Head Of Retail Operations Jobs (NOW HIRING)

Position Description: Head of Retail
Location: Florida (Statewide)
Employment Type: Full-Time, Senior Leadership
Reports To: Chief Operating Officer
Salary will be based on experience and market competitive
About Us
We are a dynamic, vertically integrated cannabis company dedicated to delivering high-quality products, exceptional customer experiences, and compliant, responsible operations across the state of Florida. We are a brand and experience-driven organization dedicated entirely to the State of Florida. As we continue expanding our retail footprint, we are seeking a strategic and experienced Head of Retail to lead all retail operations, drive revenue growth, and elevate our brand presence.
Position Summary
The Head of Retail will oversee all aspects of our Florida dispensary network, including operations, sales performance, staffing, training, compliance, and customer experience. This role requires a dynamic leader with deep multi-unit retail experiencepreferably in cannabis, regulated industries, or fast-paced consumer sectors. You will shape the retail strategy, develop scalable systems, and ensure that every store operates with excellence, compliance, and brand consistency.
***This role will require extensive travel. Weekly travel to 1-2 of Sunburns 15 stores across Florida.
Key Responsibilities
Retail Strategy & Leadership
Develop and execute a comprehensive statewide retail strategy aligned with company goals, working closely with the C-suite.
Lead and mentor regional and store leadership teams to ensure operational excellence.
Manage store expansion planning, including new location launches and market assessments.
Operations & Performance
Oversee daily operations of all dispensaries, ensuring efficiency, profitability, and consistency.
Drive retail sales performance through KPI management, goal setting, and continuous improvement programs.
Implement systems, SOPs, and technology solutions that support scalable growth.
Customer Experience
Build a strong customer-centric culture focused on education, service, and brand loyalty work closely with branding and marketing teams to understand brand and communications
Ensure retail environments reflect the companys brand standards and values.
Communicate with marketing, farm and operations to collaborate on product and promotional activity
Compliance & Risk Management
Ensure all retail operations strictly adhere to Floridas cannabis regulations (D.O.H., OMMU).
Collaborate with compliance teams to maintain accurate reporting, inventory management, and regulatory readiness.
People & Talent Development
Recruit, onboard, and develop high-performing retail teams at all levels.
Lead training initiatives focused on product knowledge, sales performance, and compliance.
Foster a culture of accountability, communication, and professional growth.
Qualifications
7+ years of senior leadership in multi-unit retail; cannabis or regulated industry experience preferred.
Deep understanding of retail operations, sales optimization, and workforce management.
Strong knowledge of Florida cannabis regulations, or ability to quickly learn and operate within them.
Proven track record of scaling retail operations and leading large teams.
Excellent communication, organizational, and analytical skills.
Ability to travel statewide regularly.
Physical Requirements and Demands
The physical demands for this leadership position are primarily rooted in the need to be present and active across one or multiple store locations, ensuring smooth operations, compliance, and team oversight.
Prolonged Standing and Walking: The individual in this role is frequently required to stand or walk for extended periods, often for the entire duration of a shift, which can be up to eight hours or more. This is essential for managing the sales floor, assisting staff, overseeing customer interactions, and conducting regular store evaluations and audits.
Bending, Squatting, Kneeling, and Reaching: The job requires a high degree of mobility, including the ability to regularly bend at the waist, squat, kneel, crouch, and reach with hands and arms to access products on various shelves, service displays, manage inventory in back storage areas, and perform general operational tasks. This is crucial for maintaining a well-stocked and visually appealing store while adhering to compliance protocols.
Lifting and Moving Objects: While less frequent than for entry-level staff, the Head of Retail Operations must be physically capable of lifting and moving moderate to heavy objects.
They are often required to frequently lift up to 10 pounds.
They must also be able to occasionally lift and/or move up to 25 pounds, with some specific job descriptions noting the ability to lift up to 50 pounds. This might involve handling product shipments, moving display fixtures, or assisting with inventory transfers.
Manual Dexterity and Vision: The role requires sufficient hand dexterity to perform manual tasks, use standard office equipment (computers, tablets, POS systems), handle products and cash securely, and manage paperwork. Specific vision abilities, including close vision, distance vision, color vision, peripheral vision, and the ability to adjust focus, are necessary for accurately assessing products, reading compliance documentation, and monitoring security cameras.
Work Environment Conditions: The job function often takes place in a moderate to loud retail environment and may involve exposure to various potential allergens (like mold in certain facility areas), cleaning solvents, or dust, requiring adaptability to changing conditions and the wearing of appropriate personal protective equipment (PPE) when necessary.
Travel and Flexibility: significant travel (up to 80% ) is required, necessitating physical stamina for driving or flying and adapting to different work environments and schedules, including nights, weekends, and holidays.
Contextualizing the Demands
It is vital to understand that the physical requirements for a high-level management role in cannabis retail are often more hands-on than similar roles in traditional retail. The intense regulatory scrutiny, rigorous inventory tracking requirements (seed-to-sale systems like METRC or BioTrackTHC are standard), and high security needs mean that managers are often actively involved in operational processes rather than solely performing administrative duties.
The "Head of Retail Operations" is expected to lead by example and be ready to step into any position as needed to ensure the business runs smoothly and remains compliant. This means that while a significant portion of their time is spent on strategic planning, financial analysis, and team leadership, they also need the physical capability to perform the fundamental job duties of every employee under their command.
Compensation & Benefits
Competitive base salary depending on experience + performance-based bonuses
Comprehensive health benefits
Paid time off and holidays
Professional development opportunities
The policies and principles of EEO also apply to the selection and treatment of independent contractors, personnel working on our premises who are employed by temporary agencies and any other persons or firms doing business for or with Green Sentry, LLC.
(Note: The Company complies with the Americans with Disabilities Act (ADA), as amended by the ADA Amendments Act (ADAAA), and all applicable state and local fair employment practices laws and is committed to providing equal employment opportunities to qualified individuals with disabilities. Consistent with this commitment, the Company will provide a reasonable accommodation to disabled applicants and employees if the reasonable accommodation would allow the individual to perform the essential functions of the job, unless doing so would create an undue hardship.)
$1.00 - $1.00 Annually