Commercial Operations Specialist

Commercial Operations Specialist

Location: Remote in Illinois, Chicagoland area
Job Type: Full-Time | Exempt
Reports to: Director of Merchandising and Commercial Operations

Company Overview

Founded in 2014, Windy City Cannabis has grown from a single dispensary to six locations across Illinois, with our flagship store proudly located in 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 team provides expert 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 Commercial Operations Specialist supports the execution and administration of key commercial functions across Windy City Cannabis, including ecommerce, product information management, pricing, merchandising, promotions, and operational initiatives. This role is responsible for maintaining accurate customer-facing product information, supporting promotional execution, assisting with pricing and inventory administration, and coordinating activities across multiple departments.

The ideal candidate is highly organized, detail-oriented, and comfortable managing multiple priorities in a fast-paced environment. This position partners closely with Merchandising, Inventory, Pricing, Marketing, Ecommerce, and Store Operations teams to ensure accurate information, efficient processes, and consistent customer experience across all channels.

Essential Duties and Responsibilities

Administrative & Commercial Operations Support

• Assist with data entry, information gathering, and routine administrative tasks.
• Track outstanding requests, deadlines, and follow-up items.
• Prepare reports, presentations, meeting materials, and other business documents.
• Coordinate information and follow-up between corporate teams, vendors, and dispensary locations.
• Maintain organized records and documentation for commercial processes and initiatives.
• Support special projects and other operational needs as assigned.

Menu & Product Information Management

• Maintain accurate product information across ecommerce menus and customer-facing platforms.
• Update product images, descriptions, brand information, categories, and related product details using approved resources.
• Assist with product launches, new item setups, and product lifecycle updates.
• Review menus routinely to identify missing, outdated, or inaccurate product information.
• Communicate product information discrepancies to vendors and assist with corrections.
• Maintain organized libraries of product images, descriptions, and brand assets.

Ecommerce Support

• Provide backup support for ecommerce-related questions and issues.
• Assist in identifying product, menu, pricing, image, and content discrepancies.
• Coordinate with internal teams or external partners when technical issues require escalation.
• Assist with testing and validating ecommerce updates.
• Support a consistent and accurate customer experience across all ecommerce platforms.

Inventory & Pricing Support

• Provide backup administrative support to the Inventory Pricing Analyst.
• Assist with promotional pricing updates and product price changes.
• Enter, maintain, and validate pricing and product information across applicable systems.
• Support efforts to ensure pricing accuracy across customer-facing channels.

Promotional & Creative Support

• Assist with the execution of promotions, product launches, and seasonal campaigns.
• Update product and promotional information across digital menus and ecommerce platforms.
• Create supplemental graphics and digital assets using established brand standards and templates.
• Resize, modify, and adapt creative assets for various digital applications.
• Maintain organized files of approved creative assets and promotional materials.
• Provide administrative support for commercial and marketing initiatives.

Cross-Functional Support

• Collaborate with Merchandising, Inventory, Pricing, Marketing, Ecommerce, and Store Operations teams.
• Support the implementation of company-wide commercial initiatives.
• Assist with gathering information, coordinating timelines, and tracking project follow-up activities.
• Build and maintain positive working relationships with internal stakeholders and external partners.

Additional Responsibilities

• Perform other duties and special projects as assigned.
• Responsibilities may evolve based on business needs, technology changes, organizational structure, and operational priorities.

Role Requirements

• Must be at least 21 years of age.
• Bachelor's degree in Marketing, Communications, Business, Operations, Information Systems, or a related field preferred.
• 2-4 years of experience in retail operations, ecommerce, customer experience, marketing, business support, or a related field required.
• Ability to obtain and maintain a Dispensing Agent Identification Card issued by the State of Illinois.
• Ability to maintain confidentiality and exercise sound judgment.
• Self-motivated with the ability to work independently and effectively in a remote environment.
• Strong project management, organizational, and time-management skills.
• Excellent written and verbal communication skills.
• Proven ability to manage multiple priorities and cross-functional initiatives simultaneously.
• Strong analytical and problem-solving abilities.
• Ability to adapt quickly to changing technologies, operational requirements, and business priorities.

Physical Requirements

While performing the duties of this position, employees must be able to sit, stand, or walk for extended periods; use computers and other office equipment for prolonged periods; frequently review information on computer screens; communicate effectively in person, by phone, and electronically; occasionally lift and/or move up to 15 pounds; and travel periodically to dispensary locations, meetings, or company events as business needs require.

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. Additional criteria may apply based on the skills, experience, training requirements, and certifications necessary for the role.

Compensation & Benefits

• Salary Range: $55,000 - $65,000 annually
• Bonus Potential: 5% of annual base salary

Benefits

• Medical, Dental, and Vision Insurance
• 40 Hours of Paid Sick Leave
• Unlimited Paid Time Off
• 401(k) Retirement Plan
• 40% Employee Discount
• Employee Samples

Additional Information

This job description is intended to describe the general nature and level of work performed and is not intended to be an exhaustive list of all duties, responsibilities, or qualifications. Responsibilities may be modified at any time to meet business needs.

Equal Employment Opportunity

Windy City Cannabis is committed to equal employment opportunities for all qualified candidates and employees without regard to race, color, religion, sex, gender (including gender identity, gender expression, change of sex, and transgender status), sexual orientation, national origin, ancestry, age, military or veteran status, physical or mental disability, pregnancy, marital status, genetic information, or any other characteristic protected by applicable law. Our EEO policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training. If you need assistance or an accommodation during the application process because of a disability, it is available upon request.

Use of Artificial Intelligence in Recruiting

Windy City Cannabis may utilize artificial intelligence (AI) or other technology-assisted tools to support portions of the recruiting and hiring process, such as organizing applications, identifying job-related qualifications, scheduling interviews, or assisting with candidate communications. All employment decisions, including candidate selection and hiring determinations, are made by qualified human decision-makers.