A Real-Time Look Inside a CPO’s First 30-60-90 Days | Maya Keekattil, CPO (Cin7)

If you built your product team from scratch today, what would it look like? How does it change in an AI world? Usually these answers are hypothetical. Our guest today is working hers out right now, three weeks into a new leadership role at a new company, in a new vertical.

Maya Keekattil had just started as Chief Product Officer at Cin7 when we recorded this, after nearly five years leading product for Smarsh's small and mid-market business. Cin7 is PE-backed, with a new leadership team and a board that wants results fast. Most leaders tell their first-90-days story years later, after the mistakes have been edited out. Maya is telling hers from the middle of it.

In this episode, Maya shares:

• Her 30-60-90 day playbook that actually started before day 1 at Cin7. To date, she’s done over 50 one-on-one meetings across the company and asks these 3 questions at every one.
• How she's organizing her product team around customer outcomes instead of product lines, and why she'd rather develop the team she inherited than hire around it
• And what to tell a board when its mandate and your customers point in different directions. Her focus is always based on 2 things: why do customers buy from you, and why do they leave?

Links

LinkedIn: https://www.linkedin.com/in/mayakeekattil/
Cin7: https://www.cin7.com/

Chapters

00:00 Introduction
00:38 Maya’s path from software engineer to chief product officer
01:42 Why the first 30 days are for listening and learning
04:20 Three questions to ask in every cross-functional one-on-one
06:08 Finding quick operational wins without breaking what works
09:12 When to shift from operational fixes to long-term strategy
13:52 Defining success by why customers buy and why they leave
19:28 How AI is reshaping product team structure around outcomes
24:20 Developing the team you inherited vs. hiring for talent gaps
26:21 Conclusion

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