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Montgomery County Appoints New Adult Probation Director
CaSandra Garrett-Dail brings 30 years of experience to the role
Published on Feb. 6, 2026
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Montgomery County Government has announced the appointment of CaSandra Garrett-Dail as the new director of Adult Probation. Dail has over 30 years of experience in adult probation and community supervision, and will focus on continued collaboration with the judicial system and local partners, as well as staff development.
Why it matters
The director of Adult Probation plays a crucial role in supporting public safety and successful rehabilitation within the community. Dail's extensive experience and focus on accountability, fairness, and integrity are expected to strengthen Montgomery County's adult probation operations.
The details
As the new director, Dail will oversee the county's Adult Probation department, building on her background in leadership, accountability, and best practices in community supervision. She has worked closely with courts, law enforcement, and other partners throughout her career to improve outcomes for individuals and communities.
- CaSandra Garrett-Dail officially assumed her duties as the new director of Adult Probation on February 2, 2026.
- Sherry Robertson, the previous director, is retiring after many years of dedicated service to Montgomery County.
The players
CaSandra Garrett-Dail
The new director of Adult Probation for Montgomery County, bringing over 30 years of experience in adult probation and community supervision.
Sherry Robertson
The retiring director of Adult Probation for Montgomery County, who served the department for many years.
Wes Golden
The Montgomery County Mayor, who welcomed Dail to her new role and expressed gratitude for Robertson's service.
What they’re saying
“After more than 30 years working in Adult Probation, I'm proud to bring the values that have guided my career – accountability, fairness, and integrity – to my new role with Montgomery County. I look forward to working alongside a dedicated team to support our staff, serve our community, and make a real difference.”
— CaSandra Garrett-Dail, New Director of Adult Probation (clarksvillenow.com)
“We are pleased to welcome CaSandra Garrett-Dail as the new Adult Probation Director for Montgomery County. Her experience and leadership in adult probation will be a valuable asset as we continue to strengthen our community resources. We also extend our sincere thanks to retiring Director Sherry Robertson for her many years of dedicated service to Montgomery County and wish her the very best in retirement.”
— Wes Golden, Montgomery County Mayor (clarksvillenow.com)
The takeaway
The appointment of CaSandra Garrett-Dail as the new director of Adult Probation for Montgomery County is expected to bring a renewed focus on accountability, fairness, and integrity to the department's operations, further strengthening the community's public safety and rehabilitation efforts.
