Biography
Area of Focus
Robert Maitland is a Senior Associate with King Law Offices, bringing more than two decades of legal experience to clients in the Triangle area. His practice spans business law, family law, mediation services, estate planning, and legacy law, reflecting a consistent focus on practical problem-solving and client-centered representation. He also serves as President of the Orange County Bar Association.
Professional Background
Robert Maitland brings more than two decades of legal experience to King Law Offices, joining the firm after serving 23 years as Founder and Managing Partner of Maitland & Stiffler Law Firm, PLLC in Chapel Hill, North Carolina. Rob earned his law degree from the University of North Carolina at Chapel Hill. Before that, he completed his undergraduate studies at the University of California, Los Angeles, where he was honored as a UCLA Alumni Scholar. After law school, Rob practiced in Florida for several years, gaining early courtroom and advisory experience that shaped his approach as a counselor and advocate.
In 2002, Rob returned to Chapel Hill to become General Counsel and Director of Placement Services for the Visiting International Faculty Program (VIF), the nation’s leading cultural exchange program for international educators. In that role, he advised on immigration, employment, compliance, and program development while supporting teachers from around the world as they worked in U.S. schools. That same year, he founded Maitland & Stiffler Law Firm, building a practice grounded in attentive service, clear communication, and long-term client relationships.
Before entering the legal profession, Rob established a strong foundation in business and financial services. From 1987 to 1994, he held leadership roles in the banking industry, serving as Vice President and Director of New Business Development at Citibank-FL and later as Vice President and Regional Manager at Great Western Bank, now part of JPMorgan Chase Bank. His business background continues to inform his legal work, giving him a pragmatic understanding of organizational operations, financial strategy, and risk management. Rob has served as President of the Orange County Bar Association and contributed to the UNC School of Law Alumni Association Advancement Committee, among other professional engagements throughout his career in the Triangle.
Community and Personal Life
Beyond his legal and community work, Rob has developed a long-standing interest in curling. He currently serves as President of the Rotary International Curling Fellowship and is representing the United States in the Rotary Curling World Championships in Scotland, an opportunity that blends athletic competition, international friendship, and his deep ties to Rotary. Rob is married to his wife, Alden, and is the proud father of five children: Katie, Robby, Alden, Anna B, and Bowen. He values time with his family and remains deeply connected to Chapel Hill and the broader Triangle area.
