A. Chester.JPG

adlai chester

chief investment officer

Adlai Chester is the Chief Investment Officer for Mainstreet Health Investments responsible for Investments and Asset Management. 

Mr. Chester's career spans more than 15 years, with experience in finance, real estate, investments, development, and capital markets. Over the course of Mr. Chester's career, he has initiated billions in successful capital raises, lead numerous tactical acquisitions, and created billions of dollars in value through strategic divestitures.

Mr. Chester has established himself as a leader in the health care industry and has meaningful partnerships and relationships with operators and developers throughout the senior care industry. Prior to his position as CEO of Mainstreet Health Investments, he held the positions of CFO of Mainstreet Property Group and CFO of HealthLease Properties. In 2012, Mr. Chester was critical to the successful launch and IPO of HealthLease Properties. In the role of CFO, he grew HealthLease Properties from $250 million company to nearly $1 billion. In 2014, he orchestrated the multi-billion dollar sale and development capital deal with Welltower (NYSE:HCN). Mr. Chester's success helped earn the coveted title of CFO of the Year by Indianapolis Business Journal in 2014, and a spot on the 2015, 40 under 40 list by Indianapolis Business Journal.  Mr. Chester also currently serves as an Executive in Resident at Ball State University and is a co-founder of Ellipsis Real Estate Partners.