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The Leverage Point

The Leverage Point

Written by: Timi Ogunjobi
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About this listen

The Leverage Point is the podcast for senior technology professionals who've outgrown surface-level advice. Every episode cuts straight to the frameworks, hard truths, and peer-level insights that engineering managers, CTOs, and Staff engineers actually need — without the fluff. From the staff-vs-manager career fork to AI strategy behind closed doors, we go where most shows won't. Hosted by someone who treats your intelligence as a given and your time as sacred. Sharp thinking. Straight talk. Real leverage.

Timi Ogunjobi 2026
Episodes
  • Why Engineers Hate Your Roadmap
    May 4 2026

    In this episode we cover:

    Key themes: Product-engineering alignment ·Roadmap planning · Technical estimation · Cross-functional trust · Engineering leadership

    The question to take into your next planning cycle:Did engineering contribute input before the priorities were set — or after?

    Who to share this with: Your product manager.Your engineering manager. Anyone who has sat in a roadmap review and felt the gap between what was on the slide and what was real.

    Follow the show: | Connect withTimi Ogunjobi: ⁠ Timi Ogunjobi | LinkedIn⁠

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    30 mins
  • What CTOs Actually Think About AI — Off the Record
    May 4 2026

    In this episode we cover:

    • Why a gap exists between public AI confidence and private CTO reality
    • Five things technology leaders are privately wrestling with right now
    • The ROI measurement problem nobody is solving cleanly
    • What the best CTOs are actually doing to navigate this moment
    • What this means for engineering managers, Staff engineers, and senior leaders

    Key themes: AI governance · Enterprise AI strategy · Technical leadership · Build vs. buy · AI ROI

    Follow the show: | Connect with Timi Ogunjobi: ⁠https://www.linkedin.com/in/timiogunjobi/⁠

    SPONSORSHIP: The Leverage Point reaches senior technology leaders—CTOs, engineering managers, and Staff+ professionals—engaged in high-stakes decisions around AI, strategy, and execution. It offers sponsors a focused, credibility-driven channel to connect with an audience that influences real budgets and technology direction. If your product serves serious technical leaders, this is where your message lands with impact. To explore sponsorship opportunities and position your brand where serious conversations happen, let’s connect. Email websesame@gmail.com

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    22 mins
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