Adventures in Project Management

How to Turn Your Project From Fragile to Agile

kerrywills — Fri, 08 May 2026 14:35:24 +0000

Is your project one surprise away from completely shattering? In this video, we break down how to transform brittle, slow, rigid project teams into adaptive, fast, outcome-driven powerhouses. You’ll learn why most projects are fragile in the first place, what “being agile” actually means (beyond sticky notes and daily stand-ups), and practical tactics you can start using tomorrow to make your project more nimble.

The 8 types of SH#T that Project Managers do

kerrywills — Sat, 04 Apr 2026 14:03:56 +0000

Project Managers do a LOT – but if you boil it down, the job revolves around 8 core types of SH#T that keep every project alive. In this video, we break down the real PM playbook: the planning, the chasing, the aligning, the updating, and all the invisible work that makes teams look organized even when everything is on fire.

Whether you’re a PM, work with PMs, or are just curious why they always look tired but calm, this breakdown will give you a funny, honest look at the craft. Expect cartoon‑style visuals, relatable moments, and a brutally accurate tour of PM life.

30 Years. 12 Lessons. The Truth About Work, Leadership & Life

kerrywills — Sat, 28 Mar 2026 13:43:50 +0000

After 30 years in business, patterns emerge. People change, companies change, technology changes — but the core truths about how work really gets done stay surprisingly consistent. In this video, I break down the 12 most important lessons I’ve learned over three decades of leading teams, navigating corporate environments, managing projects, and working with every personality imaginable. These aren’t theories. They’re the real, practical insights that make work smoother, relationships stronger, and leadership more human.

The 7 Types of SH#T that Consultants Actually Do

kerrywills — Sun, 22 Mar 2026 12:57:57 +0000

Ever wondered what consultants actually do once they show up with their laptops and frameworks? This video breaks down the 8 core types of sh#t consultants do—from analyzing messy data to optimizing broken processes. Whether you’re in the industry or just curious, this savage but insightful breakdown will show you the real consulting playbook. Expect humor, truth bombs, and cartoon-style clarity. We cover: • What each move means in real client work • How consultants deliver value (and drama) • Why these 8 actions show up in every project • Savage truths about documentation, comparison, and restructuring • A visual, punchy format that makes consulting fun to watch

A Day in the Life of a Project Manager: A Practical Breakdown of Recurring Work and Fire Drills

kerrywills — Sat, 14 Mar 2026 13:32:43 +0000

Ever wondered what a Project Manager actually does all day?
This presentation takes you behind the scenes into the real rhythms, routines, and unexpected twists that shape a PM’s daily world.

From early‑morning inbox triage to late‑day fire drills, PMs balance structure with chaos, clarity with confusion, and strategy with people‑focused leadership. This walkthrough breaks down the four major categories of PM work: Recurring Work, Ad‑Hoc Work, Strategic Work, and People Work and shows how each one keeps projects moving and teams aligned.

A PM’s day is never the same twice. Some days are structured; others are pure improvisation. The best PMs constantly rebalance priorities, protect their teams, and keep the organization moving forward — even when everything is shifting around them.

Whether you’re a new PM, an aspiring PM, or someone who works with PMs, this presentation will help you understand the full scope of the role and why it’s so critical.