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 meetin...
Apr 03, 2026•1 hr 14 min•Ep. 122
Escalation: it's a word that can make even experienced project managers tense. But what if you approached it as a tool rather than a threat? In this Top Shelf Replay of Project Management Happy Hour, we revisit the classic episode "Embracing De-escalation," exploring how savvy project managers use escalation to enhance visibility, make informed decisions, and navigate risk—without losing their cool. Hosts Kim and Kate dive into the nuances of escalation, showing how the best project leaders bala...
Mar 24, 2026•45 min
Why do smart teams still deliver failed projects? Most project failures don't begin with a catastrophic mistake. Instead, they begin with small deviations—minor compromises that seem harmless in the moment. A warning sign gets ignored. A shortcut becomes acceptable. A risk is acknowledged but tolerated because "nothing bad happened last time." Over time, those deviations quietly become the new normal. In this episode of Project Management Happy Hour, Kim Essendrup and Kate Anderson sit down with...
Mar 10, 2026•53 min
Have you ever gotten feedback that made you want to flip a table because it was both insulting and totally useless? In this Top Shelf Replay, we revisit "They Told Me I'm Too Nice" and break down what that kind of vague feedback is really doing (sometimes gendered, almost always inactionable), why it hits so hard, and how to respond without spiraling - or people-pleasing your way into a personality transplant. Then we go beyond the original episode with practical, real-world tactics: how to ask ...
Feb 24, 2026•1 hr 2 min
"Three PMs walk into a bar: a business PM, an IT PM, and a Vendor PM…" Sounds like a bad joke, but if you don't get it right - the joke will be your project. Very often, you aren't the "one PM to rule them all" on your project - you may have other PMs involved that you need to work with. But how do you decide who does what, and how do you prevent turf wars from turning your project into a slow-motion train wreck? In this episode, we ditch the corporate fluff to dive into the messy reality of pro...
Feb 10, 2026•24 min•Ep. 118
Project managers are constantly told they need to "learn how to say no." But in the real world—especially when the ask comes from a sponsor, executive, or important customer—just saying no often isn't productive, strategic, or even possible. In this Top Shelf Replay episode of Project Management Happy Hour, Kim Essendrup and Kate Anderson revisit one of the show's earliest "Appetizer" episodes: Say No by Saying Yes, originally aired in 2017. Short, deceptively simple, and still painfully relevan...
Jan 30, 2026•44 min
Thinking about going contractor? Kate and Kim share how they each left corporate and made the leap—two very different stories (burnout vs acting early) with the same core truth: contracting is built on relationships, reputation, and value… not job boards and commodity rates. We cover how to know if you're ready, why sales is part of the job, what to watch out for (hello, 2008), and how to avoid racing to the bottom. Want us to teach the full process with scripts + steps? Head to http://pmhappyho...
Jan 15, 2026•40 min•Ep. 116
As project managers, we spend a lot of time talking about tools, processes, and delivery frameworks—but far less time talking about the invisible structure that holds projects together: trust. In this Top Shelf Replay episode of Project Management Happy Hour, Kim Essendrup and Kate Anderson revisit one of the show's earliest and most enduring concepts: Trust Bricks. Originally recorded in 2018, this short but powerful episode explores how trust is built—not through grand gestures or heroic saves...
Dec 16, 2025•40 min
Kim and Kate settle in for a classic PM Happy Hour episode — the kind where the drinks are metaphorical, the conversation is wandering in the best way, and the insights sneak up on you. This one covers three big themes that hit close to home for project managers, leaders, and anyone who's ever had to keep a project — or a career — moving forward despite chaos. It starts with a deceptively simple question: How do you describe what a PM actually does for a living? Kim brings his favorite one-sente...
Dec 09, 2025•43 min
What happens when you drop a senior project manager into a room full of attorneys, tribal leaders, political operators, and massive personalities? In this Top Shelf Replay, Kate & Kim revisit one of the most beloved—and re-listened—episodes in PM Happy Hour history: "Stage Direction in the Boardroom" featuring master facilitator Sheila Morago. If you've ever wondered how elite leaders steer complicated, high-stakes conversations without losing their cool (or losing six months of work with on...
