In Depth
What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Head of Global Product at Stripe)
Mar 6, 2025
Eeke de Milliano, Head of Global Product at Stripe, shares her vast experience from roles at Retool and Constellate. She discusses the daunting challenges of executive hiring, pinpointing red flags and key qualities to look for in candidates. Eeke emphasizes the importance of aligning a new leader's vision with company values and offers practical advice for successful hiring. She also explores how introspection and understanding one's strengths can streamline the process, alongside valuable lessons learned from transitions between startups and established companies.
59:59
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Quick takeaways
- Successful executive hiring starts with understanding the organization's specific leadership needs and introspective clarity on values.
- Choosing between internal promotions and external candidates requires assessing domain knowledge, cultural fit, and the adaptation potential of hires.
Deep dives
The Importance of Introspection in Hiring
To improve executive hiring, organizations must prioritize introspection before candidate sourcing. Failure often stems from jumping straight into the hiring process without understanding the specific leadership needs of the company. Leaders should clarify their values and what the team requires at that moment, making introspective work essential for successful recruitment. This foundational step ensures that when candidates are evaluated, they align with the desired future vision of the company.
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