Executive Assistant

Executive Assistant to a Top Luxury Real Estate AdvisorWestport, Connecticut (In-Person)Full-Time | $65,000-$75,000 Depending on Experience + Performance BonusTo apply, send your résumé and a short note (250-300 words) on why this role excites you to Jason@cindyraney.com with the subject line: Executive Assistant Application - [Your Name]About the OpportunityCindy Raney & Team is one of Connecticut’s top luxury real estate advisory practices - a high-performance, client-focused team redefining the real estate experience.We’re searching for a Executive Assistant to partner directly with Cindy Raney, one of the most accomplished real estate advisors in the country. This is not a traditional assistant role - it’s a chance to operate at the heart of a fast-moving, nationally recognized brand.If you’re smart, organized, tech-savvy, and driven by excellence, this is a front-row seat to learn how a top-producing real estate business runs - from leadership strategy to client experience execution.What You’ll DoManage Cindy’s priorities, calendar, and meetings with precision.Attend client and internal meetings, take notes, and drive follow-through.Anticipate needs and solve problems proactively.Oversee communications and maintain key systems (Follow Up Boss, Outlook).Prepare materials for client appointments and strategic initiatives.Coordinate projects across marketing, operations, and client service.Explore technology and AI tools to improve efficiency and client experience.Who You AreHigh-energy, curious, and resourceful.Organized and detail oriented.Tech-confident. You love discovering better ways to work.Collaborative. You understand that great teams outperform great individuals.Professional and polished. You’re comfortable engaging with high-net-worth clients.Motivated by growth. You want to build something meaningful and learn from the best.Why This Role Is ExceptionalDirect mentorship from one of the country’s top real estate advisors.Learn how a luxury real estate business operates at scale.Work inside a collaborative, values-driven culture.Competitive compensation with performance-based bonuses.The experience and exposure to fast-track your career in real estate, business, or leadership.Bachelor’s degree required. Applicants must be authorized to work in the United States; sponsorship is not available.To apply, send your résumé and a short note (250-300 words) on why this role excites you to Jason@cindyraney.com with the subject line: Executive Assistant Application - [Your Name]About Cindy Raney & TeamBased in Westport, CT, Cindy Raney & Team represents Fairfield County’s most exceptional properties. We operate more like a private advisory firm than a brokerage - built on trust, intelligence, and shared success. Our motto: we win together, or not at all.