Leadership Insights

Practical wisdom and reflections from decades of engineering leadership experience

Orchestrating LLMs & Agents Across Your SDLC
Engineering Leadership

Orchestrating LLMs & Agents Across Your SDLC

Master the strategic framework for deploying AI agents at each phase of development to achieve 10x productivity gains.

Howard E.

Howard Ekundayo

September 5, 2025

Africa's AI Infrastructure Revolution: A Strategic Framework for Emerging Markets
Technology/AI Trends

Africa's AI Infrastructure Revolution: A Strategic Framework for Emerging Markets

The Huang-Masiyiwa partnership reveals how emerging markets can build AI sovereignty through infrastructure-first strategies rather than competing directly in frontier model development.

Howard E.

Howard Ekundayo

July 8, 2025

The Executive Builder: Redefining Tech Leadership in an AI-First World
Career Strategy

The Executive Builder: Redefining Tech Leadership in an AI-First World

As AI transforms productivity and organizational structures, a new leadership archetype emerges that combines strategic business acumen with hands-on technical execution capabilities.

Howard E.

Howard Ekundayo

June 28, 2025

Google's AI Mode: The Search Transformation Reshaping Digital Commerce
Technology/AI Trends

Google's AI Mode: The Search Transformation Reshaping Digital Commerce

Drawing from my experience leading search teams at Google and ChatGPT architecture at OpenAI, I reveal how AI Mode fundamentally transforms search economics while creating unexpected strategic opportunities.

Howard E.

Howard Ekundayo

May 28, 2025

The Talent Revolution: Strategic Framework for AI Agent Marketplaces
AI Trends

The Talent Revolution: Strategic Framework for AI Agent Marketplaces

A strategic analysis of how AI agent marketplaces like Agent Talent are creating entirely new paradigms for knowledge work, with implementation considerations for engineering and product leaders.

Howard E.

Howard Ekundayo

May 15, 2025

LLM-Powered Advertising Platforms: Strategic Architecture for 2025
AI Trends

LLM-Powered Advertising Platforms: Strategic Architecture for 2025

An analysis of how large language models are fundamentally transforming advertising infrastructure, driving strategic shifts in platform architecture, creative optimization, and monetization models.

Howard E.

Howard Ekundayo

May 10, 2025

Dual-Stack Engineering Organizations: Navigating the AI Era
Leadership

Dual-Stack Engineering Organizations: Navigating the AI Era

A strategic framework for restructuring engineering teams to balance AI acceleration with sustainable development practices.

Howard E.

Howard Ekundayo

April 26, 2025

Beyond Model Performance: Enterprise AI Success
Technology/AI Trends

Beyond Model Performance: Enterprise AI Success

While technical capabilities grab headlines, Fortune 100 companies that successfully implement enterprise AI focus on governance frameworks, organizational structures, and strategic measurement approaches that deliver sustainable competitive advantage.

Howard E.

Howard Ekundayo

April 23, 2025

The Death of Traditional SEO: Navigating the AI-First Content Revolution
AI Trends

The Death of Traditional SEO: Navigating the AI-First Content Revolution

An analysis of how AI is fundamentally transforming search and content discovery from traditional SEO to Answer Engine Optimization (AEO), with strategic recommendations for businesses navigating this shift.

Howard E.

Howard Ekundayo

March 17, 2025

Strategic Considerations When Joining Frontier AI Companies
Career Strategy

Strategic Considerations When Joining Frontier AI Companies

Insights from my experience at OpenAI on evaluating opportunities at leading AI labs and what engineering leaders should consider before making the leap.

Howard E.

Howard Ekundayo

February 18, 2025

Leadership Lessons from the AI Frontier: My OpenAI Experience
Leadership

Leadership Lessons from the AI Frontier: My OpenAI Experience

Key insights and hard-won wisdom from leading engineering teams at one of the world's most innovative AI organizations.

Howard E.

Howard Ekundayo

January 16, 2025

13 Leadership Tenets From My 15-Year Tech Journey
Career Strategy

13 Leadership Tenets From My 15-Year Tech Journey

Essential principles I've developed while building products and leading teams at Goldman Sachs, Google, Netflix, OpenAI and beyond.

Howard E.

Howard Ekundayo

November 2, 2024