Retrospective Meetings Playbook: Continuously Improve Process/Ops at Your Startup

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Learn the play-by-play system to run a retrospective meeting to enable continuous improvement at your startup.

Meetings suck. Most should be an email. But there was ONE that I loved.

The Retrospective. And every startup should run it.

Retros were my favorite meetings with my team at Uber.

I used these meetings to get the team to:

(A) Reflect on our work/progress from the prior week.

(B) Discuss ways to improve in the future.

It’s something I took from agile/product teams I’ve worked with.

And they helped raise the bar quickly and iteratively across our entire team.

Who this playbook is for:

  • Startup founders and operators
  • People leaders scaling startup teams
  • Employees at growing startups

You'll learn:

✔️ Why this was my favorite meeting at Uber and the only one worth running long term.

✔️ How to create tighter feedback loops and share insights across your teams.

✔️ How to break your teams out of their “Silos” and actually get them to collaborate.

✔️ How to avoid letting issues stay bottled up and festering over time.

✔️ To re-program how you think about running team meetings.

✔️ The 9-step process to running a successful Retro meeting.

✔️ The secret “Kaizen” question that unlocks continuous improvement.

✔️ To streamline the process of documenting actions to cut down on any post-meeting "homework"

✔️ The biggest challenges with facilitating Retro meetings and how to get past them.

✔️ 7 Pro Tips to get the most out of each Retro meeting.

✔️ How to run a Retro meeting with a discouraged team without getting super negative.

🎁 BONUS: Get my Retrospective Meeting Slides Template

What founders I’ve worked with say:

“Jake sees how to make a process better, playbooks every step of the way in crisp-clear steps, and scales it out to the operation at large.”Blaine Light, Co-Founder & COO at Qwick, Former Ops at Uber

"Working with Jake was brilliant. He helped me settle and gain confidence in my new role as COO from a technical background, as well as giving me helpful strategic advice on day-to-day operations." - Elias Benussi, Co-Founder & COO at Kouo (Techstars ‘22)

"Jake is by far one of the best advisors and mentors that I have worked with. His expertise in growing startups and tackling all of the intricate problems is invaluable.” - Tyler Morgan, Co-Founder & CEO of Upkid (Techstars ‘21)

"Jake’s marketplace expertise and practical advice have been important for an early stage company like ours to design and learn from experiments, find our product-market fit, and strategize marketing and growth. I appreciate a lot that I always take away clear action plans from our conversations." - Jen Liang, Co-Founder at Haulsale (Techstars ‘22)

You'll get access to:

  • Full Playbook in PDF format
  • Retrospective Meeting Slides Template in PowerPoint format
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Retrospective Meetings Playbook: Continuously Improve Process/Ops at Your Startup

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I want this!