“You don’t get better by not trying to be better.” – Vasco Duarte (channeling Olaitan’s own discipline)
For Olaitan, success as a Scrum Master comes down to two things—team effectiveness and team health—and he refuses to guess at either. Twice a year, in what he calls his winter and summer cycles, he runs a structured team health check survey to capture how confident people feel, whether they hold each other accountable, and whether psychological safety is real or theatrical.
Between those checkpoints, he runs constant one-on-ones—and not just with developers. QAs, designers, the PO. Everyone gets the conversation. He pulls outside-in feedback from customers and partner teams too, because effectiveness measured only from the inside is fiction.
“I love data. Maybe it’s my background in mathematics. I love looking at patterns, comparing things.” The work is real, the load is real—but for Olaitan, refusing to do it is the same as refusing to grow.
Self-reflection Question: If you had to prove to yourself today that your team is genuinely effective and healthy, what data would you actually have—and what would you only be guessing at?
Featured Retrospective Format for the Week: Start / Stop / Continue (and a twist Vasco offers Olaitan)
Olaitan’s go-to is the simple Start / Stop / Continue format—the easiest way he’s found to get even quiet developers to engage, especially at the start of a new iteration. Vasco offers him a twist mid-episode: what if you only used one of the three? When the team is overwhelmed, run a Stop-only retro. When a release just shipped and energy is high, run a Start-only retro.
Breaking the format pattern creates a small spark of “wait, why is this different today?”—which is often exactly the energy a tired team needs. Olaitan also shares a second favorite: the Friction vs. Drivers (or Fuel) format—mapping what’s slowing the team down on one side and what’s actively energizing them on the other. The two sides of the same coin, made visible.
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About Olaitan Fashanu
Olaitan Fashanu is a customer-focused professional with expertise in product management, technology, and coaching. He drives digital and agile transformation, builds collaborative cross-functional teams, and delivers high-quality products across markets. Curious and strategic, he explores AI and data intelligence while balancing technical depth, business goals, culture, structure, and long-term vision.
You can link with Olaitan Fashanu on LinkedIn.
