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The Next Generation: 2010 into the Future

The Next Generation: 2010 into the Future

The Orlando Family poses in front of Faneuil Hall in Boston, marking Joseph M. Orlando, Jr.’s admission to the Bar of the Commonwealth of Massachusetts.
(L-R) Joseph M. Orlando, Amanda(Orlando)Kesterson, Joseph M. Orlando, Jr., Lisa(Orlando)Bourassa, Connie Orlando

Orlando & Associates is moving strongly into the future with the continuation of its family business. The firm’s employees include Attorney Orlando’s wife, Concetta(Russo) Orlando, as bookkeeper, and oldest daughter, Amanda (Orlando) Kesterson, as office manager.


Attorneys Orlando and Orlando, Jr., on the front steps of the Orlando & Associates building.

Ensuring that the firm will continue long into the future is Joseph M. Orlando, Jr., Esq., who, in 2010, graduated from Massachusetts School of Law and joined Orlando & Associates as an associate attorney. In 2018, he was promoted to Partner. Following a storied career as a college baseball player at Endicott College, where he was named All Conference player, and invited to tryouts with the Atlanta Braves and Cleveland Indian organizations, he was spotlighted for his achievements:

Orlando’s Baseball odyssey proved fruitful
Salem Evening News, June 12, 2007

Orlando, Jr. decided to follow in his father’s footsteps, ultimately passing the bar exams in Connecticut(2010) and Massachusetts(2011) and officially joining the firm.

Son Joins Orlando Law Firm, Gloucester Daily Times
Gloucester Daily Times, September 19, 2011

With the future of the firm assured, as Orlando & Associates has done for over thirty years, it has continued to succeed for its clients:

Victim of Local Dentist Gets over $100,000

O&A Garners $100,000 for Victim of MVA

Judge Puts Wrongful Fishing Death Suit on Fast Track
Gloucester Daily Times, June 7, 2012

Victim’s Family Sues UPS Over Crash

Gloucester Daily Times, July 9, 2012

Lawyer Crash Report Blaming Dead Biker ‘Absurd’
Gloucester Daily Times, December 10, 2012

New Suit Filed in Essex Avenue Fatality
Gloucester Daily Times, January 17, 2013

Jury Rules in Favor of Former Boston Courant Exec.
Boston Herald, January 30, 2013

GPD Pins Essex Ave. Fatality on Truck
Gloucester Daily Times, April 16, 2013

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