Project Management Happy Hour Podcast

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Kim Essendrup and Kate Anderson
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5.0K - 8.4K listeners Female 4.8 rating 336 reviews 112 episodes USA
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PM Happy Hour is the place for frank and honest discussion about real world issues in project management. We do it in a way that’s not too dry, though it may get a bit salty from time to time. Each episode, your hosts Kim Essendrup and Kate Anderson cover a problem faced in project management today, and share practical advice, real-life examples and the occasional project horror story. Not only that, but every podcast is also an online class! Our host is a PMI Registered Education Provider, who has structured each podcast as an easy-to-listen-to lesson. To get credit, go to our web site at PMHappyHour.com, purchase your class, take the test (based on the content from our podcast) and you get your PDU certificate instantly!

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  • General contact for listeners: po***@pmhappyhour.com
  • Email for Kim Essendrup: ki***@kolmegroup.com
  • Email for Kate Anderson: ka***@pmhappyhour.com
  • Contact for training and custom courses: tr***@pmhappyhour.com
  • Contact for project support: ki***@dobreservices.com
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  • ki***@kolmegroup.com

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Recent Hosts, Guests & Topics

Here's a quick summary of the last 5 episodes on Project Management Happy Hour.

Hosts

Previous Guests

PM coach, speaker, project failure superfan.
Coffeepowered realist & cohost of Project Management Happy Hour.
Mick Ebeling is the founder of Not Impossible Labs, an innovation incubator dedicated to tackling seemingly impossible problems through technology and storytelling. He has been recognized as one of Fortune's Top 50 World's Greatest Leaders and has received the Muhammad Ali Humanitarian of the Year Award. Over the past decade, Mick has driven a movement of positive impact, creating celebrated inventions such as The Eyewriter, Project Daniel, and Dons Voice. His work has earned him accolades including being a 3-time recipient of TIME's Best Inventions and Fast Company's World Changing Ideas. Mick's mission is to inspire and empower individuals and organizations to take bold actions to make the impossible, NOT impossible.

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Project Management Happy Hour
@pmhappyhour

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Subscribers: No YouTube data available yet
Total Videos: 12

Description

🎯 Welcome to Project Management Happy Hour – where we serve up straight talk on managing projects without the B.S.

Whether you’re a seasoned PM or just trying to survive your first project, we cut through the jargon with real-world advice, stories from the trenches, and the occasional cocktail reference.

🍸 Expect tactical tips, expert interviews, and laugh-out-loud lessons from the field—because project management doesn’t have to be boring.

👉 Hit subscribe and pull up a barstool—your next project just got a whole lot smoother.

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Episodes

Here's the recent few episodes on Project Management Happy Hour.

0:00 51:22

103 - Lessons not Learned: State of Maine HR System Project Debacle

Guests
Kim Essendrup Kate Anderson
Keywords
project management HR system upgrade vendor management system implementation project failure change management data quality leadership toxicity project lessons

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 – coffee‑powered realist & co‑host of Project Management Happy Hour

 

What We Cover

Why Maine’s 2016 “$15 M, 2‑year” vision looked reasonable on paper

Vendor #1: Infor hired for $13.5 M … then fired after two years with nothing working

Vendor #2: Workday lands a $15 M deal—hope (briefly) restored

2019–2020 red flags: missing staff, test cycles where 50 % of paychecks were wrong, “rosy” status decks

Feb 2021: Maine’s 30‑day ultimatum & $22.16 M demand letter to Workday (spoiler: lawyers ensue)

Project culture bombs: 400 % team turnover, a toxic manager, and a “rescue PM” married to the sponsor

Independent audit slide‑deck gold: zero items “ready for go‑live,” chaotic configs, no data owner

Accenture steps in (another $10.9 M) while employees still depend on the 1980s mainframe

 

5 Brutal Lessons You Can Use Tomorrow

1) Write it down or write a check – fuzzy requirements = infinite rework.

2) Freeze configs, then test – moving targets make every cycle worthless.

3) Own the data – bad source data means bad payroll, period.

4) Toxic leadership kills progress – harassment & turnover wipe out continuity.

5) Audit early, not post‑mortem – an external sanity check at first failure could have saved millions.

 

You Might Be in Trouble If …

Your payroll test run is half wrong but the go‑live date stays.

A core requirement (e.g., labor‑cost distribution) is “coming later”—after all testing.

Status decks stay green while teammates are crying in their cars.

The new “fix‑it” PM just happens to be married to the exec in charge.

Nobody can explain entrance‑/exit‑criteria, yet QA keeps restarting.

Ad‑hoc reports only work if you strip every security role.

