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Re-entry Workforce Development Demonstration Grants Program is sponsored by Commonwealth Corporation (Massachusetts). This grant program aims to improve workforce outcomes for individuals returning to their communities after incarceration, providing critical job training and skill development.
It supports programs that connect returning individuals with essential community support, enabling them to acquire valuable skills for in-demand jobs.
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Or search similar grants →According to the current listing, eligibility includes: Organizations that can provide job training and skill development for formerly incarcerated individuals. Specifics may vary by solicitation. Confirm the full requirements in the official notice before applying.
The current listing shows $2.6 million total awarded to 11 organizations in 2024, grants ranged from $9,500 to $150,000 in a similar program. Verify award ceilings, matching requirements, and allowable costs in the official notice.
Re-entry Workforce Development Demonstration Grants Program is funded by Commonwealth Corporation (Massachusetts). Verify program details on the funder's official page before applying.
This opportunity targets applicants in Massachusetts. If your organization operates elsewhere, check the official notice for location requirements.
Applications go through the funder's official portal — the Apply Now link on this page goes there directly.
Past winners and funding trends for this program
The Cummings Foundation's flagship program will award $35 million to roughly 150 eastern-Massachusetts nonprofits in 2027, up from $30 million — and nearly all of it now flows as unrestricted general operating support. Letters of Inquiry opened July 15 and close September 16, 2026. Here is who qualifies, how the multi-year and 10-year tracks work, and how to write an LOI that survives the first cut.
Read articleCummings Foundation grew its annual local program from $30 million to $35 million for 2026 awards, but the dollar increase is the smaller story. Nearly every grant now flows as unrestricted general operating support — the funding nonprofits ask for most and receive least. For eligible Massachusetts organizations, the 2027 cycle opens July 15 with a September 16 letter-of-inquiry deadline. Here is who qualifies, why the shift to operating support changes the calculus, and how a small nonprofit should approach a program that hands out 150 grants a year, most of them chosen by community volunteers.
Read articleThe Cummings Foundation lifted its flagship local grant program from $30M to $35M for 2026, citing government funding cuts and rising costs, while shifting nearly all of its 150 grants to unrestricted general operating support. Here is who qualifies, how the July-to-January application cycle works, and how a Massachusetts nonprofit should build a competitive letter of inquiry.
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