The Caleb Group

The Caleb Group

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06/03/2026

Humans of New York always does a moving, respectful job of sharing stories. This young man was a high school senior with college plans and a band when his mother died. She was a single mom. And just like that, the invisible scaffolding that holds a life together was gone.
He describes it better than any statistic could — how precarious the balance is, how quietly it can collapse, and how most people never see it coming, including themselves.
Every person living in affordable housing arrived there by a different road. This is one of them.

KYRA WALKER NAMED EXECUTIVE DIRECTOR | CHOM 05/29/2026

The Caleb Group is proud and pleased to share this announcement of board member Kyra Walker's appointment as Exective Director of Community Housing of Maine. Congratulations to everyone and all the best for your work going forward.

KYRA WALKER NAMED EXECUTIVE DIRECTOR | CHOM PORTLAND, Maine – Community Housing of Maine (CHOM) announced that its Board of Directors has selected Kyra Walker as Executive Director, following her service as Interim Executive Director and prior leadership roles with the organization. 

05/29/2026

A few weeks ago, Executive Director Shawn Smitley and Director of Operations Colin Loggins represented The Caleb Group at the Housing Partnership Network Insurance Exchange conference in Denver.
Colin joined a panel discussion on unit inspection protocols — sharing perspective earned from overseeing housing across four New England states. The conversations at HPNIx strengthen our practice and connect us to a national network of mission-driven housing organizations.
Proud of the work and the voices Caleb brings to the table.

@[Housing Partnership Network]

05/22/2026

It is with deep sadness that we share the passing of Joan Sawyer, co-founder of The Caleb Group.
Joan helped build this organization from the ground up in 1992 alongside her husband Warren and daughter Debbie. She was a familiar face at resident events, a steady voice in the organization's most important decisions, and the founder of The Caleb Group scholarship program, which has supported nearly 350 current and former residents in pursuing higher education.
Her compassion was personal and immediate. It showed up in quiet, lasting ways — and it continues to shape every home we steward.
We extend our deepest condolences to the entire Sawyer family.

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Lynn, MA
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