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Maura Healey's Parole Board Pick Draws Liberal Backlash

Gov. Maura Healey urged the Governor's Council to confirm Parole Board nominee Kaitlyn O'Leary despite opposition from advocates who want someone with rehabilitation and reentry experience instead of another prosecutor.

Maura Healey's Parole Board Pick Draws Liberal Backlash
Parole Board nominee Kaitlyn O'Leary sits in the Governor's Council chamber at a hearing on Aug. 5, 2026. Next to her sits attorney Michael Bergeron. In the foreground on the right is Councilor Mara Dolan. 

Gov. Maura Healey urged the Governor's Council to confirm Parole Board nominee Kaitlyn O'Leary despite opposition from advocates who want someone with rehabilitation and reentry experience instead of another prosecutor.