Meet Our Attorneys

Dave Flanagan


Dave Flanagan of Flanagan & Associates has established himself as a multi-talented litigator who is capable of taking on any type of case and handling it with the utmost profenciency and expertise. Born and raised in Quincy, Massachusetts, he desires to give back to the town that helped him become who he is today. He has a strong concentration in criminal law but also handles clients with OUI charges, family and estate planning as well as personal injury claims. He graduated from the New England School of Law in 2003 and went on to pass the Massachusetts Bar Exam. While in law school, he was on the staff of the New England School of Law Journal on Criminal and Civil Confinement that helped him better understand the realistic aspects of law and how the courtroom truly affects individual's lives.

Mr. Flanagan did not immediately become a lawyer, but eventually realized it was where he belonged in the year 2003. Initially, he was a licensed private investigator where he was in charge of investigating insurance fraud claims for different insurance companies. In the year 1994, Mr. Flanagan began working as a private investigator for the Claims Bureau. He directed investigatory techniques, such as surveillance, to help insurance companies discover insurance fraud. In the year 1999, he began working for Liberty Mutual Insurance as an insurance adjuster and went on to open his own insurance claims investigation company.

Mr. Flanagan soon realized this was not his true passion and immediately after being admitted to the Massachusetts Bar in 2003, he founded Keegan & Flanagan, LLP. Today, Mr. Flanagan prides himself on offering the highest level of personalized attention and dedication to all of his clients. He is willing to go all the way for his clientele, even if that means going to trial in order to give them the greatest opportunity for freedom. His sole reason for pursuing law was to help people and he takes that dedication very seriously.

Client Testimonials:

Client in Norwood, MA:

"Thanks, Dave, you made a difficult process for me easy. I will tell all that I know the wonderful job you did."

Client in Stoughton, MA:

"Attorney Flanagan handled my case and got me a settlement that was much more than I thought I would get. He explained exactly how the insurance company works and he delivered results."

Client in Dedham, MA:

"I have dealt with many attorneys in my lifetime and no attorney was better prepared than Attorney Flanagan. He went out of his way to help me."

Ashly Eikelberg


Attorney Ashly Eikelberg graduated from the University of Tampa in 2007 with a Bachelor's Degree in Government and World Affairs. While he was enrolled at UT as an undergrad he was an active member of the greek life community helping to raise more than $25,000 for the non-profit charity YouthAids. After graduating from the University of Tampa Attorney Eikelberg received a graduate fellowship through the University of Central Florida partnered with the American Lung Association to study public health advocacy and policy analysis. In 2011 after the completion of his fellowship with the American Lung Association and UCF Attorney Eikelberg enrolled at the New England School of Law. Attorney Eikelberg graduated from NESL in 2014 having been an active member of the Federalist Society and building a successful real estate business. Attorney Eikelberg received Dean's List Distinction prior to graduation. Attorney Eikelberg is also a fierce advocate for low income individuals through the Volunteer Lawyer's Project, actively raises funds for the Shriner's Burn Hospital and sets aside time to teach Sunday School at St. Chrysostom's Episcopal Church in Quincy.

Get in Touch with Our Team Today

With any type of legal matter, the sooner you contact and retain an attorney the better your chances are of putting together a strong case. It is this fact that makes it imperative that you contact Dave Flanagan today to discuss your situation. He can listen to your story, gather details, advise you of your best course of action and see your situation through until it's conclusion. Do not got through that process alone and unguided. Call Flanagan and Associates today.