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Work in Progmess

Join us if your career path feels like a sitcom without the laugh track. Expect sharp satire, snarky tips, and all the career truths nobody else will tell you.

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Issue 44: Personal Readiness Does Not Come Preinstalled

The Work in Progmess Team January 27, 2026 Personal Readiness Does Not Come Preinstalled 2026 - Week 4 ⏪ Last Week in Progmess Last week, we talked about checklists. Why they feel responsible.Why they are comforting.Why they work beautifully in stable environments. And why they quietly fall apart the moment things get uncertain. That left us with an uncomfortable question. If checklist readiness struggles in the world we actually live in, what does readiness look like instead? 🧾 This Week, In...
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Issue 43: Why Checklist Readiness Feels So Responsible

The Work in Progmess Team January 20, 2026 Why Checklist Readiness Feels So Responsible 2026 - Week 3 ⏪ Last Week in Progmess Last week, we talked about the system. Not how it failed.Not how it is broken. But how it is doing exactly what it was designed to do. It produces completion efficiently.It rewards consistency.It hands out credentials reliably. Readiness, we suggested, is something we hope happens.Not something the system is built to create. That idea stuck with us. 🧾 This Week, In...
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Issue 42: The System is Not Broken

The Work in Progmess Team January 13, 2026 The System is Not Broken 2026 - Week 2 📌 Pinned Manifesto Work In Progmess is not a newsletter for finished thoughts. It is a place for ideas that are still forming, questions that do not resolve cleanly, and observations that feel slightly uncomfortable once you sit with them. We are not here to provide step by step instructions for life, leadership, or success. We are here to challenge assumptions that have quietly overstayed their welcome. If you...
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Issue 41: New Year. Same Definition of Ready.

The Work in Progmess Team January 6, 2026 New Year. Same Definition of Ready. 2026 - Week 1 📌 Pinned Manifesto Work In Progmess is not a newsletter for finished thoughts. It is a place for ideas that are still forming, questions that do not resolve cleanly, and observations that feel slightly uncomfortable once you sit with them. We are not here to provide step by step instructions for life, leadership, or success. We are here to challenge assumptions that have quietly overstayed their...
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Issue #40: We’re Done for the Year

The Work in Progmess Team December 23, 2025 💌 From the Editor’s Desk Welcome back to Work In Progmess, the newsletter that believes in reflection, growth, and knowing when to stop typing. After careful consideration, multiple internal meetings, and one very honest look at the calendar, we’ve reached a conclusion. We’re done for the year. — The Mess 📰Headline Shocker 📰 WORK IN PROGMESS ANNOUNCES YEAR-END SHUTDOWN, CITES “NEED FOR REST” AND “ABSOLUTELY NOTHING LEFT IN THE TANK” Team plans to...
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Issue #39: Tuition Well Spent

The Work in Progmess Team December 16, 2025 💌 From the Editor’s Desk Welcome back to Work In Progmess, where we believe learning matters, but timing is everything. This week’s edition was inspired by a familiar scene. A college student returns home for winter break. Parents are proud. Tuition has been paid. The finish line is near. Then something unexpected happens. — The Mess 📰Headline Shocker 📰 COLLEGE SENIOR BUILDS APP OVER WINTER BREAK THAT TEACHES HIM EVERYTHING HIS DEGREE DID, PROMPTING...
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Issue #38: In Loving Memory of Expertise as the Differentiator

The Work in Progmess Team December 9, 2025 💌 From the Editor’s Desk Welcome back to Work In Progmess, where we process the modern world the only way we know how: with sarcasm, tenderness, and a light administrative panic. Last week, ChatGPT turned 3 years old. We are celebrating the birthday of the tool that has quietly rewritten homework, job applications, email etiquette, and the phrase “just Google it” into something much more alarming. And with that anniversary comes a reality check: the...
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Issue #37: Inbox Regret Syndrome

The Work in Progmess Team December 2, 2025 💌 From the Editor’s Desk Welcome back to Work In Progmess, the only newsletter that fully supports your right to chase a deal, but also fully supports your right to regret every email subscription that followed. It is the Tuesday after Black Friday, which means millions of Americans are now grappling with an unexpected side effect of holiday shopping: the tidal wave of emails they accidentally signed up for while trying to save four dollars on a...
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Issue #36: The World’s Smallest Layoff

The Work in Progmess Team November 25, 2025 💌 From the Editor’s Desk Welcome back to Work In Progmess, the newsletter that thrives on transparency, satire, and the occasional accidental HR violation. With layoffs dominating the news, we decided it was time to engage in responsible corporate governance. Time to optimize. Time to streamline. Time to re-evaluate our workforce. We quickly remembered we have exactly two employees. And neither of them receives a paycheck. So our Strategic Review...
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