Caleb’s Way

Opportunity & Transformation

Restoring Men. Rebuilding Lives. Reflecting Christ.

● About

We’re Bringing Hope

Caleb’s Way exists to provide a faith-anchored path to restoration for men overcoming addiction. As a recovery home and sober living ministry, we cultivate an environment of accountability, dignity, and spiritual renewal where residents can reclaim their purpose and rebuild their lives. Grounded in Christian principles, our mission extends beyond our doors to feed and serve the homeless, demonstrating Christ’s love through action. We are committed to empowering men to achieve long-term sobriety, embrace personal responsibility, and live transformed lives of service, faith, and hope.

ABOUT US
Shows a homeless man with hope in his eyes

Because everyone should have the opportunity to emerge from their darkness.

Tree-lined pathway with fallen leaves and large painted 'BEWARE' warning on the pavement.

● Life

Life with Caleb’s Way

Logo for Caleb's Way with a house roof graphic, green script text 'Caleb's Way', and white text 'Opportunity & Transformation' enclosed in a purple dotted circle on a black background.

From addiction to leadership.
From homelessness to purpose.
From brokenness to breakthrough.

 This is Caleb’s Way.
This is God’s way.

And this is only the beginning.

Learn more
Silhouettes of three people with arms raised against sunset sky, people with diverse backgrounds and styles, including beard, short hair, and beanie, standing outdoors.
A black and white photograph of a person holding a black cup with a yellow flower on the edge. The person is wearing a jacket and is sitting on a concrete ledge. Behind them, there is a window with a reflection and some graffiti. The lower part of the image shows a colorful outdoor scene with trees, sunlight, and large yellow decorative letters spelling "LOVE".

Where Does My Donation Go?

Shows a homeless man sitting against a wall. In front of him is a table with toothpaste, brushes, soap, and mouthwash
Shows a homeless man sitting against the wall. In front of him is a table with socks, scarves, and gloves.
Shows a homeless man leaning against a wall wearing a warm knitted beanie. In front of him are a variety of knitted beanies on a table.

We have regular compassionate outreach events. Recipients receive a Hearty Meal, Beanies, Gloves, Scarves, Jackets, Hygiene Kits, Socks, Clothing, and more.

● Contact

Request Information

We envision a world where every man battling addiction can encounter God’s grace, experience complete healing, and emerge as a leader of integrity, compassion, and faith. Caleb’s Way strives to be a model of Christ-centered recovery — breaking cycles of addiction, rebuilding families, and restoring communities through empowered men who serve and uplift others.

In Loving Memory

A middle-aged man with glasses and a beard, wearing a gray t-shirt with a Boston Fire Department logo, sitting against a dark background.

Coach Bob De la Rosby (1954-2025)

He was an inspirational Christian, mentor, supporter, sports and life coach, and a devoted friend.