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Dylan Hayre

Director of Criminal Justice (he/him)

Dylan helps identify and manage philanthropic opportunities and strategies for the Criminal Justice team, focusing on supervision and reintegration. He is committed to advancing evidence-based policies in partnership with a broad coalition of stakeholders, and to elevating the voices of directly impacted communities in this work.

Before joining Arnold Ventures, Dylan served in the ACLU’s Justice Division, where he led their advocacy work on clemency and death penalty repeal. He also supported state-level work on supervision reform and reentry, collaborating with strategists and litigators from across the organization. Prior to that, he served as the Senior Policy Advisor at JustLeadershipUSA, where he led the organization’s policy analysis and helped build, advised on, or managed justice reform campaigns in several jurisdictions alongside a diverse array of coalition partners. Dylan began his career as a prosecutor in his home state of Massachusetts and went on to manage his own criminal defense practice before joining a Boston-area firm. He has also served on or advised several candidate- and issue-based political campaigns at the local, state, and national levels.

Dylan still enjoys giving back in numerous ways, including by serving on the Board of The Uplift, as a director for his high school’s Multicultural Alumni Partnership, as an advisor to the board of the Larz Anderson Auto Museum, and as a volunteer with Desis for Progress. Dylan earned his law degree, master's in education, and undergraduate degree in mathematics all from Boston College.

When Dylan is not working, you can probably find him at a local car show or camping in one of New York’s state parks.

Meet the Team

Criminal Justice


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