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Pittsfield Prospers

We Foster Community Pride in Pittsfield, MA

By sharing our stories of enterprise and prosperity together we can move Pittsfield forward.


Posted: 07/07/2020
Change is in the air! The pandemic, coupled with the national attention focused on the need for changes in the culture of policing in the U.S. has provided an opportunity to pause and reflect on the kind of community we can create if we seize the opportunity to move Pittsfield forward post COVID-19.
Posted: 07/07/2020
Although the COVID-19 pandemic resulted in a temporary pause in our focus and a pivot to providing the community with the best empirically supported tools to cope with the psychological impact of the pandemic, it is now clear that we cannot prosper as a community until every member of our community has equal access to health care, jobs education and equal treatment before the law.
Posted: 06/10/2019
Mentioned in Self-Made, a widely spread online publication.

Moving Pittsfield Forward

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There are so many stories to tell about Pittsfield's natural beauty, creative arts and strength of community. We are committed to fostering pride in Pittsfield by sharing the things we treasure with family, friends and visitors.

Virginia (Fisher) O’Leary

Founder, Pittsfield Prospers

Message From the Founder

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Things Pittsfielders Treasure about Our Community