Founder & Principal

Arthur Winn
Founder
Arthur Winn

Arthur Winn founded WinnCompanies in 1971 to specialize in quality affordable housing. It has evolved into a nationally recognized multifamily housing development and property management company, leading the nation in affordable housing and privatized military housing with an award-winning portfolio that includes a hotel, corporate headquarters, and retail and medical office buildings.
Mr. Winn believed the company could do well by doing good, and built it with five core principles in mind: - Every development will stand out for quality and innovation; - We will never default on debt; - Every equity investor will get the returns we promise; - Each of our properties will be welcomed as an attractive community asset; and, - Nurture and maintain the closest possible relationships with residents.
Two Boston projects – the Castle Square Apartments in 1992 and Mission Main in 1996 – cemented Mr. Winn’s reputation for enlightened resident partnerships. In both cases, he forged joint ownership agreements with residents and leveraged groundbreaking U.S. Housing & Urban Development programs to transform the quality of life in these communities.
Commercial projects led by Mr. Winn put WinnCompanies on the map as a full-fledged development company, including the Bostonian Hotel, a AAA Four Diamond hotel built in 1982 adjacent to Faneuil Hall; One Brookline Place, a premier office property built in 1987 to serve Boston’s world-leading medical district; and, One Arsenal Place in Columbus, Georgia, a National Historic Landmark rehabilitated in 1978 as the headquarters for Synovus Financial Corporation.
A well-known philanthropist, Mr. Winn has received numerous awards for professional and community service, including the Excellence in Affordable Housing award from the Massachusetts Housing Investment Corporation; the Distinguished Service Award from the Real Estate Finance Association; the Corcoran Award for Excellence from the Board of Trustees of the St. Mary’s Center for Women & Children; and, the Community Leadership Award from the Boston Chapter of the American Jewish Committee
Mr. Winn is a graduate of the University of Massachusetts and Harvard Business School. He maintains a blog at www.arthurwinn.net, and a LinkedIn profile at www.linkedin.com/in/arthurwinn.
Chairman

Michael T. Putziger
Chairman
Michael T. Putziger

Michael T. Putziger is Chairman of WinnCompanies and is a member of its Board of Directors. He is also of counsel to the law firm of Murtha Cullina LLP, where he has held a role on the firm’s Board of Directors and management committee for 30 years. While there, his primary focus was on representing real estate developers through the regulatory approval and financing processes required to bring projects to fruition.
He previously served as Chairman of the Board of Directors of First Community Bank, headquartered in Woodstock, Vermont and on the Board of Directors for New Hampshire Thrift Bancshares. He currently serves as Director of Enterprise Bancorp and Enterprise Bank, which are both located in Lowell, Massachusetts. Mr. Putziger is also a director of DSCI Corporation, a Massachusetts-based telephone company.
Mr. Putziger earned his Juris Doctor from Boston University’s School of Law and AB from Syracuse University.
Board of Directors
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Gilbert J. Winn
Chief Executive Officer
Gilbert J. Winn
Gilbert J. Winn - Chief Executive OfficerGilbert J. Winn is the Chief Executive Officer of the Boston-based WinnCompanies, which has acquired and developed real estate holdings in excess of $2.5 billion. The company’s management division, WinnResidential, is the 6th largest residential property management firm in the country operating more than 100,000 units across 22 states and the District of Columbia.
Gilbert is responsible for overseeing WinnCompanies’ property management and investment activities, as well as the real estate development activities of the firm alongside WinnDevelopment partner Larry Curtis. He plays a leadership role in the creation, planning, implementation and integration of the strategic vision and growth of WinnCompanies. Among Mr. Winn’s recent focuses is the development of high-impact mixed-income and mixed-use environmentally sustainable redevelopment projects, many of which have received awards from city and state agencies as well as non-profits and industry associations for their impact on the community, design, sustainable features and/or historic preservation.Prior to joining WinnCompanies, Mr. Winn was an Associate at Related Capital Company, a full-service real estate investment company based in New York City, where he originated and implemented over $150 million of equity investments in various projects throughout the United States. Mr. Winn graduated magna cum laude from the University of Pennsylvania where he earned a Bachelor of Arts studying History and Psychology. He resides in Boston with his wife and two children.
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Lawrence H. Curtis
President and Managing Partner, WinnDevelopment
Lawrence H. Curtis
Lawrence H. Curtis - President and Managing Partner, WinnDevelopmentLawrence H. Curtis, the President and Managing Partner of WinnDevelopment and member of the Board of Directors, has led a full range of real estate development and acquisition activities for more than 30 years. He has been instrumental in helping the company grow from 3,000 units in 1986 to more than 100,000 units, which Winn currently has under management in 22 states and the District of Columbia.
