The Achieve Podcast

Kimberley Raimondo (Brookwood Investment Group)


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In this episode, host Taylor Baker sits down with Kimberley Raimondo, CEO and founder of Brookwood Investment Group, to talk about what it really takes to build a business rooted in relationships, trust, and long-term thinking in the financial services industry.


What You’ll Learn:

  • Why focusing on relationships over transactions leads to stronger, more sustainable growth
  • How taking operational pressure off advisors allows them to do their best, most meaningful work
  • What “co-opetition” looks like in practice and why collaboration can outperform competition
  • How the industry is moving beyond traditional aggregator models toward true partnership structures
  • Why succession and continuity planning are often overlooked, but critically important
  • Where AI fits into the business—and why it should support, not replace, human connection
  • How learning through mistakes can actually accelerate progress when approached the right way
  • Why it’s important to occasionally slow down and acknowledge how far you’ve come

At its core, this conversation is about building something that lasts. Kimberley Raimondo shares a perspective grounded in people—how you support them, partner with them, and grow alongside them. It’s a reminder that while tools, technology, and strategies will continue to evolve, the foundation of any successful business is still trust, alignment, and a shared vision for the future.


To learn more about Kimberley Raimondo and her work, visit brookwoodinvestmentgroup.com.

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The Achieve PodcastBy Achieve CMO