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The Richmonder·

Dale District holds supervisor primary this Tuesday

TL;DR: Dale District Democrats will choose a new Board of Supervisors member on Tuesday, August 4, with the winner nearly certain to prevail in November since no Republican was nominated for the seat left vacant by Jim Holland's October 2025 death.

Quick facts

  • Who: LeQuan Hylton (interim supervisor, property management company owner, Army Reserve lieutenant colonel) and Kathryn Crosby (health care/HR consultant, former state diversity officer)
  • What: Special Democratic primary for Chesterfield County Board of Supervisors, Dale District seat to complete Jim Holland's unexpired term through December 31, 2027
  • When: Tuesday, August 4, 2026; polls open 6 a.m. to 7 p.m.
  • Where: Dale District, Chesterfield County (election results will determine November nominee, since no Republican candidate was nominated)

The story

Dale District voters will choose between two Democrats on Tuesday to fill the remainder of Jim Holland's term on the Chesterfield County Board of Supervisors. Holland, a five-term supervisor and longtime county leader, died October 14, 2025, after a battle with cancer at age 73. He had served since 2008, chairing the board in 2014, 2021, and 2024.

LeQuan M. Hylton, a property management company owner and Army Reserve lieutenant colonel with a Ph.D. from VCU, was appointed interim supervisor in November 2025. Hylton had served on the Chesterfield Planning Commission representing Dale District since 2019 and worked closely with Holland during that tenure. He holds degrees from Virginia State University (B.S. in Business Management), Averett University (MBA), and VCU (Ph.D. in Public Policy and Administration). His campaign emphasizes "putting our families first" and "moving the district forward."

His opponent is Kathryn M. Crosby, a consultant with backgrounds in human resources and health care who served as Virginia's first diversity, equity and inclusion officer at the Department of Health. A 34-year Dale District resident, Crosby's campaign focuses on transparent and community-responsive government. She has emphasized specific priorities including addressing school overcrowding, improving sidewalk infrastructure, attracting new businesses, and opposing what she describes as "irresponsible" data center development—citing concerns about noise pollution, water usage, and energy consumption.

Both candidates have stressed extensive door-to-door outreach to understand constituent concerns. Early voting for the August 4 primary took place from June 18 through July 31 at Central Library (7051 Lucy Corr Blvd), with additional Saturday hours July 25 and August 1. Polls on election day open 6 a.m. to 7 p.m.

The Dale District Democratic primary winner will almost certainly become the next supervisor, as the local Republican Party failed to nominate a candidate for the seat. The winner will complete Holland's term through December 31, 2027.

The Dale District is Chesterfield County's only magisterial district without a white majority population. According to Census data, Black and white residents each comprise 36% of the district's 73,000 residents, while Hispanic residents account for approximately 21%.

Key players

  • LeQuan M. Hylton: Interim Dale District supervisor (appointed November 2025); candidate for full term; property management company owner, Ph.D. in Public Policy and Administration from VCU, lieutenant colonel in U.S. Army Reserve, Afghanistan combat veteran
  • Kathryn M. Crosby: Candidate for Dale District supervisor; consultant; former diversity, equity and inclusion officer at Virginia Department of Health; 34-year Dale District resident
  • James M. 'Jim' Holland: Five-term Dale District supervisor (2008-2025, deceased October 14, 2025); chair of Board in 2014, 2021, 2024; certified public accountant and educator
  • Chesterfield County Board of Supervisors: Governing body that appointed Hylton as interim supervisor and will seat the primary winner

Key dates

  • 2025-10-14: Jim Holland, five-term Dale District supervisor, died after cancer battle at age 73
  • 2025-11: LeQuan Hylton appointed interim Dale District supervisor by Board of Supervisors
  • 2026-06-18 to 2026-07-31: Early voting for August 4 primary at Central Library (Monday-Friday 9 a.m.-5 p.m.; Saturdays July 25 and August 1, 9 a.m.-5 p.m.)
  • 2026-08-04: Democratic primary election for Dale District supervisor seat (polls open 6 a.m.-7 p.m.)
  • 2027-12-31: End of term for seat being filled; winner's term expires

Why it matters: The Dale District, Chesterfield's largest and only majority-minority magisterial district, will gain elected representation for the first time since Holland's death. The primary outcome will determine which candidate voters choose to complete the remainder of Holland's term and represent district interests on the five-member Board of Supervisors.

Places

Development timeline

  1. 2025-10-14
    Jim Holland dies following cancer battle: Five-term Dale District supervisor and board chair passed at age 73, leaving a vacancy on the Board of Supervisors [source]
  2. 2025-11
    LeQuan Hylton appointed interim supervisor: Board of Supervisors appointed Hylton to fill Holland's seat on an interim basis until special election [source]
  3. 2026-06-18
    Early voting begins for August 4 primary: Early voting opened at Central Library with extended hours through July 31, plus Saturday voting July 25 and August 1 [source]
  4. 2026-08-04
    Dale District supervisor primary election: Democratic primary between LeQuan Hylton and Kathryn Crosby to determine winner who will face no Republican opposition in November [source]

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