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Road Trip Retrospective: Route 66

Oleksandra Khomenko

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An engaging and visually stunning retrospective template inspired by an American road trip along the legendary Route 66. This board transforms the standard retrospective process into an immersive journey, where the team "drives" together from the start of the sprint to the finish line, making meaningful stops for reflection along the way.

The board structure is built around a winding road that symbolizes the sprint path:

  • Start (mountains and gas station): The team reviews Action Items from the Last Sprint — what we committed to and how those improvements impacted the current sprint. This closes the feedback loop and demonstrates the real-world effect of prior actions.

  • Along the way (classic diners and cafes): The Our Achievements section — what did we successfully accomplish this sprint? Team members add sticky notes celebrating wins, completed features, and moments of pride. Iconic Route 66 diner visuals create a welcoming atmosphere for recognizing success.

  • Pit Stop (auto service garage): The core reflection point — Our Improvements. Here, the team discusses what could be better: processes, communication, tools, or practices. Participants explore why certain things aren't as efficient as they'd like.

  • Fuel Station (refueling for the road ahead): The Our Hopes for the Future section — inspiring long-term ideas and aspirations. This is the space for dreaming about where the team wants to go next.

  • Finish (serene nature and wildlife): The final stretch — Action Items for the Next Sprint. Concrete, actionable commitments the team takes forward. The road gently curves into a forest, symbolizing growth and new horizons.

Why this retrospective stands out:

  • A fully realized visual metaphor of a road trip makes the session emotionally engaging and memorable.

  • Logical flow from past → present → future guides the team naturally through all stages of reflection.

  • Rich, detailed illustrations (classic Route 66 elements: diners, gas pumps, road signs, landscapes) create an adventurous vibe while reducing the typical tension of retrospectives.

  • Pre-built zones with sticky notes and guiding questions streamline facilitation.

  • Suitable for teams of any size and maturity level — from Agile newcomers to seasoned squads.

Perfect for teams looking to break away from conventional formats (Sailboat, Mad/Sad/Glad) and run a deep yet light-hearted and positive reflection session.

Recommended duration: 60–90 minutes Team size: 4–12 participantsFormat: Remote / hybrid (fully optimized for Miro)

Created by an experienced Agile coach and facilitator with years of practice running retrospectives for distributed and co-located teams. This template has been battle-tested in real sprints and consistently receives outstanding feedback for its high engagement and depth of discussion.

Ready to hit the road and reflect on your sprint? 🚗💨

Oleksandra Khomenko

Agile Coach / Delivery Lead

Agile Coach and Agile Delivery Leader. With 12+ years in IT delivery, I work with teams and organisations to build strong agile culture, improve delivery flow, and turn retrospectives into meaningful, sustainable change. I specialise in facilitation, coaching, and supporting high-performing distributed teams.


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