Meet Housing Families’ Management Team

Laura Rosi, Esq. – CEO

Laura Rosi began working with Housing Families in 2008. Prior to her role as CEO, Rosi’s work with Massachusetts Legislators and Families has helped lead policy advocacy in a wide variety of issue areas including fair housing, affordable housing, civil rights, and poverty. Her work on housing and homelessness issues began as a Housing Advocate directly working with families in shelter to obtain permanent housing. This frontline work enabled her to understand the families’ needs and root causes of homelessness at a deeper level which prompted her to become active in advocacy and policy. She served as the organization’s interim CEO from January through September, 2019 and was announced as its Chief Executive Officer on 9/18/19.

Rosi is a graduate of The American University of Rome and Suffolk Law School. She is a Board Member at Homes for Families, and a member of the Real Estate/Affordable Housing Section of the Boston Bar Association and a member of the Massachusetts Bar. Laura can be reached at


Tom Santry – Director of Property

Bio coming soon. Tom can be reached at


Kelley Hollis – Director of Shelter Services

Bio coming soon. Kelley can be reached at


Raeann Whalen – Director of Development

Raeann is the link between Housing Families and those who love to support it! Raeann is a native Californian and has worked in the nonprofit community for over 10 years. She received a BS in Business Administration from Providence College with a focus in organizational leadership. Raeann developed a strong sense of devotion for the nonprofit sector when she began working in community organizations over 20 years ago. The experience of supporting local organizations gave Raeann a deep appreciation for how nonprofits seek to improve the quality of life for our communities; one person at a time. Raeann can be reached at


Jayna Stafford, Esq. – Director of Legal Services and Homelessness Prevention

Bio coming soon. Jayna can be reached at


Khalilah Imani Tyre – Director of GREAT Youth & Families Program

Khalilah joined Housing Families full-time in 2018.   She holds a masters in Clinical Mental Health Counseling, as well as a masters in Intercultural Studies.   Her clinical areas of expertise include work with children, adolescents, adults, and families who are trauma survivors.   She has experience working with individuals, schools, and communities, and conducts trainings on trauma informed care, homelessness and poverty, leadership, and parenting skills.  She is committed to continually working towards diversity and inclusion, and advocates for children and their families to have equitable access to resources such as quality mental healthcare, education, and housing.  Khalilah can be contacted at Khalilah can be reached at


Amanda Sagarin – Director of Stabilization

Amanda began working with Housing Families in 2013. She holds a masters in social work and a clinical social work license (LICSW). Her passion is supporting vulnerable populations while working to reform the systems and policies that create the many marginalized people in our country. She trains Housing Families staff and others in the community on Trauma Informed Care, the impact of trauma on the brain and development, and the intersection of poverty and trauma. She is passionate about team building and staff supervision as tools to better serve clients. She is an ardent believer that everyone deserves and needs a home in order to lead a happy and healthy life. She is grateful for the opportunity to work at Housing Families whose mission is to provide just that – a home for everyone. Amanda can be contacted at