Mr. Curtis’ primary focus has been on the creation of affordable housing and historic rehabilitation developments. He is a member of the Executive Committee for the National Multi-Housing Council (NMHC) and served as a past president of the National Housing & Rehabilitation Association (NH&RA). Mr. Curtis also served for nine years on the Board of Trustees for the National Trust for Historic Preservation and was a member of the Citizens Housing and Planning Association (CHAPA).
Mr. Curtis served as the 2006 chairman of the Greater Boston Real Estate Board (GBREB) and as a co-chair of the Combined Jewish Philanthropies’ annual campaign in 2008. He has also received numerous awards, including the Paul E. Tsongas Award from Preservation Massachusetts. In addition, Mr. Curtis co-founded New Lease, a non-profit based in Boston that provides a clearinghouse of affordable housing units for families staying in state-funded shelters and motels throughout Massachusetts.
Mr. Curtis received a Bachelor’s degree in Architecture from the Cooper Union for the Advancement of Science and Art in New York and a Master’s degree in Architecture and Urban Design from Harvard University, where he is now a Lecturer on Urban Planning and Design. He is a licensed architect in Massachusetts, and resides in Boxford with his wife Marla and their four sons.
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William W. Wollinger
Chief Asset Officer
William W. Wollinger
William W. Wollinger - Chief Asset OfficerWilliam W. Wollinger, Chief Asset Officer and member of the Board of Directors, has worked in the property management industry since 1971 and has served the Winn organization for more than 35 years. Collaborating with the board of directors and senior leaders, he helps to define the company’s vision; ensuring the implementation of the company’s objectives while delivering high-quality services to its clients and residents. During his tenure, Mr. Wollinger has helped expand the company to become one of the largest management organizations in the country.
Prior to joining Winn, Mr. Wollinger served as an officer in the United States Army. He holds a BS degree from the University of Massachusetts Amherst.
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Marvin M. Siflinger
Board Member
Marvin M. Siflinger
Marvin M. Siflinger - Board MemberMarvin M. Siflinger, member of the Board of Directors, is a recognized national leader with 50 years of experience in housing and community development, as well as in public administration. He testified before Congress on several occasions, including in support of the preservation of multi-family government-assisted projects and to extend low-income housing tax credits. Mr. Siflinger joined WinnCompanies’ Board of Directors in 2012, where his expertise and guidance has become an integral part of the organization’s growth and success.
Mr. Siflinger has served as Chairman of Housing Partners, Inc., a national affordable housing consulting firm, since 1995. His clients have included the U.S. Department of Housing and Urban Development (HUD), Harvard University and the City of Gulfport, Mississippi. From 1983 until 1995, Mr. Siflinger was Executive Director of the Massachusetts Housing Finance Agency (MHFA) (now MassHousing). In this role, he was credited for reinventing MHFA as a nationally-acclaimed entrepreneurial organization recognized for its creativity and success.
Mr. Siflinger began his career at HUD in its New York and Boston offices, administering every major housing and community development program. During his last seven years there as Director of the Boston office, Mr. Siflinger oversaw HUD’s major programs in New England. During this period, he received the highest departmental commendation for excellence in housing and community development programs. His many other award recognitions include the National Public Service Award by the American Society for Public Administration and the National Academy of Public Administration, Distinguished Public Service Award from Northeastern University, Metropolitan Boston Housing Partnership’s Lifetime Achievement Award, and Distinguished Public Service Award from the Greater Boston Real Estate Board.
Mr. Siflinger has also served two terms at the Federal Home Loan Bank of Boston and is a past president of the National Council of State Housing Agencies. Currently, he serves as Chairman of the B’nai B’rith National Senior Housing Committee and on the Board of Directors for the Massachusetts Deposit Insurance Fund. Mr. Siflinger holds a Master of Public Administration degree from the Maxwell School of Syracuse University and his Bachelor of Business.
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Patrick M. Appleby
President, WinnResidential
Patrick M. Appleby
Patrick M. Appleby - President, WinnResidentialPatrick M. Appleby, a veteran of WinnCompanies for more than two decades, serves as President of both WinnResidential and WinnResidential Military Housing Services. In this role, he is responsible for directing the property management operations for the 105,000 apartment homes in the company's owned and managed portfolio, including more than 41,000 homes managed under the Military Housing Privatization Initiative (MHPI).
He assumed responsibility for all WinnResidential operations in 22 states and the District of Columbia after serving for 16 years as the executive in charge of the company’s privatized military housing affiliate, which operates through a joint venture with Lendlease.
