Ryan L. Lolar


Ryan L. Lolar


Phone: 207.771.9209 Fax: 207.772.3627 Email: rlolar@dwmlaw.com

84 Marginal Way, Suite 600 Portland , ME 04101-2480

Assistant: Sarah Oberink Email: soberink@dwmlaw.com


Ryan Lolar is an attorney with the Business Services Group at Drummond Woodsum. Ryan works with a diverse range of clients on transactional matters and is skilled at helping clients navigate a complex array of local, state, Tribal, and federal regulations and statutes, ensuring their best interests are negotiated into transactions.

Prior to Drummond Woodsum, Ryan worked as the Indigenous Peoples Unit Staff Attorney at Pine Tree Legal Assistance, Inc. where he assisted individual tribal members with a variety of legal needs primarily in the Penobscot Nation Tribal Court and Passamaquoddy Tribal Courts. While at Pine Tree Legal Assistance, Inc. he assisted the Wabanaki Intertribal Repatriation Committee with repatriation of ancestors and funerary objects under the Native American Graves Protection and Repatriation Act (NAGPRA) as reported on by ProPublica (Inside the Wabanaki Tribes’ Struggle to Reclaim Ancestral Remains from Harvard — ProPublica).

Ryan pursued his Juris Doctor at the University of Colorado Law School, where he received an American Indian Law Certificate, and served as Lead Production Editor for the Colorado Natural Resources, Energy, & Environmental Law Review.  During law school he externed with The Wilderness Society and National Audubon Society, and worked on a variety of projects including review of federal Resource Management Plans, Environmental Assessment and Environmental Impact Statements, and proposed rules affecting energy and natural resource development on federal public lands. Ryan received a Bachelor of Arts degree from Colby College and is admitted to practice in the State of Maine, Penobscot Nation Tribal Court, and Passamaquoddy Tribal Court. He is also a member of the Maine State Bar Association and John Waldo Ballou Inn of Court, and serves on the board of the Maine Humanities Council and is Vice Chair of the Board for Rape Response Services.

Ryan is from Brewer, Maine and of Penobscot and Wolastoqey descent with family from Penobscot Nation and from Tobique First Nation (Neqotkuk). He enjoys taking advantage of the year-round outdoor opportunities in Maine, especially spending time at his family’s camp on Schoodic Lake. He is also an avid sports fan, particularly of the Boston Celtics.



University of Colorado Law School, J.D., 2021

Colby College, B.A. 2018


Maine State Bar Association

John Waldo Ballou Inn of Court

Community/Public Service

Maine Humanities Council

Board Member 

Rape Response Services

Vice Chair of the Board


Practice Areas