122 - Kate puts Kim through the worst meeting hells our listeners could dream up: a PM HappyHour role play

Boss fights and boardrooms. Kate puts Kim through meeting hell in this tabletop roleplay episode. Kate: "Help me torture Kim." That was the prompt. What followed was a meeting dungeon built from listener-submitted horror stories, tabletop chaos, and the exact kinds of project meetings that make smart people question their career choices. In this April Fool's episode of Project Management Happy Hour, Kate becomes game master and throws Kim into a gauntlet of cursed kickoffs, bloated status meetings, executive dodging, and stakeholder nonsense. It's funny because it's absurd. It lands because it's true. "My dice are green like all of my status reports." The setup is playful. The meeting pain is not. Kim tries to survive a kickoff with distracted leaders, a giant update meeting nobody needed, a build-versus-buy conversation where nobody wants to own the decision, and a phase gate where "close enough" suddenly becomes everyone else's problem. As the dungeon gets worse, you hear what experienced project managers actually do under pressure: reset the room, cut through noise, force clarity, and keep momentum when everyone else is drifting. "This is how Kim would operate in a meeting." That's what makes this episode so fun - and insightful. The dice are a toy. The project management is real. If you've ever had a sponsor with a hard stop in ten minutes, a technical lead who gets defensive the second testing reveals a problem, or a leadership team that turns every decision into one more meeting, this episode will feel painfully familiar. "We survived that near miss. It's okay. Next time we'll be okay." A lot of bad meeting habits stick around because teams get used to surviving them. This episode turns that reality into entertainment—and into a sharp reminder that surviving dysfunction is not the same as managing well. And because it's PM Happy Hour, the whole thing is loaded with lines that hit for PMs immediately. "We can't food bribe our way out of every meeting disaster." "I need you to do a speed run of a project." "It is 2 hours long." That last one might be the most terrifying quote in the whole episode. What you'll hear in this episode a kickoff already heading off the rails a giant status meeting from hell executive indecision in full view a technical lead bringing equal parts talent and chaos a release decision that gets messy fast Key project management takeaways Get to purpose fast. Push for the real decision. Keep updates short and relevant. Make the cost of delay visible. Manage the room, not just the agenda. Don't let technical defensiveness hijack the issue. Find the compromise that keeps momentum. If your work depends on steering messy rooms, stubborn stakeholders, and overloaded calendars toward an actual outcome, this episode will feel like both comedy and continuing education. Love our content? Then join the PM Happy Hour membership at pmhappyhour.com/membership

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122 - Kate puts Kim through the worst meeting hells our listeners could dream up: a PM HappyHour role play is an episode from Project Management Happy Hour by Kim Essendrup and Kate Anderson.

This episode is 01:14:11 long.

This episode was published on Apr 3, 2026.

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