Director of Sales - Chicago

As our Director of Sales, you will report directly to the VP of Sales and be responsible for developing and executing statewide and regional sales strategies to meet revenue objectives. You will manage and coach a team of Account Executives, maintain a best-in-class standard of customer service, and ensure strong collaboration between the sales and marketing teams. This position is full-time, with opportunities for on-site, remote, and field work.

What You’ll Do:

• Lead & Inspire: Build, mentor, and manage a high-energy, results-driven sales team of Account Executives.
• Drive Revenue Growth: Develop and implement statewide sales strategies to expand distribution and exceed revenue targets.
• Market Expansion: Identify new opportunities to grow our footprint throughout Illinois, with a heavy focus on the Chicago area.
• Relationship Management: Cultivate and maintain strong partnerships with dispensary owners and key stakeholders.
• Sales Strategy & Execution: Work directly with the VP of Sales to develop and refine highly effective sales tactics, pricing strategies, and promotional initiatives.
• Pipeline & Account Management: Own pre-operational pipeline management, ensuring a smooth transition from initial relationship-building to ongoing management by Account Executives.
• Data-Driven Decision Making: Track and analyze sales statistics based on key quantitative metrics, preparing reports for the Management Team.
• Field Engagement: Be in the market regularly to support your team, engage clients, and stay ahead of industry trends.
• Cross-Department Collaboration: Coordinate with marketing on product launches, events, and promotions, and work closely with fulfillment and distribution teams to ensure exceptional service.
• Compliance & Industry Knowledge: Ensure adherence to state regulations while staying ahead of market shifts and consumer trends.
• CRM & Sales Tracking: Maintain accurate client data, sales orders, and account updates in Salesforce or similar CRM systems.

What We’re Looking For:

• Sales Leadership Experience: 5 years of experience in sales, with at least 2 years in a director-level role leading an outside sales team. 
• Proven Success: Demonstrated ability to scale sales operations, grow revenue, and expand market share.
• IL Market Expertise: Strong understanding of the IL cannabis market as a whole
• Strategic & Hands-On: Able to set vision and strategy while also rolling up your sleeves to execute.
• Exceptional Sales Skills: Persuasion, overcoming objections, active listening, and negotiation expertise.
• Tech-Savvy: Experience using CRM systems such as HubSpot, along with proficiency in Microsoft Office and Google Suite.
• Relationship Builder: Skilled in developing and maintaining long-term business partnerships.
• Entrepreneurial Mindset: Passion for building something dynamic in an evolving industry.
• High Integrity: Demonstrates strong ethical conduct and professionalism in all interactions.
• Travel Flexibility: Willingness to travel regularly within Illinois.

Compensation & Benefits:

• Salary: Up to $200,000 OTE with a competitive and uncapped commission structure
• Opportunity to shape the future of a leading cannabis brand
• A collaborative and energetic company culture
• Benefits package including health, dental, vision, and 401(k)
• The chance to be at the forefront of one of the fastest-growing industries in the U.S.

Ready to Lead in IL’s Cannabis Market? If you’re a dynamic sales leader eager to make an impact in the legal cannabis industry, we want to hear from you! Apply today and help us take our brand to the next level.

Experience the Fernway Advantage:

• Generous annual leave: 13 paid holidays and up to 3 weeks PTO (hourly and salaried staff alike)
• Comprehensive health coverage: company-sponsored health, dental, and vision insurance
• Extra benefits: PSL, FSA, HSA, disability, paid parental leave, volunteer days, life insurance, 401(k) with match, discounted pet insurance, company discount program, and gym membership reimbursements, happy hours, paid lunches

About Fernway

Fernway is an industry-leading cannabis brand that is actively expanding into innovative product categories and new state markets. Our unwavering commitment to premium quality cannabis products, exceptional customer service and strategic partnerships are what set us apart. We pride ourselves on nurturing an employee-first culture that has helped catapult us to the top of the industry. We are accepting, inclusive and diverse. We embody cannabis culture from top to bottom and act as one team. That is what has made us successful.

Equal Opportunity Employer

Fernway provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation and training. Fernway is dedicated to building a diverse team.

Salary : $200,000