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

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

In this episode we cover:

• Why technical excellence is a poor predictor of management success

• The four failure modes of accidental managers

• Why organizations are structurally complicit in this problem

• A practical framework for making the transition deliberately

Referenced: CEB/Gartner research on IC-to-manager transitions | High Output Management — Andrew Grove

Follow the show: | Connect with Timi Ogunjobi:

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