
Meet the Executive Team

Founder & CEO
Charlie Drury
Charlie founded Win-Win in 2023 after recognizing a major opportunity: US companies were underutilizing the vast pool of talented Sales Developers working remotely in Latin America.
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With nearly ten years of experience in both B2B and B2C Sales Development, Charlie has built a strong track record of success. Before founding Win-Win, he served as the Sales Development Director for a New York City-based company generating $28M in ARR, where he played a key role in driving growth.

Director of Recruitment
Emily Frank
Emily is our dedicated Head of Recruitment, responsible for sourcing, recruiting, and onboarding top-tier SDRs at Win-Win.
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With over 7 years of experience in Human Resources for early-stage SaaS companies, Emily brings a wealth of knowledge to her role.
She is the architect behind our comprehensive onboarding program, designed to prepare new recruits with best-in-class practices for seamless placement and success in their roles.