As president of the two management companies, he oversees more than 3,600 team members.
A member of WinnCompanies senior leadership team and their Board of Directors, Mr. Appleby also has strong prior experience in the market rate, affordable and tax credit housing fields. Prior to joining WinnCompanies in 1999, Mr. Appleby was a Principal at Boston Financial/Lendlease Residential, where he was responsible for a diverse portfolio of apartment homes.
Mr. Appleby has served on the Military Housing Committee of the National Apartment Association (NAA) since its inception, as well as the NAA’s Apartment Careers Committee. He is currently on the Board of Directors for the NAA Educational Institute as well as a member of the NAA Investment Sub-Committee.
He is a Certified Property Manager with the Institute of Real Estate Management (IREM), as well as a Certified Specialist in Housing Credit Management (SHCM) with the National Affordable Housing Management Association (NAHMA).
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Terri Benskin
Chief Operating Officer, WinnResidential
Terri Benskin
Terri Benskin - Chief Operating Officer, WinnResidentialTerri Benskin serves as Chief Operating Officer for WinnResidential. In this role, she oversees all operations for the organization's residential management portfolio.
Terri joined WinnCompanies in 2018 as an Executive Vice President and has more than 24 years of experience in all aspects of property management with a focus on operations. Prior to joining WinnCompanies, Terri held the title of Chief Operating Officer with Ledic Realty Company for more than eight years. Earlier in her career, she held positions at other property management companies, working closely with property assessments, appraisals and new construction.Ms. Benskin also served for six years in the United States Naval Reserves.
Terri achieved her Certified Property Manager (CPM) designation from the Institute of Real Estate Management (IREM) and is a Housing Credit Certified Professional (HCCP) through the National Association of Home Builders.
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Lynne Chase
Chief Accounting Officer
Lynne Chase
Lynne Chase - Chief Accounting OfficerLynne Chase has excelled in the property management and real estate industry for thirty years, advancing within the Winn organization to her current position as Chief Accounting Officer for WinnResidential, WinnResidential Military Housing Services and WinnDevelopment which operates in 23 states and the District of Columbia. In her role, she is responsible for directing the accounting operations for the 105,000 apartment homes in the company's owned and managed portfolio, including more than 41,000 homes managed under the Military Housing Privatization Initiative (MHPI).
As Chief Accounting Officer, she oversees 110 team members in four functional areas that include corporate accounting, property management accounting and financial reporting, treasury and cash management and accounts payable. She has assisted WinnCompanies’ growth to become the nation’s fifth largest firm in residential property management. This growth spans from market-rate, affordable, senior and mixed-income housing along with condominiums and homes for America’s military families.
Ms. Chase is a member of WinnCompanies Executive Leadership Team, Diversity Committee and Treasurer of the Winn Employee Relief Fund. She is also a member of the Central Catholic High School Board of Directors and Treasurer of its Executive Committee.
Ms. Chase received her Bachelor of Arts Degree from Merrimack College and serves on the College Leadership Council.
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Douglas A. Jones
Chief Operating Officer, WinnResidential Military Housing Services
Douglas A. Jones
Douglas A. Jones - Chief Operating Officer, WinnResidential Military Housing ServicesDouglas A. Jones serves as Chief Operating Officer of WinnResidential Military Housing Services. A Certified Property Manager (CPM) and Certified Defense Privatization Manager (CDPM levels I - III), he currently shares the responsibility for directing the property management and maintenance operations at nearly 40,000 homes at 14 military installations across the U.S., including operations in Alaska and Hawaii, as well as more than 1,000 employees.
Mr. Jones directly oversees North Haven Communities in Fairbanks, Alaska; Fort Hood Family Housing in Killeen, Texas; Campbell Crossing at Fort Campbell in Kentucky; Tierra Vista Communities in San Pedro, California; and Colorado Springs in Colorado.
Mr. Jones has nearly three decades of experience in the real estate management industry, during which he has worked with a variety of commercial, multi-family, for sale and rental properties. Prior to joining Winn, Mr. Jones spent more than 20 years with Picerne Real Estate Group and Picerne Military Housing. He most recently served as Executive Vice President of Picerne Military Housing, where he was responsible for the full range of property management operations across the company’s entire privatized military housing portfolio. In his role, he led Picerne’s property management function for privatized military housing beginning with the company’s entrance into privatized military housing in 1997. He began working exclusively in privatized military housing in 2005.
In addition to his CPM and CDPM designations, Mr. Jones earned a Bachelor’s degree in Management, as well as his MBA in Marketing from Babson College in Wellesley, MA. He is also an active member of the National Apartment Association’s (NAA) Privatized Military Housing Committee. Mr. Jones is married with one son and lives in Franklin, Tenn.
