Each month we'll introduce you to a member of the Affiliated Monitors team.
Learn more about AMI through the expertise, experience and outside interests of our employees.

Jesse Caplan

Jesse Caplan is AMI’s Managing Director of Corporate Oversight and joined the company in April, 2018.

Jesse received his undergraduate BA from Colgate University; Law Degree from The Washington College of Law at American University

In which of AMI's service areas have you worked? What are some of your most interesting cases?

I focus primarily on monitoring settlements and assessing compliance programs involving healthcare organizations, like hospital systems, addiction treatment facilities, health insurers, and ancillary medical providers. I also have expertise in antitrust, and focus (along with Dionne Lomax) on conditions imposed as a result of antitrust settlements.

What aspect(s) of AMI's work are you personally most passionate about, and why?

Having been a practicing attorney for 30 years on the enforcement side, regulatory side, and defense side, I find particular satisfaction at AMI where I get to employ all my experience, expertise, and the different perspectives to assist organizations in becoming better corporate citizens and stronger competitors. While our mission is helping organizations achieve integrity through compliance, I also believe that organizations achieve sustainable financial success through integrity and compliance.

In what ways does your personal expertise complement our services?

I’ve been fortunate to serve as a lawyer in so many areas of practice and on all sides of different complex issues — government enforcement, regulatory, defending companies, and serving as the general counsel for large organizations. I’ve also worked in different environments and geographies, including serving as the Attorney General of a small foreign country. These varied experiences, and the different people I worked with and learned from, provide me very valuable perspectives of the multiple stakeholders involved in any given issue and in particular the goals and challenges in navigating a complex settlement agreement. What we do is not a “check the box” exercise, and I hope and believe that my experience and judgment can help companies be more successful and better places to work.

Based on your experiences, what would you like prospective clients to know about AMI?

AMI’s professionals are not only some of the most experienced and highly respected experts in their fields, but are also wonderful people with sterling reputations for character and integrity. When we are engaged in a matter, because of the trust that enforcement agencies and regulators have in our judgment, we can often serve as the bridge between a company and the government that helps all sides successfully navigate conditions and ultimately results in a stronger company and stronger relationship with the company’s regulators.

What we do is not a “check the box” exercise, and I hope and believe that my experience and judgment can help companies be more successful and better places to work.

Do you teach and/or conduct seminars, speak at conferences, or serve on boards?

I do speak at conferences and webinars from time to time, and I have taught Antitrust Law at a Boston based law school. I currently serve on the board of my synagogue, and have served on the boards of educational and social service organizations. I have also enjoyed volunteering, including an organization assisting the homeless.

What interests do you have outside of work?

Before the COVID pandemic (and hopefully after) my wife and I liked to travel. Some of the more exotic places we’ve been to as a family (with my twin daughters) include Albania, Morocco, South Africa, Israel, Turkey and Bali. We also lived for 18-months in the Republic of Palau — a small island nation in the western Pacific — where I served as the Attorney General. As a kid, my family lived in Tanzania for 2 years. My favorite hobby is fly fishing for trout (mostly catch and release, when I actually catch something!)

Jesse fly fishing for trout in the Blue Ridge Mountains of North Carolina.