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GTM 144: How AI is Rewriting Product and GTM Playbooks | with Oji Udezue (CPO - Typeform, Calendly)
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GTM 144: How AI is Rewriting Product and GTM Playbooks | with Oji Udezue (CPO - Typeform, Calendly)

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Oji Udezue was most recently Chief Product Officer at Typeform, where he led product strategy across the company’s growing suite of tools. Previously, he was CPO at Calendly, where he helped scale one of the most beloved PLG tools in the market. Before that, he was Head of Product for Creation and Conversation at Twitter, leading core features like Tweets, DMs, and Spaces. At Atlassian, he led all communication products, including the launch of Atlassian’s first post-IPO product.

Oji also spent years at Microsoft, building foundational experiences across Windows, Outlook, Hotmail, and Internet Explorer.

In addition to his product leadership, Oji is the founder of Kernel Fund, an early-stage fund supporting startups across Africa. He writes about product, growth, and leadership at his newsletter Product Mind and is the author of the upcoming book Building Rocketships—a guide for high-growth product teams.

Discussed in this Episode:

  • When to hire your first PM (and what to look for)

  • Why great product teams include marketing from day one

  • A framework for picking winning startup ideas

  • How AI is changing how we build (not just what we build)

  • What product leaders can learn from Microsoft’s Longhorn failure

  • Why 3x better isn’t a nice-to-have — it’s a must

If you missed GTM 143, check it out here:Why Most AI Messaging Fails and How to Actually Stand Out in a Crowded Market | Harmony Anderson

Highlights:

04:52 – Why marketing is essential to product leadership

12:02 – How AI is transforming the process of building products

17:07 – Common product mistakes founders make early on

24:16 – Building Rocket Ships: Why Oji wrote the book

31:08 – Framework: Where to fish for unicorns

33:17 – The “3x better” rule for product value

37:07 – The challenge of true product differentiation

39:22 – What Microsoft’s Longhorn failure taught Oji

44:51 – When (and how) to hire your first PM

48:31 – The importance of fast, early customer feedback

54:46 – How AI is changing go-to-market strategy

57:32 – Why marketers must master signal in a noisy world


Guest Speaker Links (Oji Udezue):

Host Speaker Links (Sophie Buonassisi):

Where to find GTMnow (GTMfund’s media brand):


Sponsors:

ZoomInfo’s GTM25 Virtual Summit

Wednesday, May 7th 2 PM – 4:30 PM EST | 11 AM – 1:30 PM PST

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Qualified’s AI SDR Summit

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The AI SDR Summit, put on by Qualified, just took place. If you missed it or want to go back through any parts, the summit is now available on demand.

It explored how leaders from companies like G2, Gartner, 6sense, Salesforce and so many more are scaling their pipe gen with autonomous AI agents.

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Learn all about AI SDRs at qualified.com/gtmnow which will also be in the show notes.


The GTM Podcast

The GTM Podcast is a weekly podcast featuring interviews with the top 1% GTM executives, VCs, and founders. Conversations reveal the unshared details behind how they have grown companies, and the go-to-market strategies responsible for shaping that growth.

Visit gtmnow.com for more episodes and other interesting content.

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