About This Resource

This toolkit was developed as part of our 2025 CA RISE and WIOA programs.

Toolkit Description

The Supervisor Success Series Toolkit is a practical, adaptable training resource developed by REDF to help employment social enterprises (ESEs) onboard and develop new frontline supervisors.

Frontline supervisors play a critical and nuanced role—overseeing day-to-day operations, supporting participant-employees, and translating mission and values into action. For new supervisors—especially those promoted from participant-employee roles—the transition can be complex. This toolkit offers clear, trauma-informed approaches to prepare them for success.

Development Process

REDF developed this toolkit through collaboration with a REDF Farber Fellow, ESE leaders, and partner organizations in the employment social enterprise community, including many CA RISE portfolio organizations. The toolkit builds on lessons from Chrysalis’ Supervisor Training that was developed alongside REDF in 2022. The Supervisor Success Series is a structured but flexible toolkit that helps social enterprises engage supervisors in discussion on how to lead with confidence, clarity, and compassion.