Dillon Cunningham
VP of Sales
LeaseLock
Professional Bio
Hi, I’m Dillon — a proven sales professional with 15+ years of cross-functional experience spanning insurance, multifamily real estate, staffing, and PropTech/Insurtech. I specialize in helping owners and operators maximize NOI, minimize bad debt, and streamline leasing operations by integrating modern risk solutions into operational strategies.
My career began in property and casualty insurance, advanced through hands-on multifamily operations, and expanded into regional leadership at a publicly traded staffing company — giving me a uniquely well-rounded perspective on operational and financial performance.
Today at LeaseLock, I’m at the forefront of the industry’s transition away from traditional deposits, helping power deposit-free leasing for over 2 million residents nationwide. By replacing outdated deposit models with insurance-backed solutions, we’re making housing more affordable for renters while protecting owner portfolios at scale.
Grounded in faith, family, and service, I believe in building trust, leading with purpose, and consistently delivering impactful results.
FL Department of Financial Services License: W169404
My career began in property and casualty insurance, advanced through hands-on multifamily operations, and expanded into regional leadership at a publicly traded staffing company — giving me a uniquely well-rounded perspective on operational and financial performance.
Today at LeaseLock, I’m at the forefront of the industry’s transition away from traditional deposits, helping power deposit-free leasing for over 2 million residents nationwide. By replacing outdated deposit models with insurance-backed solutions, we’re making housing more affordable for renters while protecting owner portfolios at scale.
Grounded in faith, family, and service, I believe in building trust, leading with purpose, and consistently delivering impactful results.
FL Department of Financial Services License: W169404