S2E9 - Micro-edition | The First 90 Days Frameworks on 1:1, Product and Strategy Evaluation


The first 90 days as a new PM newsletter was one of our most popular. But one trusted reader reached out to me and mentioned that while this was great advice, she was looking for more specific guidelines or even examples. So what would be some questions to ask in your one on ones or ways to evaluate the product or competition. Well here are some answers do those questions

As always we appreciate you sharing this newsletter if you think it could help a peer of yours improve their product skillset.

Photo by Ricky Kharawala on Unsplash


Q: In the first 30 days you mentioned it’s important to meet with each team members and ask them a set of questions? What questions should I ask?

Before we get to the questions, let’s talk approach. As Michael Watkins author of the First 90 Days suggest, we want to adopt a systematic approach. Simply put, you want to ask the same set of questions to each team member. This will allow you to identify divergent and convergent views. Ok on to the set of questions

  1. What are the biggest challenges the organization is facing?
  2. What are the biggest challenges this team is facing?
  3. Why is the organization / team facing these challenges?
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