Senior Director of Retail

Goodwill Industries of the Chesapeake, Inc; Arbutus (MD); On-site; USD 120,000 - 150,000; Full time

Job summary

Goodwill Industries of the Chesapeake, Inc. is seeking a Senior Director of Retail to provide enterprise-level leadership for a multi-site retail operation that funds mission programs across communities.

The role directs store performance, merchandising, production, customer experience, and talent development—driving growth, financial sustainability, and mission impact. The Senior Director will set the strategic direction, partner with executive leadership and cross-functional teams including

Qualifications

• 8–10 years leading multi-site retail operations.
• Experience driving year-over-year sales growth.
• Strong strategic and financial acumen preferred.

Responsibilities

• Lead strategy, performance, and alignment of all retail operations across locations.
• Drive 8-12% year-over-year sales growth using data, market insights, and ops innovation.
• Oversee the multi-site retail footprint, ensuring strong customer experience and efficiency.
• Collaborate with Finance, eCommerce, Operations & Sustainability, Real Estate, and other departments.
• Develop leadership pipelines and succession planning across retail leadership.

Skills

Executive leadership

Multi-site leadership

Data-driven decision making

Cross-functional collaboration

Strategic vision

Travel availability

Education

Bachelor's degree in business/retail management or related field

Job description

If you are unable to complete this application due to a disability, contact this employer to ask for an accommodation or an alternative application process.

Senior Director of Retail

Sales Management Regular Full Time Senior Management Corporate Headquarters, Halethorpe, MD, US

3 days ago Requisition ID: 5225

Salary Range: $120,000.00 To $150,000.00 Annually

Senior Director of Retail

$120,000-150,000 with bonus eligibility

Goodwill Industries of the Chesapeake is seeking a Senior Director of Retail to provide enterprise-level leadership for a multi-site retail operation that directly funds mission programs across our communities.

This role sets the strategic direction for store performance, merchandising, production, customer experience, and retail talent development—positioning retail as a key driver of organizational growth, financial sustainability, and mission impact.

Why This Role Matters

Retail is a core engine of Goodwill's mission. The Senior Director of Retail leads strategy, execution, and cross-functional alignment across a complex retail footprint, ensuring stores operate efficiently, perform strongly, and deliver an exceptional customer experience—while advancing workforce development and community outcomes.

This role blends strategic vision with operational leadership, partnering closely with executive leadership and departments including eCommerce, Finance, Operations & Sustainability, and Real Estate.

Key Responsibilities

• Lead the overall strategy, performance, and alignment of all retail operations across multiple locations
• Drive 8-12% year-over-year sales growth using data, market insights, and operational innovation
• Position retail as a catalyst for mission impact and long-term organizational growth

Financial & Performance Management

• Develop and manage multi-million-dollar operating budgets, maintaining results within ±5% of budget
• Ensure 100% achievement of production targets while maintaining 50%+ textile sell-through rates
• Increase average transaction value by 5% through merchandising and pricing strategies
• Lead company-wide initiatives that increase customer engagement, including sustaining 40%+ round-up participation

Operational Oversight & Execution

• Oversee store performance and rapidly address underperformance, achieving 10%+ improvements within 90 days when needed
• Ensure consistent execution of merchandising standards, seasonal plans, and promotional campaigns
• Represent retail operations in executive, board-level, and cross-functional leadership forums
• Build and lead a high-performing retail leadership culture grounded in accountability and continuous improvement
• Strengthen leadership pipelines through coaching, training, and succession planning
• Partner with HR to maintain store-level vacancy rates below 15%

Customer Experience & Brand Integrity

• Ensure a consistent, high-quality customer experience across all locations
• Reduce customer complaints through proactive training, leadership standards, and responsive resolution
• Protect and advance brand standards across merchandising, store environments, and customer engagement

Compliance & Risk Management

• Ensure 100% compliance with safety, loss prevention, and organizational policies
• Lead annual reviews of audits, procedures, and risk controls in partnership with HR and Loss Prevention

Cross-functional Collaboration

• Partner closely with Finance, eCommerce, Operations & Sustainability, Real Estate, and other departments
• Lead cross-functional initiatives that drive alignment, transparency, and shared accountability

What We’re Looking For

Required Qualifications

• High school diploma or GED (required)
• 8-10 years of progressive retail leadership experience, including multi-unit oversight
• Demonstrated success leading large, complex, multi-site retail operations
• Strong executive-level decision-making and people leadership experience

Preferred Qualifications

• Bachelor’s degree in business, retail management, or a related field
• Experience scaling operations, improving underperforming locations, and leading enterprise initiatives
• Strategic, visionary leadership with strong execution capability
• Advanced financial and operational acumen
• Executive presence and ability to influence at all organizational levels
• Strong cross-functional collaborator and relationship builder
• Data-driven decision-maker with a bias toward action
• Commitment to diversity, equity, inclusion, and community impact
• Combination of office and retail environments
• Regular travel throughout Goodwill's service territory (Maryland and Eastern Shore)
• Access to a personal vehicle required

Why Goodwill?

Goodwill Industries of the Chesapeake offers competitive compensation, executive-level impact, and the opportunity to lead a mission-driven retail enterprise that directly funds community programs and workforce opportunities.