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Robert N. Maitland

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Rob Maitland is the former President of the Orange County Bar Association and the Founding Partner of Maitland and Stiffler Law Firm, PLLC. Rob is proud to be a Tar Heel, having received his law degree from the University of North Carolina at Chapel Hill, after conducting his undergraduate studies at the University of California, Los Angeles, as a UCLA Alumni Scholar.

Rob is that rare attorney who not only has legal knowledge, but also personal experience in business, banking and entrepreneurial roles. Although known as a tough negotiator and litigator for his clients, Rob's special quality is his ability to see the big picture and then draw from his background to be a Deal Maker rather than a Deal Breaker. Rob routinely fashions innovative solutions for his clients after consulting on personal, business and litigation matters. You can hear some of Rob's weekly radio tips at

Rob Maitland has successfully closed thousands of real estate transactions and welcomed countless new people to Chapel Hill, Durham, Raleigh and the Triangle area. He has helped them start new businesses, negotiate contracts and leases, buy or sell homes, and fight for their rights in court. Rob has a reputation in the Triangle as a leader in the legal community and an exceptional attorney and businessman. UNC Tar Heel football fans also recognize Rob from his pre-game broadcasts as a radio sports personality.

Rob practices in the areas of Residential and Commercial Real Estate, Business and Entrepreneurial law, Civil Litigation, Probate Litigation and Elder Law. Rob was recently honored by admission into the United States Supreme Court Bar. He is married to his wife Alden and has five children, Katie, Robby, Alden, Anna B, and Bowen. Rob hopes you will grant him the privilege and opportunity to serve as your attorney.


  • University of North Carolina School of Law, Chapel Hill, North Carolina
    • J.D. - 1997
  • University of California, Los Angeles, California
    • B.A. - 1984

Past Positions

  • Visiting International Faculty Program, General Counsel, 2001 to 2002
  • McCarthy, Summers, et al, Associate, 1997 to 2001
  • Citibank, Vice President, 1993 to 1994
  • Great Western Bank, Vice President/Regional Manager, 1987 to 1993

Fraternities or Sororities

  • Phi Eta Sigma
  • Theta Xi

Professional Associations

  • Orange County Bar Association, Former President
  • The United States Supreme Court Bar, Member
  • Admitted and Argued before the United States Court of Appeals for the Fourth Circuit
  • Admitted to the United States District Court for the Middle District of North Carolina
  • Admitted to the United States District Court for the Eastern District of North Carolina
  • North Carolina Bar Association, Member
  • American Bar Association, Member
  • The Florida Bar, Member
  • East Chapel Hill Rotary Club, Former President
  • Chapel Hill Public Library Foundation, Former President
  • American Immigration Lawyers, Member
  • North Carolina Academy of Trial Lawyers, Member
  • American Association for Justice, Member
  • Orange County Rape Crisis Center, Past Board of Directors
  • Volunteers for Youth, Past Board of Directors

Current Employment Position

  • Founding Partner

Practice Areas

  • Commercial Real Estate
  • Residential Real Estate
  • Business Law
  • Civil Litigation
  • Commercial Litigation
  • Entrepreneurial Law
  • Family Law
  • Child Custody/Support
  • Banking
  • Collections
  • Foreclosures
  • Visas
  • Divorce
  • Personal Injury
  • Dental Law
  • Criminal and Traffic Law

Bar Admissions

  • North Carolina, 2002
  • Florida, 1997
  • U.S. District Court Middle District of North Carolina
  • U.S. Supreme Court


  • Prevailing Counsel for Plaintiffs-Appelles in SunTrust Bank, N.A. v. Macky (In re McCormick), 669 F.3d 177 (4th Cir. 2012)- Named “One of the top ten most important real estate cases in North Carolina for 2011”
  • Elected twice as President of the Orange County Bar Association
  • NC Journal of International Law and Commercial Regulation, Member, 1995 to 1996
  • Recipient, Robert Dearborn Memorial Law Scholarship, UNC Law
  • UCLA Alumni Scholar- 4 year Academic Scholarship