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Checkr's CEO was specifically looking for a data-driven, operational leader to build a multi-segment sales motion. Lindsey Scrase's skills were a direct match for this need, creating a "product-market fit" for the hire that ensured success beyond just a general culture fit.

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Most founders hire senior talent by looking for a lack of weakness. A better approach is to first define the single most critical superpower the role requires. Then, search for a candidate who is a superstar at that one thing, even if they have deficiencies elsewhere.

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Bringing in a professional CEO to replace a founder can succeed only if the company has already achieved product-market fit. If PMF is still elusive, hiring an operator to find it is a fatal mistake. The unique, entrepreneurial act of discovering PMF belongs to the founder.

When building its first commercial team, Ionis CEO Brett Monia, a scientist, prioritized hiring experienced leaders who also appreciated the company's deep-rooted scientific culture. This focus on cultural alignment was critical to successfully integrating the new commercial function into the R&D-centric organization.

Executives from large companies often fail at startups. Lindsey Scrase succeeded in her move from Google to Checkr because her experience at Google Cloud was akin to a resource-constrained startup, building from scratch without established systems like Rev Ops or enablement.

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