Derek John Rolo

For Derek Rolo, practicing law has always been about more than legal arguments — it’s about helping people find stability in difficult times. The founder of Rolo Personal Injury Lawyers in Middletown, NY, Derek, brings years of experience and a deep commitment to his clients. Raised in the Hudson Valley, Derek has always been connected to the communities he serves. He graduated with honors from SUNY in Cortland and went on to earn his law degree at Villanova University School of Law. His academic background gave him the tools to succeed, while his upbringing instilled in him a strong work ethic and a desire to serve others. Derek began his legal career in private practice, working on personal injury and estate planning cases at Rogers McCarron & Habas, P.C. He then entered the public sector as an Assistant County Attorney for Orange County, where he defended the county in personal injury and commercial litigation lawsuits. This role sharpened his ability to anticipate the strategies of opposing counsel and strengthened his trial skills. He later served as a Principal Attorney for the New York Power Authority, where he managed complex litigation and provided counsel on significant matters affecting the state. This combination of private and public experience set the stage for Derek to launch his own firm. At Rolo Personal Injury Lawyers, Derek focuses on personal injury law, guiding clients through the legal process after accidents, such as car accidents, motorcycle accidents, premises liability, and nursing home abuse cases. His practice is built on personalized attention and a commitment to achieving meaningful results. Clients appreciate his ability to break down complex legal issues into trustworthy advice. Today, Derek is a Middletown personal injury attorney who continues to serve clients with the same values he’s carried throughout his career: dedication, professionalism, and compassion.