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Susan H. Malatesta
Chief Financial Officer
Susan H. Malatesta
Susan H. Malatesta - Chief Financial OfficerSusan Malatesta , has worked in the property management and real estate industry since 1985 and has served the Winn organization for more than 25 years. Ms. Malatesta is responsible for the asset management oversight of more than 85 assets. These responsibilities include audit, tax and investor reporting, sales, refinancing and acquisition activities. She also acts as a liaison between the property management and development teams to facilitate the financial reporting during the construction phase of new developments. In her role, Ms. Malatesta is also responsible for the oversight of the WinnResidential internal audit function and the WinnCompanies master budget.
Prior to joining WinnCompanies, Ms. Malatesta worked for Laventhol & Horwath, a public accounting firm.
Ms. Malatesta is a member of the Massachusetts Society of CPA’s as a Certified Public Accountant. She holds a Bachelor of Science degree from the State University of New York at Binghamton.
Executive Team
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Lynn Bora
Executive Vice President
Lynn Bora
Lynn Bora - Executive Vice PresidentAs Executive Vice President, Lynn is responsible for directing property management operations for 70 properties in WinnResidential’s portfolio, totaling more than 14,000 apartment homes and 800,000 square feet of commercial space. Ms. Bora’s portfolio includes market rate communities, Section 42, Section 236, Section 8, HOME-financed properties and Public Housing.
Prior to taking on this role, Ms. Bora served as Senior Vice President of Operations Support Services (OSS), overseeing Marketing, Resident Services, Compliance, Procurement and Quality Control for WinnResidential's entire management portfolio.
Ms. Bora has extensive experience in multiple aspects of property management, including profitability, budget and forecast preparation, property operations, procurement, and marketing strategies. She has also spearheaded the development of best practices needed to recruit, retain, train and support employees at all levels.
Prior to joining Winn she was employed by Equity Residential as Vice President overseeing a 10,000 unit portfolio of market rate and affordable units plus 350,000 square feet of commercial and retail space in New England. While at Equity, Ms. Bora was a charter member of their Women in Leadership and a member of their Diversity Council. Prior to Equity, Lynn was employed by AIMCO as Regional Vice President overseeing 14,000 units in New England, Pennsylvania, New York and New Jersey.
Ms. Bora currently chairs the Virginia Tech Residential Property Management Advisory Board; National Apartment Association Regional Vice President representing New England, New York and New Jersey; Greater Boston Real Estate Board of Directors and MAA past president.
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Oke Johnson
Executive Vice President, WinnResidential
Oke Johnson
Oke Johnson - Executive Vice PresidentOke Johnson, Executive Vice President of WinnResidential, joined WinnCompanies in 2020. He currently oversees all aspects of property management operations for a portfolio of 197 properties comprised of more than 17,000 apartment homes in Arizona, California, and Illinois. Mr. Johnson’s specialty is affordable housing programs including Low Income Housing Tax Credits, Project Based Section 8, and Tax-Exempt Bonds.
Prior to joining WinnCompanies, Mr. Johnson worked for Envolve Client Services Group and Kettler Management and has over 24 years of experience in property management.
Mr. Johnson holds a Housing Credit Certified Professional (HCCP) designation through the National Association of Home Builders, and Certified Property Manager (CPM) designation through Institute of Real Estate Management (IREM). He has also served as a past chair for the HCCP Board of Governors twice.
He holds a Bachelors in Sociology and Economics from University of Virginia.
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John Kuppens
Executive Vice President, WinnResidential
John Kuppens
John T. Kuppens - Executive Vice PresidentJohn Kuppens, Executive Vice President of WinnResidential, has been a member of the Winn team for 20 years. He currently oversees all aspects of property management operations for a portfolio of 140 properties comprised of more than 8,000 apartment homes spanning the Commonwealth of Massachusetts. Mr. Kuppens also works with his developer clients on acquisitions, new development and refinancing.
Prior to joining WinnCompanies, Mr. Kuppens worked in the banking industry at both State Street Bank & Trust and the Boston Company.
Mr. Kuppens is a certified Specialist in Housing Credit Management (SHCM) and a National Affordable Housing Professional – Executive Level (NAHP-e). He holds a Master in Business Administration from Boston College and a Bachelor of Arts degree in Economics from the University of Massachusetts.
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Michael O'Brien
Executive Vice President, WinnCompanies
Michael O'Brien
Michael O'Brien - Executive Vice President, WinnCompaniesMichael O’Brien, Executive Vice President, has been part of the Winn Executive Team since January 2014.
