Chessa serves as the General Manager of KALEO Real Estate Company, where she plays a critical role in overseeing compliance, risk mitigation, and marketing strategies that support the brokerage’s growth. As the logistics mastermind, Chessa works closely with Broker/Owner James Baiseri to ensure that the company maintains strict adherence to industry regulations while minimizing risks associated with transactions and day-to-day operations.
In addition to managing compliance, Chessa is dedicated to developing and implementing marketing strategies that elevate the KALEO brand. She leverages her expertise in data analysis, drawing from her degree in Mathematics and Economics from the University of California, San Diego, to provide actionable insights that drive the company’s success. She ensures KALEO’s listings stand out with professional photos, drone videos, virtual tours, and staging, enhancing the company’s marketing presence and visibility.
Chessa actively trains, educates, and coaches agents at KALEO Real Estate with a pragmatic and results-oriented perspective.
Chessa is also an active leader within the real estate industry. She has served as a State Director for the California Association of REALTORS (C.A.R.) since 2023. In 2022, Chessa and James presented at the C.A.R. Reimagine conference on KALEO’s proprietary coaching program Core 4. Since then, Chessa routinely speaks at Citrus Valley Association of REALTORS on agent coaching and goal-setting. Additionally, Chessa is a member of the Citrus College Real Estate Advisory Committee, where she contributes to shaping the future of real estate education in Glendora.
With her experience in overseeing operations and her strategic focus on mitigating risk, Chessa plays an essential role in KALEO’s continued growth and success, helping the brokerage expand its footprint and solidify its reputation as a leading real estate company. Outside of work, Chessa is an avid runner and enjoys exploring new places with her husband.

