Senior Staff

Debra S. Nutter – President and CEO / Co-Founder

Debbie Nutter has over 30 years of experience in the acquisition, development, financing and management of multi-family housing. For the past 20 years she has been directly responsible for the management of multi-family complexes that require a working knowledge of federal and state rental subsidy programs as well as resident support services. Debbie attended the University of Maine.

Robert E. Bernardin – Director of Acquisitions

Rob Bernardin has over 20 years experience in the acquisition, rehabilitation and management of multi-family housing, including the last six years with The Caleb Group. He was a principal at Bernardin Properties LLP, a partnership that purchased, renovated and managed multi-family housing on the north shore of Massachusetts. Prior to that, he served as a Vice President in the Credit Financing function at the Bank of Boston. Rob holds B.A. in Economics from Merrimack College and a M.B.A. with a Concentration in Finance from Bentley College.

Patrick Brennick – Director of Asset Management

Patrick Brennick worked as Asset Manager at Northern New England Housing Investment Fund for nearly 14 years before joining The Caleb Group in 2018. His focus was on compliance and reporting, establishing the compliance area for NNEHIF and building the database used by Asset Management. Patrick received his B.A. and M.B.A. from the University of New Hampshire where he received the Patrick Carlson Award for outstanding non-traditional student. He has served on the Board of the Granite State Managers Association since 2011, acting as Treasurer through 2016 and as President for 2017 and 2018.

Sarah Glassman – Director of Property Management

Sarah Glassman is a seasoned affordable housing professional. Most recently, Sarah worked for Edgemere Consulting assisting housing authorities with programmatic and operational assessments, strategic planning, RAD applications and other technical assistance. Prior to her consulting role Sarah was at the Department of Housing and Community Development (DHCD) for six years, her last position was as the Associate Director of Public Housing. There she led and supervised the divisions responsible for operations, maintenance and capital projects at the 242 local housing authorities across the Commonwealth of Massachusetts. Sarah’s undergraduate degree is from the University of Vermont and she has a Masters in Economic Policy from Suffolk University.

Marianne McDermott – Director of Development and Public Relations

Marianne McDermott has more than 25 years of non-profit management experience working in higher education, the arts and public education. She has experience in grant writing, cultivation, public relations, audience development, program development and implementation and project management. She has a B.A. in Economics from Mount Holyoke College with a minor in Art History. Marianne has an equally long volunteer career working with RAW Art in Lynn, her alma mater, her church and the Swampscott schools. She was a trustee of the Swampscott Public Library and is a member of the Swampscott Affordable Housing Trust.

Cheri A. Rainey – Director of Service Coordination

Cheri Rainey has over 30 years of experience in the social service field. She has a B.S. in Sociology and Psychology from Worcester State University and an M.H.S.A. (Masters in Human Service Administration) from Assumption College in Worcester, MA. She was Executive Director of the Piedmont Neighborhood Opportunity Center in Worcester, Massachusetts for over 10 years. She worked for the State of Connecticut Judicial District and operates her own small business. Her prime responsibilities at The Caleb Group are to oversee Resident Service Coordinators and assist them on program planning and implementation for each Caleb opportunity community center. She has been on the boards of Chandler Street Drug Center, Worcester Neighborhood Centers Group, and the United Way.

Wendy Thomas – Director of Finance

Wendy Thomas has worked in residential, commercial and construction accounting for over 20 years most recently at a large regional corporation. She has a B.S. and M.B.A. with a concentration in Accounting from Salem State University. She grew up in Swampscott and now resides in Marblehead with her family. Wendy grew up in a family of nine children whose parents were foster parents to 43 babies over the years.