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HR Tech Veteran Kristy McCann Flynn Joins Relate as Co-Founder

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HR Tech Veteran Kristy McCann Flynn Joins Relate as Co-Founder

Lexington, Mass. – September 15, 2026 -- Relate, an AI relationship intelligence platform, has named Kristy McCann Flynn as Co-Founder, adding a 25-year HR technology operator to its leadership team as the company scales its customer base and product roadmap.

McCann Flynn brings a $15 million fundraising track record from prior venture

McCann Flynn previously co-founded and served as CEO of SkillCycle, where she raised more than $15 million and guided the company to multiple years of Inc 5000 growth recognition. Her prior senior HR and transformation roles span Pearson, Constant Contact, MoneyLion, Richemont, and Western Asset Management.

New co-founder will steer fundraising, partnerships, and enterprise product strategy

In her role, McCann Flynn will work alongside Relate's founding team on customer growth, strategic partnerships, fundraising, and product strategy, while channeling feedback from HR leaders and enterprise buyers into the company's development plans.

"Relate has everything I look for in a company: the people, the potential, the product, the passion, and a genuinely huge problem worth solving," McCann Flynn said, adding that the platform can turn daily conversations into continuous development and stronger relationships at scale.

Relate expands beyond transcripts with new Vocal Intelligence analysis tool

The appointment follows Relate's recognition by G2 as a Best New Software Product for 2026 and the recent launch of Vocal Intelligence, a feature that extends the platform's analysis beyond transcripts to include tone, energy, pace, humor, and conversational dynamics.

Tom Keenan, Co-Founder of Relate, said McCann Flynn combines founder, operator, buyer, and evangelist experience, calling her understanding of enterprise trust-building critical to the company's next phase.

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