Bobby Ginsberg’s Journey of Success

As Chesapeake Contracting Group proudly celebrates 45 years in the construction industry, we wish to recognize the leader, CEO, and founder, Bobby Ginsberg, on his 45-year journey building Chesapeake Contracting Group into what it is today.

Born and raised in Baltimore, Bobby Ginsberg knew at a young age construction was his career path. After high school, Bobby attended the University of Maryland, completing five semesters before enrolling in the United States Air Force Reserve to serve in the 22^nd Medical Service Squadron at Andrews Air Force Base. He returned to college to finish his degree after completing his service. While on summer break, Bobby accepted a job with a small construction company, which pushed his degree aside a second time. Bobby remained at the company for 18 months, gaining valuable experience in estimating and project management, which sparked the beginning of his long and successful career.

Bobby returned to the University of Maryland to graduate in 1973.  Upon graduation, he returned to the construction field as a project manager and estimator where he remained for the next six years. Ready for something new, Bobby ventured out independently and opened Chesapeake Construction Company in 1979. He states, “I had an approach from the very beginning that I wasn’t going to fail, and I would do whatever it took to succeed.”

In 1980, Bobby received a call from an old friend and colleague, David Peper. David recommended Bobby for the Project Manager position at the Hunt Valley Mall project. The project had a $30 million budget ($100 million in today’s value) and an aggressive 13-month schedule. With little hesitation, Bobby accepted the challenge, bolstering his growing reputation and strong foothold in the Mid-Atlantic region.

David’s son Scott Peper now works at Chesapeake, which illustrates Bobby’s commitment to enduring relationships. Scott started with Chesapeake working summers while in high school 35 years ago; today he is a Senior Superintendent and a valuable member of the Chesapeake family. Scott is a prime example for many associates who found a home at Chesapeake.

Remarkably, the Hunt Valley Mall project came full circle two decades later when Greenberg Gibbons, a renowned East Coast Developer, entrusted Chesapeake Contracting Group with the mall’s 2000 demolition and revitalization.

Greenberg Gibbons, Mile One Automotive, Greenebaum Enterprises, and Klein Enterprises are a few of the loyal clients who have entrusted Chesapeake with their work over the past four decades.

Chesapeake continues to make a name for itself while growing its team, relationships, and reputation in the industry. In 1996, Frank Settleman joined the team as a Project Manager and rose to Vice President in 2003, and ultimately President in 2017, exemplifying the company’s commitment to growth. Bobby’s two sons followed their father’s footsteps into the industry.  Michael joined the company in 2000 and is now its Executive Vice President. David joined in 2006 and is now a Vice President. This strong group of leaders serve as the solid foundation and future for what is now known as Chesapeake Contracting Group.

Today, with over 140 dedicated professionals, Chesapeake is a strong living tribute to Bobby’s vision, resilience, and commitment to genuine relationships.