The Achieve Podcast - Kimberley Raimondo (Brookwood Investment Group)

6 May 2026 · 18 min
18:15

In this episode of the Achieve Podcast, host Taylor Baker interviews Kimberley (Kim) Raimondo, CEO and founder of Brookwood Investment Group. Raimondo shares her journey from litigator to financial‑services entrepreneur, describing how she and her husband built Brookwood from a partnership into a firm that now supports over 75 advisors and 25 staff members. She attributes the firm’s 400% growth and 99% client and advisor retention to a people‑first "human alpha" philosophy that removes busy‑work and focuses on meaningful relationships. Raimondo introduces the concept of "coopetition," positioning Brookwood as a collaborative ecosystem that breaks industry silos and incubates ideas like a venture‑capital model. She discusses the industry’s shift toward consolidation and an integration model where Brookwood takes equity stakes in advisors to ensure continuity and succession. AI is a core strategic pillar: three in‑house technologists and external consultants develop automation, smart‑alpha portfolios, and data‑driven decision‑making, freeing staff for higher‑value work. The conversation covers Brookwood’s target advisors (entrepreneurial, legacy‑focused) and clients (complex needs, seeking stewardship), current growth opportunities in AI‑related investments, and future priorities such as expanding talent, increasing outreach, and deepening partnerships. Raimondo reflects on lessons learned, emphasizing the importance of appreciating successes, failing forward, and continuous evolution. Listeners are directed to Brookwood’s website and LinkedIn for further engagement.

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