CAPED Phases 3-4 Episode–Analytical Planning and Iterative Execution

Many organizations struggle to balance **predictability** with **adaptability** in large initiatives. Too much planning creates rigidity, while too little leads to chaos. In this episode of the Humanizing Work Show, we dive into **Phases 3 & 4 of CAPED**—our **Complexity-Aware Planning, Estimation, and Delivery** approach—where we create a structured execution plan while keeping room for change. Phase 3 (**Analytical Planning**) ensures that teams build a **realistic, risk-aware plan** by defining **What we’re building, How we’ll ensure quality, and When it will be delivered**. Phase 4 (**Iterative Execution**) brings that plan to life with **incremental delivery, adaptive prioritization, and continuous planning cycles** that keep projects aligned and valuable. Read More

Caped Phase 2 Episode: Active Planning

Software teams have used Agile techniques to iterate during execution for years. But what if the cost of iteration is too high to change after planning is complete? In Phase 2 of the CAPED process—Active Planning—we resolve complexity before committing to a full-scale execution plan. In this episode, we explore how Pixar and architect Frank Gehry use iterative planning techniques to test and refine their ideas early—just like CAPED helps teams tackle uncertainty in big, complex initiatives. Read More

CAPED Phase 1–Complexity Aware Project Kickoffs

Traditional project kickoffs assume predictability, but large, complex projects—especially in regulated industries—don’t work that way. In this episode, we take a deep dive into Phase 1 of our CAPED approach: Strategic Planning. Learn how to align stakeholders, map complexity, and use Reference Class Forecasting instead of unreliable decomposition-based methods to improve estimates and decision-making. Read More

Building Trust with Rachel Botsman

Trust is the foundation of every successful relationship, whether it’s between teammates, managers, or customers. In this episode, Peter shares key insights and actionable takeaways from Rachel Botsman’s audiobook How to Trust and Be Trusted. Discover the five big questions about trust, including how to make better decisions about who to trust, how to earn trust instead of trying to build it, and how trust drives innovation. Plus, learn practical strategies to repair trust when it’s broken and navigate the role of transparency in fostering trust. Read More

Kevin Goldsmith

How do you lead a high-performing, empowered team? Kevin Goldsmith, a former Adobe and Spotify leader, joins the Humanizing Work Show to share his journey from engineering to executive leadership. We explore his take on the Spotify Model, how he approaches mentoring new managers, and why positional authority matters more than most leaders realize. Perfect for anyone in tech, leadership, or agile, this episode offers a fresh perspective on building sustainable, people-centered organizations. Read More

But We Must Management

A HW Show Classic Rebroadcast from 2022, this is one of our most viewed episodes, and we're excited to bring it to our broader audience. A team says, 'We can't complete all these features by the scheduled release date,' and then a leader says, 'But we must,' and the team says, 'Okay, now it fits.’ What to do? Read More

The Art of Focused Conversation

In this episode, we introduce the Focused Conversation method, not just a tool for better meetings—it's a transformative approach to thinking, communicating, and connecting more effectively with others. Discover how this four-step process—Observe, Reflect, Interpret, and Decide—helps you tap into collective wisdom, foster meaningful dialogue, and bridge divides in an increasingly polarized world. Read More

Cross-Team Coordination

In this episode of the Humanizing Work Show, Peter and Richard delve into the often messy world of cross-team coordination. While collaborating within a team has its challenges, coordinating between teams can feel like navigating a maze—too much information, missed details, and meetings that waste everyone's time. Read More

Giving Great Answers to On-The-Spot Questions

In this episode of the Humanizing Work Show, Peter and Richard break down the art of delivering thoughtful, articulate responses to unexpected questions. Whether you're a coach, nonprofit leader, or professional looking to enhance your communication skills, this episode offers five concrete strategies you can start using today. Read More