District Manager (Winchester, Fredericksburg, Staunton VA area)

Ayr Wellness

$75K — $95K *
Retail & Consumer Goods
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 5-7 years in cannabis retail operations, ideally in medical and adult-use settings.
  • Demonstrated success in managing dual-channel environments with state regulations.
  • Strong business acumen for prioritizing and driving results.
  • Experience leading teams through transformational growth processes.
  • Proven ability to scale operations in response to market demands.
  • Collaborative leader comfortable navigating change and ambiguity.
  • Bachelor's degree or equivalent hands-on experience.

Responsibilities

  • Exceed sales goals and operational KPIs across multiple locations.
  • Manage expenses and budgets to drive ROI effectively.
  • Implement effective scheduling to ensure compliance and operational coverage.
  • Maintain consistent retail standards and operational discipline.
  • Lead a customer-focused culture and respond to customer feedback.
  • Coach and develop Store Managers for accountable leadership.
  • Prepare teams for adult-use expansion, ensuring operational readiness.

Benefits

  • Opportunity to lead in a rapidly evolving medical cannabis market.
  • Hands-on leadership role with a focus on team development and growth.
  • Cross-functional collaboration across various departments.
  • Experience leading through significant market transitions and expansions.
  • A dynamic work environment that values adaptability and innovation.
Full Job Description
Description

Position at Ayr Wellness

Job Summary

At AYR Wellness, our District Managers are hands-on leaders who drive results, grow people, and bring consistency across multiple retail locations. In Virginia, this role carries additional scope and complexity. You will operate in a medical cannabis environment today while leading the district through preparation for adult use expansion. This is not a steady-state role. It requires building, scaling, and leading through change.

Reporting to the VP Retail, the District Manager is responsible for delivering business results, developing strong store leadership teams, and ensuring consistent, compliant, and customer first experience across all locations. At the same time, preparing teams, processes, and execution standards to support increased volume, pace, and operational complexity as the market evolves.

This role partners closely with Operations, People Ops, Compliance, Marketing, and Asset Protection, and other support teams to build infrastructure, align priorities, and execute effectively in a highly regulated and evolving environment.

Duties and Responsibilities

Business and Operational Leadership

  • Meet and exceed sales goals, KPIs, and operational targets.


  • Manage budgets, drive ROI, and control expenses with intention.


  • Effective Scheduling: Implement and manage scheduling practices that ensure full operational coverage during business hours and high-volume periods, maintaining pharmacist staffing levels in compliance with all regulatory requirements.


  • Ensure consistent execution of retail standards across all locations.


  • Maintain a strong focus on customer experience, operational discipline, and compliance.


  • Drive a customer-focused culture across all locations, with accountability for customer feedback, online reputation (including Google reviews), and consistent, high-quality in-store experiences.


Team Leadership and Development

  • Coach and develop Store Managers to lead with accountability, clarity, and strong business ownership.


  • Build and maintain a strong internal talent pipeline across the district.


  • Identify high-potential team members and create clear paths for development and promotion.


  • Partner with People Ops and Talent team, to manage performance, address issues early, and support leadership growth.


Adult Use Readiness and Market Transition

  • Lead district-wide readiness for adult use expansion, including operational planning, team capability, and execution standards.


  • Ensure AYR SOPs are thoughtfully crafted to reflect market-specific requirements and are effectively implemented across all locations.


  • Prepare store teams to transition from a medical-only model to a higher-volume, dual-channel environment.


  • Identify gaps in staffing, processes, and execution, and build scalable solutions ahead of launch.


  • Partner cross-functionally to align retail, compliance, marketing, people operations, and asset protection in preparation for adult use.


  • Ensure a smooth and compliant transition at launch, maintaining performance, customer experience, and operational control.


  • Set clear expectations for pace, productivity, and execution as the market evolves.


Regulatory Operations (VA-Specific)

  • Ensure all locations meet state-specific regulatory requirements, including pharmacist coverage ratios and credentialed staff.


New Market Growth and Expansion

  • Support new store openings and market expansion efforts.


  • Build scalable processes and operating rhythms that support growth.


  • Establish consistency across locations while adapting to evolving market conditions.


  • Other duties as assigned.


Qualifications

  • Demonstrated ability to lead high-volume cannabis retail operations in both medical and adult-use environments, managing dual-channel complexity and evolving state regulatory requirements.


  • Strong business acumen with the ability to plan, prioritize, and deliver results.


  • Experience leading teams through growth, change, or operational transformation.


  • Ability to scale operations and teams in advance of increased demand and complexity.


  • Strong understanding of retail performance drivers, customer experience, and team development.


  • Ability to partner cross-functionally and lead through ambiguity in evolving environments.


Education

  • College degree or equivalent experience.


Experience

  • Experience operating in or leading a high-volume dispensary or retail environment through a medical-to-adult-use market expansion is required.


Nothing in this job description restricts management's right to assign or reassign duties and responsibilities to this job at any time.

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