Bobby Heald

Bobby Heald joined Rockport Mortgage Corporation in 2026 as an Originator.

Prior to joining Rockport Mortgage, Bobby served as an Infantry Officer in the United States Army, where he led teams in high-pressure operational environments and managed complex training and logistical operations. During his military career, he held multiple leadership positions overseeing personnel, operations, and multimillion-dollar equipment accountability.

Bobby graduated from the United States Military Academy at West Point with a Bachelor of Science in Business Management, where he was also a Division I wrestler and team captain for Army West Point Wrestling. He is currently pursuing his MBA through the F.W. Olin Graduate School of Business at Babson College.

Bobby lives in Beverly, Massachusetts with his wife Rachel and their son, William.