Our Attorneys

James A. Wingfield


UpRight Law (888) 708-0876

1102 Pleasant Street
Suite 828
Worcester, MA 01602

Learn if You Qualify for Bankruptcy Protection


James Wingfield graduated from Northeastern University School of Law with a Juris Doctor degree and the University of Massachusetts with a Bachelor of Arts degree.

While in law school Mr. Wingfield held several internships including work as a judicial intern with the Honorable Joseph L. Tauro of United States District Court for the District of Massachusetts;  a small litigation and business law firm; with the legal department of a Fortune 500 Corporation; and as a student prosecutor with the Middlesex County District Attorney’s Office.  This varied background prepared Mr. Wingfield for the variety of legal challenges and legal perspectives facing attorneys today.

Upon graduating from the Northeastern University School of Law, Mr. Wingfield accepted his first position as a litigation associate with Gillis & Bikofsky, P.C., a small litigation-boutique firm in Newton, Massachusetts.  Mr. Wingfield’s practice at Gillis & Bikofsky focused on civil litigation, criminal defense and corporate law.

Mr. Wingfield next spent five years practicing as an associate with Worcester, Massachusetts’s largest firm, Mirick, O’Connell, DeMallie & Lougee, LLP, as an associate in the bankruptcy and commercial litigation departments.  Mr. Wingfield’s practice was unique in the firm, as he represented large and small commercial creditors in both civil litigation, commercial loan  restructures and workouts and bankruptcy proceedings.  In addition to his representation of commercial creditors, a large portion of his practice was devoted to representation of Chapter 7 trustees in a wide variety of bankruptcy matters, including asset administration and recovery litigation and claims administration.

This varied background in civil litigation, creditor representation in and out of bankruptcy and representation of Chapter 7 trustees gave Mr. Wingfield a unique perspective in his representation of debtors in consumer and small business bankruptcy matters.  Today Mr. Wingfield’s practice primarily focuses on representation of individuals, families and small businesses struggling with debt both in bankruptcy, state and federal court litigation and in alternative resolution methods, such as loan modification agreements.


14 years since James A. Wingfield was first licensed to practice law.

State License Status Year Acquired
MA Active 2003


School Major Degree Graduated
Northeastern University School of Law Law JD - Juris Doctor 2003
University of Massachusetts, Amherst Political Science BA - Bachelor of Arts 1994

Work Experience

Position Duration
Associate - Mirick, O'Connell, DeMallie and Lougee, LLP 2004 - 2009
Associate - Gillis & Bikofsky, P.C. 2003 - 2004


Position Association Name Duration
National Association of Consumer Bankruptcy Attorneys Member 2009 - Present
Boston Bar Association, Bankruptcy Law Section Member 2005 - Present
American Bankruptcy Institute Member 2005 - Present


Award Name Granting Organization Date
Massachusetts Rising Star Boston Magazine 2013
Rising Star New England Super Lawyers New England Super Lawyers 2013
Massachusetts Super Lawyer Rising Star Boston Magazine 2012

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Absolutely a wonderful experience. Our bankruptcy is being moved along very quickly. Questions are answered in a professional manner and anytime I had questions I could easily reach someone. We are very satisfied with UpRight Law.

Glenn & Cheri M. Kentucky

Everything was handled professionally and with the utmost customer services. We filed last year and still have a good relationship with our attorneys.

Teresa C. Washington