Nov 20, 2025•1 hr 1 min
Kate didn't plan to measure their burnout by the number of bags of pink-and-purple Mother's animal cookies consumed at their desk…but here we are. Kim's clue was a rotating cycle of stomach aches and "maybe these aren't panic attacks but the room is definitely spinning." And our guest, Norlander Wilson, talks about showing up to work without showering or brushing her teeth for days because she literally couldn't. This one is about burnout at work — not the "I need a weekend off" kind, but the ki...
Nov 11, 2025•1 hr 7 min
Ever freeze up in a tough project conversation? Or worse—blow it up? In this episode of Project Management Happy Hour, Kim and Kate revisit their all-time favorite: Crucial Conversations by the team at VitalSmarts (now Crucial Learning). This book completely changed how they lead, negotiate, and manage conflict. Learn how to spot when a conversation turns "crucial," stay in dialogue instead of defensiveness, and use "don't-do statements" and "start with heart" to navigate conflict like a pro. We...
Oct 29, 2025•51 min
Are you defining project success the wrong way? Most project managers are — at least according to PMI's Dave Garrett. Project Management Happy Hour hosts Kim Essendrup and Kate Anderson sit down with Dave — Senior Advisor at the Project Management Institute (PMI) and co-founder of ProjectManagement.com — for a frank and real conversation about PMI's new definition of project success to talk about how realistic it is, and what it means for the future of our profession. For decades, project succes...
Oct 15, 2025•48 min
Ever been dropped into a troubled project that's already gone off the rails? Welcome to life as "The Wolf." Inspired by the fixer from Pulp Fiction , Kim and Kate revisit one of our most popular episodes—now a PMI Global talk! —and break down how to step in, take charge, and rescue a broken project without losing your cool. Kim shares his new 3-part formula for project recovery: People first – You aren't just fixing a plan, you're fixing an organization. Calm – Calm is contagious, and you can on...
Sep 30, 2025•54 min
Why bother with risk management when you can just deal with problems as they happen? In this episode, Kim and Kate dig into the heart of that question—and the answer might just save your future self a world of pain. You'll hear: Hard-hitting stats: 1 in 6 projects go 200% over budget (Harvard Business Review), 17% of major IT projects threaten company survival (McKinsey), and why 69% of projects don't succeed. Firefighting vs. fire prevention: why controlled burns (boring, thankless prep) preven...
Sep 16, 2025•38 min
Please. Let it end. PLEASE! A defining characteristic of a project is that it ends. Finally. Just finish it, right? If it were only that easy! In another Top Shelf Replay, Kate and Kim revisit one of their classic past episodes, "The Closer." We play highlights from the original Closer episode as they talk about how to build up to a crisp conclusion to your project, making it a win for everyone. Then, Kate and Kim talk through their revised perspectives and learnings since the original airing of...
Sep 02, 2025•47 min
Projects aren't remembered for how they started—they're remembered for how they ended. In this PM Happy Hour episode, Kim Essendrup and Kate Anderson unpack why finishing strong is critical to your reputation and your project's legacy. Drawing on real project stories, they explore the axiom that people will remember your project the way it ended—and two key corollaries every project manager needs to know: Corollary 1: People naturally forget past wins and focus on the most recent problems. Corol...
Aug 26, 2025•42 min
Ah, executives. They fund your project, cheer you on, and sometimes… ask for things that make you want to slam your head into your Gantt chart. Like: "The project's almost done—let's change everything!" "I read about [X] in CIO Magazine—can we bolt that on?" "Why are we doing it this way? Let's redo it completely differently… and badly." In this Top Shelf Replay, we revisit the best parts of this classic episode, then Kate & Kim reflect on what they've learned since—especially now that they'...
Jul 22, 2025•55 min
"Well begun is half done" — Aristotle (or Mary Poppins, depending who you ask) The beginning of a project is a time when all stakeholders THINK they know what they want, and maybe the team thinks they know what they are supposed to do. Or maybe they are just wondering, "what the heck is this new madness that I'm getting drug into?!" Regardless, it's a near certainty that your team, your stakeholders and your sponsors - someone is NOT on the same page. And if you launch your project with that mis...