In his role, Mr. O’Brien is responsible for corporate management, strategic planning, and financial and client relationships at WinnDevelopment and WinnResidential.
Prior to joining Winn, Mr. O’Brien spent nine years as the City Manager of Worcester. During that time, Mr. O’Brien successfully implemented multiple programs to spur economic development and improve neighborhoods. As a result, Worcester is currently rated one of the safest communities in the country, among cities with a population of 100,000 or more, and is experiencing more than $1.3 billion in planned or current economic development activity.
Additionally, Mr. O’Brien spearheaded "Buy Worcester Now," a new private-public partnership between the city, banks, lending institutions, local companies, non-profit agencies, realtors and the Commonwealth of Massachusetts to generate new market demand for all available housing options in Worcester and to assist qualified, responsible buyers in purchasing a home. He also established five Neighborhood Revitalization Strategy Areas, each focused specifically on issues relative to housing, code enforcement, commercial storefront improvements and job training.
Mr. O'Brien received a Bachelor of Science degree from the University of Massachusetts Amherst.
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Choni Wilcox
Executive Vice President, WinnResidential
Choni Wilcox
Choni Wilcox - Executive Vice President, WinnResidentialChoni joins the team as Executive Vice President in the Mid-Atlantic region of the WinnResidential portfolio.
She brings more than three decades of experience with her, as she previously oversaw operations as Executive Vice President with Edgewood Management and Vantage Management and spent fourteen years in a variety of positions at Bozzuto Group.
Choni holds the Certified Property Manager (CPM) designation with Institute of Real Estate Management (IREM) and the Housing Credit Certified Professional (HCCP) designation with the National Association of Home Builders.
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Daniel E. Willert
General Counsel
Daniel E. Willert
Daniel E. Willert - General CounselDaniel E. Willert has served as General Counsel, Chief Ethics Officer for WinnCompanies, and has been a member of the WinnCompanies Executive Team since 2010. He brings 30 years of experience, working with and advising businesses and individuals in a wide variety of corporate and real estate matters. In his role, Mr. Willert is responsible for all legal affairs concerning the company, including compliance with various legal and regulatory requirements. Working with the Board of Directors and senior leadership team, he helps to ensure the implementation of the company’s business objectives, including delivering high-quality services to its clients.
Mr. Willert is a member of the Massachusetts and California Bar Associations. He holds his Juris Doctor degree from the University of Wisconsin Law School and a Bachelor of Arts degree from Indiana University.
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Lorraine Witunski
Executive Vice President, Human Resources and Learning and Development
Lorraine Witunski
Lorraine Witunski - Executive Vice President, Human Resources and Learning and DevelopmentLorraine Witunski is an HR executive with over 30 years of experience working in diverse industries including property management, senior living, health care, technology, and professional services.
As Executive Vice President of Human Resources and Training, Lorraine is responsible for the management of all aspects of human resources and training, including payroll, employee relations, compensation and benefits, talent acquisition and retention, as well as performance management, for approximately 3,700 Winn employees across 23 states and the District of Columbia. She is a member of WinnCompanies senior leadership team, Diversity, Equity and Inclusion Committee, and Winn Employee Relief Fund.
Lorraine received her Bachelor of Science degree from the University of Massachusetts, Amherst.
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Trevor Samios
Senior Vice President, Connected Communities
Trevor Samios
Trevor Samios - Senior Vice President, Connected CommunitiesTrevor Samios has worked at the intersection of community development and collective impact for more than a decade. As Senior Vice President of Connected Communities at WinnResidential, he is responsible for the growth and sustainability of WinnResidential’s high-impact resident services platform, with a mission to create Communities of Opportunity across WinnCompanies’ growing portfolio.
Prior to joining WinnCompanies, he was the Director of Community Impact for Preservation of Affordable Housing (POAH), a Boston-based, national non-profit affordable housing policy, development and management organization. While there, Mr. Samios led Community Impact, POAH’s outcomes-based partnership development and services department charged with the design, implementation and evaluation of a comprehensive strategy to support the growing needs of POAH’s residential communities. He has led projects including POAH’s 85-community Outcomes Initiative, the implementation of HUD’s first Family Self-Sufficiency (FSS) Multifamily program and the community development strategies on multiple HUD Choice Neighborhoods grants.
Mr. Samios also served as Senior Operations Manager for The Community Builders, Inc., (TCB) a Boston-based national non-profit affordable and mixed-income housing developer. There he helped to launch Community Life, a place-based initiative that utilizes stable housing as a platform for residents and neighborhoods to achieve greater economic stability. Trevor oversaw the support and assessments of protocol, policy and innovative implementation strategies to assist residents of mixed-income housing.