Career foundation
More than 20 years in complex litigation at the trial and appellate levels. Started at Georgetown Law School and two years working for trial and appellate judges in Washington, D.C. and the federal Eighth Circuit Court of Appeals.
I handle a small number of substantial medical-negligence cases at a time, and I do all the work on each one personally — the investigation, the strategy, the legal writing, the depositions, the trial work. None of it gets handed off to a junior lawyer or a paralegal. That fits cases that need senior-attorney judgment from start to finish.
More than 20 years in complex litigation at the trial and appellate levels. Started at Georgetown Law School and two years working for trial and appellate judges in Washington, D.C. and the federal Eighth Circuit Court of Appeals.
Eight years at Boies, Schiller & Flexner in New York, a major commercial litigation firm. Five years with a plaintiff-side insurance bad-faith firm. Five years with a leading medical malpractice firm, where he served as managing partner. Then built this solo practice.
Author of Lawyers, Judges & Semi-Rational Beasts (2020), a book on persuasion, judgment, and legal decision-making. Co-taught a medical malpractice masterclass in 2023 with Lloyd Bell. Also published articles and appeared on legal podcasts discussing persuasion, trial strategy, and case analysis.
The practice is structured for a small number of substantial matters at a time, so the strategy, analysis, and written work are handled entirely by me.
Built to handle thousands of routine cases at a time, with much of the day-to-day work done by support staff or junior associates. The model fits routine matters.
Firms like Boies, Schiller & Flexner are built for massive cases that require many lawyers working in parallel. The lead partner serves partly as strategist and manager; the research, drafting, and case development are spread across the team.
Smaller firms often follow the same pattern in miniature — junior lawyers or paralegals handle most of the case work, with the lead lawyer stepping in at major moments such as settlement conferences, hearings, or trial. The structure lets that lawyer carry many more cases.
I take a small number of substantial matters at a time, and I do all the work on each one myself — the strategy, the analysis, the writing, the depositions, the trial. That structure suits cases that need close lawyer attention and careful thought from beginning to end. It is not suited to matters that need large internal teams, or to small routine ones.
A small caseload means I sometimes have to decline cases I would like to take. It also means that, while I run a solo practice, I'm not isolated — I keep a small network of experienced attorneys to bounce ideas off and pressure-test thinking.
Mauricio Gonzalez, Senior Regulatory Counsel, GE Capital.
“an elite legal writer and formidable trial advocate”
Lloyd Bell, member of the Inner Circle of Advocates.
“a high level of skill in a wide variety of settings”
Robert J. Dwyer, Partner, Boies Schiller Flexner LLP.
Patricia W., client.
“He spent many hours researching the details of our case and I felt a genuine and personal interest from him in obtaining the truth.”
Janet L., client.
“If you’re looking for an attorney who is knowledgeable, patient, and empathetic, attorney Dan is your guy.”
Henry S., client.
Dr. Peter Mowschenson, surgeon, Harvard Medical School & Beth Israel Deaconess Medical Center.
“As an expert witness, I have worked with approximately 35 attorneys on both sides. I have found Dan Holloway to be extraordinarily diligent in ascertaining all the facts and stating them honestly. His integrity is above reproach and he truly cares about his clients.”
Alan Markowitz, MHA, Ph.D., FACHE.
“As an expert witness, I have been retained by several dozen attorneys. Holloway’s intelligence, diligence, and thoroughness were immediately apparent. He listened attentively, asked insightful questions, and built a compelling case. He is a standout attorney.”
Dr. Howard Steinman, Mohs Surgeon and Dermatologic Surgeon.
The core of the practice: negligent care, diagnostic error, treatment delay, surgical harm, and institutional breakdowns that require close factual and legal review.
View medical malpractice pageSelect insurance bad-faith matters, business and contract disputes, and other serious litigation within scope when the case fits a practice centered on medical malpractice.
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