He has served on the boards of Goodyear Tire and Rubber Company, Invacare, DDR Corp, and various community organizations.
[2] From 1976 to 1998, Boland served as a partner at Ernst & Young, including Vice Chairman and member of its Management Committee.
[4][1][3] From 1998 to 2002, he served as president and Chief Executive Officer of the Cleveland Cavaliers and the Gund Arena.
[2] He serves as chairman of Jobs Ohio, and on the board of the Center for Global Business Studies in Washington, D.C.[2] He has served on the boards of trustees of the Ohio Business Roundtable, Cleveland Tomorrow, Leadership Cleveland, the Cleveland Health and Education Museum, University Circle Inc., the Hawken School, Bluecoats Drum and Bugle Corps, the Great Lakes Science Center and United Way Services' cabinet, and the Harvard Business School Club of Cleveland.
[2][3] Boland has served as chairman of the Cleveland Boy Scouts Capital Campaign, the YMCA Corporate Challenge, the March of Dimes "Walka-thon", the Olympic Torch Relay Committee.