After graduating from Harvard University with a degree in English & American Literature in Language, Brother attended law school at the T.C. Williams School of Law and graduated first in his class. He was named Allen Chair Editor of the University of Richmond Law Review and received multiple awards and medals upon graduation for his academic achievements.

Brother is a member of the Bar and qualified to practice in Virginia, North Carolina, South Carolina, and Florida. The focus of his practice is severe personal injury cases, and he has secured multi-million dollar verdicts in several states.

Brother is also a member of the Maritime Law Association and has been designated Proctor in Admiralty in recognition of his expertise in representing injured seamen and others with maritime injuries. 

Brother also has held the following positions: Adjunct Professor of Admiralty and Maritime Law, T. C. Williams School of Law, University of Richmond, Fall 2002; Chairman, American Trial Lawyers of America (ATLA), Admiralty and Maritime Law Section, 2003-2004; Alumni Board of Directors, Norfolk Academy; Law School Alumni Association Board of Directors, T. C. Williams School of Law, University of Richmond.

Each year Brother and the Rutter Mills law firm is recognized as being the best in the business. In 2024, he will again be on the list of Best Lawyers, ranked by . In 2023, Brother was named to Coastal VA Business's "Top Lawyers" list. He's been recognized as a top lawyer by Super Lawyers. US News has named Rutter Mills one of the country's top injury law firms for 8 years in a row.