Jul 02, 2025•44 min
Think your project's on fire? 🔥 Come hear how Maine tried to swap a 30‑year‑old COBOL HR/payroll system for something cloud‑friendly … and wound up with six years, two vendors, and ± $35 M spent—with no live system to show for it. (Psst—Love this kind of real‑world PM talk? Join our member community for templates, monthly problem‑solving Happy Hours with us, and coaching: PMHappyHour.com/membership.) 👋 Your Hosts Kim Essendrup – PM coach, speaker, project‑failure super‑fan Kate Anderson – coff...
Jun 04, 2025•51 min
Our D&D-style project role play was such a hit, we did it again - in a different universe. One far, far away… This time, it's Kim's first day as a project manager working on a secret government project for the Empire. As he shows up, he finds that his predecessor… well, let's just say he didn't get-on well with his exec sponsor. Kim's new project is behind schedule, roadblocked with supply chain issues and is out of funding. Can he get the "RTDU" project back on track by the end of the day, ...
Apr 01, 2025•41 min
Ever had a moment where you saw a problem in the world and thought, "Someone should fix that"? What if that someone was you? Mick Ebeling, founder of Not Impossible Labs, joins us to share how he turned a bold promise into world-changing innovation. From helping a paralyzed graffiti artist create art again to launching life-changing tech solutions, Mick's story is a masterclass in fearless problem-solving. In this episode, we dive into what it takes to commit to the impossible, build the right t...
Mar 11, 2025•50 min
We cannot believe it! It's been 100 episodes of PM Happy Hour! In this very special episode, we have a retrospective, looking back at when we first decided to do this crazy podcast, to our highlights, lessons, and favorite episodes. We are so filled with gratitude for our amazing community who have supported us these 100 episodes, and the many incredible leaders who have joined us as guests over the years. Note: we recorded this episode as a Linkedin livestream. If you want to watch the video ve...
Feb 27, 2025•52 min
Jan 14, 2025•1 hr 1 min
If you are looking for a PM job or considering doing so, you are definitely not alone! The project management field has always had a good amount of mobility, but it sure seems like change has been accelerating the last couple years. And if you are in the hunt for a job right now, it can feel like the market is harder than ever! So what do you do? Focus on getting more certs? Get a recruiter? Submit 500 more applications through Linkedin? To help understand how to land a great PM job in today's j...
Jan 14, 2025•1 hr 1 min
Jan 14, 2025•1 hr 1 min
As a professional in today's working environment, you are constantly bombarded by things that demand your attention, your action, the very limited moments in your finite life. (wow, heavy). OK, so there are infinite demands on our time, but finite time. How do we balance those? SWOT analysis?! Of course not! To help us understand how to effectively prioritize in today's crazy world, Kate and Kim are joined by James Louttit, author of Leading Impactful teams. We talk about prickly pears, paw-paws...
Dec 24, 2024•53 min
AUDIO QUALITY NOTICE! Apologies, we have a little static on one of the mics during our recording - sorry for the occasional audio issue. As a project manager, an organizational structure that will have a big impact on your life is the PMO. But if you aren't used to working with a PMO, what should you expect? Are they going to make your life and projects easier, or crush you with red tape? If you are interviewing for a job where they have a PMO, what questions should you ask to get a better under...
Sep 30, 2024•1 hr 6 min
In this episode, Kat and Kim talk to Erik Rueter about design thinking in our projects. What's design thinking, you may be thinking? Design thinking is a methodology that focuses on the end users of a system when we are problem solving. Erik will share 5 different design thinking methods for understanding user needs in a way that not only helps your project provide better deliverables but can also help build a better project team. About our amazing guest, Erik Rueter Erik K. Rueter, PMP, PMI-ACP...
Aug 20, 2024•1 hr 3 min
Although an essential part of our project-driven world, most project leaders didn't set out to be one. For many of us, our first steps into project leadership won't come with an official title. So, if we are not 'officially' project managers, how are we supposed to lead the project? There are a lot of answers to this question, but one approach all project leaders need to master is the art of managing with informal authority. Without being people's 'boss,' we need to pull a team of seemingly rand...
Jul 02, 2024•1 hr 12 min
