Regional Sales Manager

Company Description Winston Retail is a specialized retail services partner delivering field execution, creative design, expert merchandising, and end-to-end project management for leading and emerging brands. Since its founding in 2003, the company has grown significantly, supporting multiple global brands with solutions that elevate in-store consumer experiences and drive measurable results. Winston Retail combines innovative field technology with hands-on expertise to streamline operations and ensure effective brand storytelling at retail. The company’s offerings span brand events and activations, pop-ups, staffing, training, merchandising, design, custom production, and installations. Its Creative Studio develops strategy and design for everything from flagship window displays to nationwide rollouts, helping brands enhance visibility, engagement, and performance.
Role Description The Regional Sales Manager is a full-time, on-site role based in Colorado Springs, CO, responsible for driving revenue growth and expanding Winston Retail’s footprint across an assigned territory. This role oversees regional sales activities, including prospecting new clients, nurturing existing accounts, and presenting tailored retail solutions that align with brand objectives. The Regional Sales Manager collaborates closely with internal teams such as merchandising, creative, and operations to deliver integrated proposals and ensure successful execution of client programs. Day-to-day responsibilities include building and maintaining a robust sales pipeline, leading client meetings and presentations, preparing sales forecasts and reports, and monitoring market trends and competitor activity. This position also involves coaching and supporting local account teams, ensuring high-quality customer service, and representing Winston Retail at industry events and brand activations when needed.
Qualifications

• Demonstrated experience in regional or territory sales management, preferably in retail services, merchandising, or brand activation environments.
• Strong skills in consultative selling, relationship-building, and account management, with the ability to understand client needs and propose tailored solutions.
• Proficiency in sales planning, forecasting, and CRM tools, with a track record of meeting or exceeding revenue and growth targets.
• Knowledge of retail operations, visual merchandising, brand events, and experiential marketing, including familiarity with multi-location or national rollouts.
• Excellent communication, presentation, and negotiation skills, including the ability to collaborate effectively with cross-functional teams.
• Ability to analyze market data and performance metrics to identify opportunities, optimize strategies, and support data-backed decision-making.
• Comfort working in a fast-paced, client-focused environment with strong organizational and time-management skills.
• Bachelor’s degree in Business, Marketing, Retail Management, or a related field, or equivalent professional experience.
• Willingness to travel within the assigned region as needed to visit client locations and attend events.