Wholesale Sales Director

Role Overview

Stewart Simmons is seeking a Wholesale Sales Director to expand and strengthen the wholesale channel for its collegiate apparel brand. This role goes beyond account maintenance and calls for a leader who can generate demand, open new business, nurture strong buyer partnerships, and help the brand scale with both larger retail chains and independent boutiques.

This is a practical, hands-on leadership position for someone who understands the retail landscape, anticipates buyer needs, and enjoys building a wholesale business from the ground up. The ideal candidate will be confident presenting to major retailers, managing boutique accounts, attending trade events, following through consistently, and converting interest into purchase orders.

Candidates who are commercially minded, self-starting, relationship-focused, and energized by fashion, fan communities, and collegiate culture are encouraged to apply.

Key Responsibilities

• Expand wholesale revenue across major retailers, campus retailers, independent boutiques, and regional accounts.
• Bring in new wholesale accounts that align well with Stewart Simmons.
• Build and maintain a strong pipeline through regular outreach and disciplined follow-up.
• Present seasonal collections, prebook opportunities, reorders, and special programs to buyers.
• Create strategies that support growth in both new and existing accounts.
• Own assigned sales targets and actively work toward hitting them.
• Develop trusted relationships with retail buyers, store owners, and account partners.
• Learn each account’s customer base, merchandise needs, buying schedule, and growth potential.
• Recommend assortments based on store format, team, region, and prior performance.
• Track sell-through, reorder needs, missed opportunities, and future purchasing requirements.
• Deliver strong service while keeping revenue growth as the main priority.
• Represent the brand at important wholesale events and relevant trade shows.
• Prepare for markets with account lists, goals, product knowledge, and follow-up plans.
• Travel occasionally to visit retailers, deepen relationships, and uncover new sales opportunities.
• Ensure the brand is presented professionally and effectively at every sales event.
• Keep clear records of outreach, pipeline activity, account health, orders, and follow-up.
• Use CRM tools, wholesale platforms, and reporting systems to monitor sales activity and opportunities.
• Share regular updates on buyer feedback, account potential, risks, and revenue forecasts.
• Improve wholesale processes such as outreach cadence, account segmentation, market follow-up, and reorder planning.
• Work with the internal team on line sheets, catalogs, product feedback, sales assets, and market preparation.

Requirements

• Strong background in wholesale, retail, apparel, gift, collegiate, or consumer products sales.
• Experience working directly with retail buyers.
• Ability to generate sales proactively rather than only processing incoming orders.
• Comfort selling to both large retail accounts and independent boutiques.
• Understanding of seasonal buying cycles, preorder timelines, trade shows, and wholesale follow-up.
• Highly proactive and persistent, with a tactful approach.
• Clear communication skills and dependable follow-through.
• Strong relationship-building ability and a trustworthy approach with buyers.
• Proven record of account management and revenue growth.
• Willingness to contribute across the team and support colleagues when needed.
• Ability to work independently from home while staying accountable to goals.
• Well organized and comfortable managing a sales pipeline.
• Bachelor’s degree in business, marketing, or a related field.
• Interest in women’s apparel, collegiate culture, and brand growth.

Role Details

This is a full-time remote position, with Atlanta preferred for occasional in-person collaboration. The role reports directly to the founder and requires occasional travel for markets, trade shows, and retailer visits.

Compensation and Benefits

Pay is based on experience and may include performance-based incentives. Benefits include retirement savings plans with a 401(k) match, PTO, and ICHRA (individual coverage health reimbursement arrangements).