spotify.

2026 Lynette Wong & Shann Biglione
Economics Marketing Marketing & Sales
Episodes
  • Is AI Going To Kill Your Marketing Job?
    Apr 29 2026

    Anthropic's latest report says 65% of marketing tasks are headed for AI replacement — making us the fifth most disrupted profession out of 800.

    Lynette came in hot with a confession: she literally built her own AI replacement in her last role at Ogilvy. Shann came in skeptical of the "AI won't replace you, someone using AI will" line — and called it, diplomatically, a bit of a myth.

    We get into why marketing's own love affair with mediocrity made it so easy to automate, the automotive company that replaced its entire research process with synthetic audiences (and why it was probably the right call), and why the real crisis isn't the jobs disappearing — it's the junior talent pipeline nobody's properly investing in.

    Plus: the one skill both of us think will matter more than any prompt engineering course. Hint: it involves knowing what you actually think.

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    24 mins
  • How To Transition Out Of An Advertising Career? With Rachel and Lynette
    Apr 22 2026

    Nearly 200 episodes in, The Overthinkers is turning a page. This is Rachel Mercer's final episode as co-host — and the debut of Lynette, a former global strategy lead at Ogilvy, ethnographic researcher, insect farm co-founder, and current Vermont transplant who consults for small businesses at what she calls her "community rate" (sometimes paid in sausage).

    To mark the moment, the three of us tackle mid-career transitions out of advertising: how to actually make the jump, why transferable skills are almost too broad to be useful, and what question you should be asking yourself before any of the rest of it matters.

    Rachel shares how client relationships built over 20 years quietly become your best career infrastructure. Lynette makes the case for low-stakes pilots before big leaps. And Shann is, characteristically, the most pessimistic person in the room about where AI leaves the advertising industry — and what that means if you're thinking about waiting before making a move.

    A proper goodbye, a warm welcome, and genuinely useful career advice in between.

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    40 mins
  • When Do You Say "Enough"? With Rob Campbell
    Apr 16 2026

    This wonderful episode was recorded over a year ago with the legendary Rob Campbell, CSO at Colenso in Auckland. Rachel and Shann were planning to publish this as part of a last series of guests, but for a variety of reasons couldn't get to it.

    Together with Rob, they explore what satiety can look and feel like in a project (or your career). It ventures into some very personal stories for our guest, and shares what three old sods have experienced working in advertising - whether they still have the drive for it or not.

    Today, we're delighted to publish this last episode in the Rachel Mercer era, before we start a new chapter with the amazing Lynette Wong, who will start as co-host for the podcast starting next week!

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    46 mins
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