Project Management is Boring

Jordon Keen

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Project Management Is Boring focuses on the unglamorous work that actually makes projects succeed. We talk planning, requirements, meetings, stakeholder management, and execution—without pretending PMs are superheroes or that every problem can be solved with a new framework. Built for IT project managers, business analysts and professionals who value discipline, clarity and realism over buzzwords.

TRAILERUL SEZONULUI 2

Season 2 Trailer

In August 2012, Knight Capital Group pushed a routine software update to its automated trading system. Seven servers were updated. One was not. In 45 minutes, the company lost $440 million. No cyberattack. No sabotage. No dramatic villain. Just a missing update, an untested rollback, and automation moving faster than humans could react.

1 min.
18 FEB. · BONUS

Military Transition: The Emotional Ambush

Leaving the military isn’t just a career transition. It’s an identity shift. In uniform, everything is defined — your rank, your role, your mission, your tribe. The structure is built in. The feedback is constant. The purpose is clear. Then one day, it’s gone. In this episode of Project Management Is Boring, we explore the emotional side of transition that no one briefs you on: the loss of identity. Why high performers often struggle the most. Why landing a job doesn’t automatically fix the discomfort. And how to intentionally rebuild purpose in civilian life. Because transition isn’t just about employment. It’s about redefining who you are — and choosing your next mission.

23 min.
14 FEB. · BONUS

Military Transition: Certs are Just Badges, But You Still Need Them

Most veterans treat certifications like a trophy case—collecting as many as possible to "prove" they belong in the civilian world. But in this episode, we’re calling it what it really is: a bureaucratic game of market logistics. We break down why certifications aren't a measure of your competence—you already have that—but a translation layer for HR systems that can't read a military record. We explore the concept of "Horizontal Stacking," moving away from the "panic stack" of random badges and focusing on the one or two "Entry Keys" that actually unlock interviews and change your compensation band. If you're tired of feeling "invisible" to hiring algorithms, it’s time to stop out-certifying your anxiety and start aligning your experience with the civilian "language pack." Learn how to use these boring credentials as a strategic maneuver to land well, get inside the room, and let your actual leadership take over.

19 min.
11 FEB. · BONUS

Military Transition: Project or Charlie Foxtrot?

Why do IT projects feel so wrong to people with military experience? In this episode of Project Management Is Boring, we break down why veterans instantly spot dysfunction in civilian projects—unclear objectives, fuzzy authority, missing logistics, and weak communication. What looks like “flexibility” in IT often feels like a mission with no commander’s intent, no contingency planning, and no ownership. We compare failed projects to failed operations, unpack why veterans get frustrated in corporate environments, and show how military habits like risk awareness, clear roles, and early planning aren’t rigid—they’re exactly what modern projects need. If you’ve ever sat in a meeting thinking, “This would never pass a brief,” this episode explains why—and why that instinct is your edge during the transition into project management or IT.

17 min.
7 FEB. · BONUS

Military Transition: Beating the Bot

Before your résumé ever reaches a human, it’s scanned, filtered, and judged by software that doesn’t understand military roles, leadership under pressure, or real-world problem solving. It only understands keywords. In this episode of Project Management is Boring, we break down how ATS systems work, why so many qualified veterans and professionals get screened out, and how small language choices can determine whether your application survives. We cover how to translate military experience into civilian terms, mirror job descriptions without losing authenticity, and avoid the silent rejection cycle that leads so many people to doubt themselves. More importantly, we talk about the emotional toll of applying into a system that gives no feedback—and how to stay confident when the process feels invisible and unfair. Because once you get past the algorithm, you’re back in human territory. And that’s where your real strengths shine.

14 min.
4 FEB. · BONUS

Military Transition: Command Doesn't Work Here

In the military, authority is clear. Orders move. Responsibility is defined. When something breaks, you know who owns it. In corporate environments, that structure fades. Influence replaces rank. Progress depends on negotiation, relationships, and timing—not position. In this episode of Project Management is Boring, we break down why traditional command-and-control leadership from the military fails in modern organizations, why “just telling people” doesn’t work, and how projects actually move forward when nobody technically reports to you. We talk about managing sideways, leading without authority, navigating competing priorities, and building trust across teams that don’t share the same incentives. Most importantly, we show how veterans and structured leaders can adapt without losing their edge—by shifting from command to collaboration, from orders to alignment, and from rank to credibility. If you’ve ever felt responsible for results without having real power, this episode gives you the tools to lead anyway.

17 min.
31 IAN. · BONUS

Military Transition: You Were Already a Project Manager

If you served in the military, you didn’t “switch careers” into project management — you translated it. In this first military-themed episode of Project Management Is Boring, we break down why so many veterans already have the core PM skills long before they ever open a PMBOK or sit for a certification exam. Mission planning. Risk management. Stakeholder coordination. Working with incomplete information under pressure. That’s project management — just without the corporate vocabulary. This episode is for veterans who feel like outsiders in tech and business, and for PMs who don’t realize how transferable military leadership really is. You were already doing the job. Now it just has a different name

13 min.
28 IAN.

Healthcare.gov - When Process, Politics and Code Collide

Healthcare.gov is often remembered as a broken website. In this episode of Project Management Is Boring, we unpack why that story misses the point. The failure wasn’t caused by bad developers or an impossible deadline — it was the result of fragmented ownership, unclear authority, ignored integration risk, and a leadership structure that made honest reporting nearly impossible. This episode walks through how dozens of vendors, competing agencies, and “green” status reports combined to hide real problems until launch day, when the entire system collapsed in public. More importantly, it shows why Healthcare.gov isn’t a one-off disaster — it’s a textbook example of how normal, everyday project management decisions quietly create catastrophic outcomes. If you’ve ever worked on a project that felt fine right up until it suddenly wasn’t, this story will feel uncomfortably familiar.

26 min.

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TRAILER

Season 2 Trailer

In August 2012, Knight Capital Group pushed a routine software update to its automated trading system. Seven servers were updated. One was not. In 45 minutes, the company lost $440 million. No cyberattack. No sabotage. No dramatic villain. Just a missing update, an untested rollback, and automation moving faster than humans could react.

S2

•

1 min.

Project Management Is Boring focuses on the unglamorous work that actually makes projects succeed. We talk planning, requirements, meetings, stakeholder management, and execution—without pretending PMs are superheroes or that every problem can be solved with a new framework. Built for IT project managers, business analysts and professionals who value discipline, clarity and realism over buzzwords.

Creator

Jordon Keen
Perioadă activă

2025 - 2026
Episoade

20
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Copyright

© Jordon Keen
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Project Management is Boring
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