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Lead Dispensary Associate

Location:In-Store
Job Type:Full-Time | Non-Exempt
Reports to:General Manager

Company Overview

Founded in 2014, Windy City Cannabis has grown from a single dispensary to six locations across Illinois, with our flagship store proudlylocatedin Homewood, Illinois. As a woman-owned company since 2023, we are committed to creating a safe, inclusive, and professional environment for both medical and recreational cannabis customers.

At Windy City Cannabis, we believe cannabis should be approached with knowledge and respect. Our highly trained teamprovidesexpert guidance, personalized support, and a welcoming experience that keeps customers coming back. We foster a culture centered on education, service, accountability, and growth, where team members are empowered to make a meaningful impact.

Position Summary

The Lead Dispensary Associate serves as a frontline leader responsible for supporting daily dispensary operations,maintainingcompliance, and delivering an exceptional customer experience. As a keyholder and Agent-in-Charge, this roleassists in overseeing day-to-day activities, coaching team members, protecting company assets, and ensuring operational excellence.

The Lead Dispensary Associate partners closely with the management team to drive performance, uphold company standards, and support a safe, compliant, and customer-focused environment.

Essential Duties and Responsibilities

Leadership & Team Support

• Serve as a keyholder and designated Agent-in-Charge during assigned shifts.
• Provide guidance, coaching, and real-time feedback to Dispensary Associates.
• Support onboarding, training, and development of new team members.
• Communicate operational priorities and help ensure adherence to company standards.
• Promote a positive, collaborative, and customer-focused teamculture.

Operations & Compliance

• Support daily dispensary operations while ensuring compliance with company policies and Illinois cannabis regulations.
• Maintain a safe, secure, and compliant environment for customers, employees, and inventory.
• Perform opening and closing procedures, including cash accountability and security checks.
• Assist with store audits, compliance activities, and operational initiatives.
• Safeguard company assets, including cash, inventory, facilities, and confidential information.

Customer Experience

• Deliver exceptional customer service and serve as a role model for the team.
• Assist with customer concerns and help resolve issues professionally and efficiently.
• Promote customer education, engagement, and loyalty-building initiatives.
• Ensure the dispensary remainsclean, organized, and welcoming for all customers.

Additional Responsibilities

• Maintain knowledge of cannabis products, industry trends, and regulatory requirements.
• Support management with special projects and store initiatives.
• Perform other duties as assigned.

Role Requirements

• Minimum of 2 years of experience in retail, hospitality, customer service, or a similar customer-facing environment.
• At least 1 year of supervisory, leadership, keyholder, or management experience preferred.
• Experience utilizing Point of Sale (POS) systems and basic computer applications; cannabis retail experience is a plus.
• Strong leadership, customer service, communication, and problem-solving skills.
• Ability to work effectively in a fast-paced, highly regulated environment.
• Strong organizational skills and attention to detail.
• Ability to maintain confidentiality, professionalism, and ethical conduct.
• Must be at least 21 years of age.
• Must have open availability, including evenings, weekends, and holidays as business needs require.
• Ability to obtain and maintain a Dispensing Agent Identification Card issued by the State of Illinois.
• Must remain compliant with all applicable regulatory requirements, personnel policies, safety regulations, local codes, company policies, standard operating procedures, and state and local laws governing the cannabis industry.

Physical Requirements

While performing the duties of this position, employees must be able to stand or walk for extended periods, perform repetitive tasks, lift and/or move up to 10 pounds regularly (and more with assistance when necessary), communicate effectively, and accurately identify products, labels, and SKU information with or without corrective lenses.

Internal Candidates

All Team Members who have successfully completed six (6) months of employment in their current position and are in good standing will be considered for promotion and are encouraged to apply to open positions.

Being in good standing means an accrual of fewer than five attendance points and fewer than seven cash handling points.Additionalcriteria may apply based on the skills, experience, training requirements, and certifications necessary for the role.

Compensation & Benefits

• Hourly Rate:$19.50/hour

Benefits

• Tips
• Medical, Dental, and Vision Insurance
• Paid Time Off and Sick Time
• 401(k) Retirement Plan
• Employee Assistance Program
• 40% Employee Discount