Steering committee = five‑minute victory lap + fifty‑five minutes of blame ping‑pong.

Backup plan is still “keep the COBOL mainframe running indefinitely.”

 

If any of those hit home, open your RAID log—now—before your $15 M idea turns into headline fuel.

 

Why listen?

Rolling out HRIS, ERP, or Workday? Spot the landmines first.

Tired of sanitized “success stories”? We tell it like it is—with a dash of salt.

Exec or sponsor? See how weak governance detonates budgets—and morale.

 

👉 Subscribe for more Lessons Not Learned, salty PM rants, and practical tips.

💡 Grab our free RAID Log template & on‑demand training at https://PMHappyHour.com

 

Sources & References

Maine Legislature. Government Oversight Committee Report on Workday Implementation (2021).

Maine Legislature. IJA Strategies Independent Assessment (2020).

Portland Press Herald. “System failure: Inside Maine’s $35 M HR software meltdown” (Jun 20 2021).

Sun Journal. “Maine hires new contractor to complete long‑delayed software upgrade” (Jun 7 2022).

The Register. “Maine threatens to terminate Workday contract over delays” (Mar 31 2021).

The Register. “No accountability for Workday’s HR system failure, officials claim” (Apr 14 2021).

Views are the hosts’ own. Brand names belong to their respective owners.

#ProjectManagement #LessonsNotLearned #Workday #ProjectFailure #PMHappyHour

 


JOIN THE HAPPY HOUR!

Get access to all podcasts, PDU certificates, bonus content, exclusive member Q&A webinars and more from our membership! https://pmhappyhour.com/membership

0:00 40:34

102 - Kim's first day working for the Empire: Kate runs another Project Management role-play

Keywords
project management role play supply chain issues funding government project Empire

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, or will he have to give an awkward project update to his black-cloaked project sponsor? You can bet Game Master Kate has some fun in store!

And… you can get the mug! For a limited time, you can go to https://pmhappyhour.com/merch and get a commemorative PM Happy Hour mug with an image of the “RTDU” in use!


JOIN THE HAPPY HOUR!

Get access to all podcasts, PDU certificates, bonus content, exclusive member Q&A webinars and more from our membership! https://pmhappyhour.com/membership

 

0:00 50:05

101 - The Project Behind: Not Impossible Labs with Mick Ebeling

Guests
Mick Ebeling
Keywords
Not Impossible Labs Mick Ebeling innovation project management problem-solving life-changing technology Help One. Help Many

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 team, and use project management superpowers to change lives. If you’ve ever doubted your ability to make an impact, this conversation will prove otherwise.

Cheers to embracing audacity—tune in now! 🍻🎧

 

About our amazing guest, Mick Ebeling:

Named Fortune’s Top 50 World’s Greatest Leaders and honored with the Muhammad Ali Humanitarian of the Year Award, Mick Ebeling is a groundbreaking innovator dedicated to changing the world through innovation and story.  As the Founder of Not Impossible Labs – an innovation incubator disrupting the status quo and tackling seemingly impossible problems – Mick has spent over a decade driving a movement of positive impact for the sake of humanity. 

Through his “Help One. Help Many” approach, Mick and his team have created some of the most internationally celebrated inventions, including The Eyewriter, Project Daniel, and Don’s Voice, as well as their most recent spin-off companies, Bento (formerly Hunger: Not Impossible) and Music: Not Impossible. His work has been recognized as a 3x recipient of TIME’s Best Inventions and Fast Company's World Changing Ideas.

Mick continues to inspire, empower, and teach individuals, organizations, and communities to take bold action, so they too can make the impossible, NOT impossible.



JOIN THE HAPPY HOUR!

Get access to all podcasts, PDU certificates, bonus content, exclusive member Q&A webinars and more from our membership! https://pmhappyhour.com/membership

 

0:00 52:10

100 - Retrospective: Our 100th Episode

Keywords
retrospective 100 episodes highlights lessons community leaders

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 version, it should be out there on Linkedin! 

Cheers!

JOIN THE HAPPY HOUR!

Get access to all podcasts, PDU certificates, bonus content, exclusive member Q&A webinars and more from our membership! https://pmhappyhour.com/membership

 

0:00 --:--

099 - The Iron Triangle of Getting a PM Job, with PM Career Coach, Kayla Quijas

Ratings

Global:
4.8 rating 336 reviews

USA

4.8 ratings 276 reviews

Canada

5.0 ratings 26 reviews

UK

4.9 ratings 21 reviews

Australia

4.7 ratings 6 reviews

Ireland

5.0 ratings 3 reviews

Singapore

4.5 ratings 2 reviews

New Zealand

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