About
Caitlyn A. DeGennaro is an associate with Hassett & Donnelly in Hartford whose practice focuses on premises liability, transportation liability, construction litigation, hospitality and liquor liability, and insurance coverage matters. She handles complex disputes involving significant property loss, catastrophic injury, and wrongful death. Her insurance work includes declaratory judgment actions, formal coverage opinions, and defense of insurers in first-party and bad faith claims, giving her experience with litigation and coverage analysis across several liability settings.
DeGennaro earned her J.D., magna cum laude, from Elisabeth Haub School of Law at Pace University. She served as Case Note and Comment Editor for the university’s law review. She earned her B.A., magna cum laude, from Iona College, where the current firm profile identifies her studies in Political Science and History and notes that she received the Departmental Award for English. Her academic record reflects substantial legal writing and research experience before entering practice.
DeGennaro has handled matters involving premises liability, transportation liability, construction litigation, hospitality and liquor liability, and insurance coverage. Her profile specifically notes experience with high-profile claims involving major property loss, catastrophic injury, and wrongful death. She regularly works on complex coverage disputes, including actions seeking judicial declarations of coverage and formal written coverage analyses. Her experience also includes defending insurers against first-party and bad faith allegations, connecting her litigation practice with detailed insurance-policy analysis.
Caitlyn A. DeGennaro is admitted in Connecticut, New York, and the US District Court for the District of Connecticut. Her current firm profile lists her as an associate and confirms Hartford and Stamford contact locations. The profile reflects a practice grounded in insurance coverage and civil defense litigation, with work spanning liability claims, construction matters, transportation cases, hospitality-related disputes, and coverage questions that require careful evaluation of facts, policies, and litigation positions.
Law Office Affiliations
- Attorney, Hassett & Donnelly P.C.
- Member, Connecticut Bar Association
- Member, New York State Bar Association
Licensed State
- Connecticut
- New York
Education
- Elisabeth Haub School of Law at Pace University
Juris Doctor (JD) - Iona College
Bachelor of Arts (BA) in Political Science and History
Awards & Badges


- Insurance Claims
- Litigation
- Slip & Fall Accidents
- Wrongful Death
- Construction & Development





