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Early & Growth Stage Startup Founder Recruiting Insights

Bearhug Recruiting Places Chief Product Officer at ServiceUp — A Case Study in Executive Search, Founder–Board Alignment, and Scaling Product Leadership in a Fragmented $200B+ Market.
Hiring & Firing Kraig Ward Hiring & Firing Kraig Ward

Bearhug Recruiting Places Chief Product Officer at ServiceUp — A Case Study in Executive Search, Founder–Board Alignment, and Scaling Product Leadership in a Fragmented $200B+ Market.

ServiceUp just closed its Series B and needed a CPO fast. With ~75% of the next growth phase hinging on product leadership, waiting wasn’t an option. The 60+ person team, spread across four countries, was scaling into one of the most fragmented, operationally heavy markets in tech. The mandate: land a head-turning leader who could expand TAM, own the transaction flow, and up-level the org ahead of adding a future CTO. In this post, we break down how Bearhug Recruiting partnered with ServiceUp’s CEO Brett Carlson and PeakSpan Capital’s Jack Freeman to run a 90-day sprint, how we found the right leader outside the expected lane, and why Amit Shrivastava’s track record in scaling AI-powered marketplaces made him the perfect fit to drive the next chapter.

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