How to Write Progress Updates [Free Template Included]

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In my 25-year career spanning startups to Fortune 500 companies, I've written hundreds of progress updates. From quarterly reports that secured continued funding to weekly team briefs that kept projects on track, I've seen firsthand how the quality of these updates can make or break careers.

Today, I'm sharing what I've learned about this underappreciated art. I'm also handing you the keys to the kingdom. After years of refining my approach, I've distilled it into a Google Doc template that's become my secret weapon

Why Updates Matter More Than Ever

In 2024's hybrid work landscape, with teams spread across time zones and organizational charts, progress updates aren't just nice-to-haves—they're lifelines. A well-crafted update can:

  • Align global teams without 3 AM calls

  • Justify your project's budget in a tight economy

  • Fast-track decisions, saving weeks of back-and-forth

But here's the rub: most updates are terrible. They're either data dumps that no one reads or carefully worded nothings that say, well, nothing. In my early days at a Seattle tech giant, I once sent an update calling our engineering team "incompetent." It was factually true—we were missing every sprint goal—but it was also a masterclass in burning bridges. Don't be that guy.

The Science Behind a Great Update

Great updates aren't just informative; they're psychologically tuned. For instance:

Headline Your Update

Start with a bold headline, then fill in the details.

One of my executive coaching clients, a leader in a healthcare AI company, had a murky Q3 goal: 'Improve model accuracy.' I encouraged them to rewrite it as 'Develop AI That Detects Early-Stage Cancer Better Than Top Oncologists.' Guess which one motivated their team?

Spark Delight

One of my executive coaching clients was managing a challenging 5G rollout during the chip shortages of 2022. Despite the grim updates, they implemented a strategy to highlight one positive surprise each week, no matter how small. In one instance, a local bakery donated cronuts to their late-night crew, a small but morale-boosting gesture that reminded the team that good things still happen.

Tailoring Updates to Your Audience

One template doesn't fit all. Here's how I adapt:

  • CEO: "5G rollout is 85% complete, aligning with our 'connectivity first' strategy. WSJ interview opportunity next week."

  • CFO: "CapEx is 3% under budget. ROI projection: 18% by Q4, up from 15%."

  • Project Manager: "Critical path: tower 32 to 45. Delay risk: permitting in zones 3, 7."

  • Engineer: "Frequency band congestion at 3.5 GHz. Testing dynamic spectrum sharing."

Each focuses on what that person loses sleep over.

When Things Go South

One of my executive coaching clients was facing a potentially damaging issue at their company: their AI had an 80% false positive rate. Here's how they effectively managed the situation:

Private calls with key team leads to address concerns individually. No surprises in group settings. Then a three-phase communication approach to deliver the bad news:

  • Week 1: "Early tests show accuracy concerns."

  • Week 3: "False positive rate is significantly higher than industry norms."

  • Week 5: "80% false positive rate. Detailed recovery plan attached."

This strategic approach gave the team time to absorb and plan, transforming a potential crisis into a collaborative problem-solving effort.

Global Teams, Global Mindset

Working with international teams taught me that updates need cultural tuning:

  • Some cultures value direct problem statements upfront. They see it as respectful honesty.

  • Others prefer to start with wins, seeing it as motivating, not boastful.

  • I always run updates through the Hemingway App to kill idioms. "Ball in your court" makes zero sense in many cultures.

Measuring Success

How do you know your updates work? It's a mix:

  • Quantitative: Our 5G project updates see 90%+ open rates and 3x more Slack engagement.

  • Qualitative: Our CEO now references my updates in her own board presentations—the ultimate nod.

Tell a Story

For all this talk of data and psychology, remember: behind every update is a human story. In my current role, launching a privacy-focused AI, I structure updates like a hero's journey:

  • Setup: "In a world where AI often invades privacy..."

  • Conflict: "This week we battled a particularly sneaky data leak..."

  • Resolution: "Thanks to Elena's brilliant tokenization method, user data now stays truly private."

People are wired for stories. Use that.

Always Be Experimenting

Last year, I experimented with "micro-updates"—critical news via Slack. Our CTO dubbed them "status haikus." The team now fires off one-liners like:

Model breach contained

Privacy shield stands strong, yet scarred

Lessons fill our code

It's quirky, but it works. The takeaway? The art of updates evolves. What felt innovative in my earlier days would now seem quaint. Stay curious, keep experimenting.

Conclusion

Progress updates are more than just a necessary evil - they're a trust-building opportunity. By sharing timely, transparent, and engaging insights, you demonstrate a commitment to accountability and foster a sense of partnership with stakeholders. This trust dividend pays out in loyalty, support, and credibility, transforming updates from a chore to a strategic asset. Remember, every update is a chance to connect, reassure, and inspire - make it count.

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