February: Pine Street Inn
Pine Street Inn is a Boston icon, a model of consistent commitment to both providing temporary housing for the homeless, but also to helping homeless Bostonians make their way back into permanent housing of their own, with jobs that will support them. Their range of services includes not only their well-known street outreach and emergency shelter, but also permanent supportive housing and job training. They serve over 1,300 homeless Bostonians every day. 
What we didn’t know before we began supporting Pine Street Inn is that they’ve developed not one but two social enterprises. This moves them to the head of the class of active social entrepreneurs in our book. Mature organizations often struggle to innovate. Not Pine Street Inn, where they’re running The Abundant Table, which “delivers nutritious and tasty, low-cost meals to schools and other nonprofits”, and Boston Handyworks, which offers “high-quality repair and maintenance services at competitive prices.”
The Benefit Restaurant™ Project explicitly acknowledges that the causes of homelessness are complex, demanding a sophisticated, layered, and multi-pronged approach to addressing them. Pine Street Inn is exceptionally well organized to take on the challenge of ending homelessness.