Meet Drew Monroe, the heart behind the operations at Evertree. Drew is not just Evertree's President; he’s a pioneer, tirelessly working to weave embedded insurance solutions into the fabric of our offerings. Drew stands out for his ability to innovate and refine processes and systems, crafting a roadmap to new business avenues with unmatched expertise and creativity.

Before Drew’s Evertree chapter began, he was the entrepreneurial spirit fueling Prosper Insurance. As its founder and President, Drew nurtured the Virginia Beach-based agency from its inception to a powerhouse team of over 100, branching out into various states, until its integration with Evertree in 2023. His insight and leadership continue to resonate across the industry as he serves on the advisory boards of several leading national insurance providers.

But Drew’s story extends beyond the corridors of corporate success. A true entrepreneur with a heart for service, he’s deeply committed to enriching his local community through various charitable efforts. A proud and lifelong Virginia Beach resident, Drew’s contributions haven’t gone unnoticed; his recognition as one of Virginia Beach’s 40 Under 40 and leading an agency celebrated as one of Virginia Business’ Best Places to Work for five consecutive years speak volumes of his impact.

Away from the hustle, Drew finds joy on the golf course and cherishes every moment of travel and adventure with his two daughters. Drew’s journey reflects a blend of professional brilliance and a deeply rooted commitment to giving back, embodying the very essence of leadership with a purpose.