Director of Sales

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Director of Sales | Remote | Branded Merchandise & Apparel Decoration Industry

About the Opportunity

Goodwin Recruiting is partnering with our client, a growing leader in the apparel decoration and branded merchandise space, to find an experienced Director of Sales to lead and scale their new business engine. This is a senior leadership role for a proven sales builder — someone who thrives on building high-performance hunter teams, creating repeatable systems, and driving predictable revenue growth.

This role is fully remote from anywhere within the U.S.

If you have a passion for winning new business, developing top sales talent, and operating with discipline and urgency — we want to hear from you.

What You'll Own

• Net-new revenue targets through disciplined pipeline generation and conversion
• Market expansion strategies across priority verticals, geographies, and customer segments
• Ideal Customer Profiles (ICPs) and target account strategies
• A team of hunter-focused sales executives — coaching, developing, and holding them accountable
• Full pipeline health: coverage ratios, velocity, aging, and conversion
• Recruiting, hiring, and onboarding of high-caliber sales talent
• CRM accuracy, forecasting discipline, and KPI performance across the team

What You'll Do

• Lead, coach, and develop a team of inside and outside sales executives
• Design and enforce standard work for prospecting, pipeline management, discovery, and closing
• Conduct regular ride-alongs, call reviews, pipeline inspections, and deal strategy sessions
• Track and manage KPIs including pipeline creation, win rates, deal size, and sales cycle length
• Partner cross-functionally with Marketing, Operations, Production, and Customer Experience teams
• Build a culture of accountability, urgency, and continuous improvement
• Represent the voice of the customer in leadership discussions

What We're Looking For

• 8+ years of sales experience, with 5+ years in a sales leadership role
• Proven track record building and leading hunter sales teams
• Experience in apparel, apparel decoration, or branded merchandise strongly preferred (embroidery, patches, heat transfer, embellishments, etc.)
• Demonstrated ability to build repeatable sales systems and standards
• Strong command of pipeline management, forecasting, KPI-driven coaching, and CRM systems
• History of hitting and exceeding new business revenue targets
• Willingness to travel approximately 40%
• Strong executive presence with both customers and internal stakeholders
• Bachelor's degree in Business, Marketing, or related field required; MBA preferred
• Bilingual in English and Spanish is a plus

Who Thrives in This Role

Our client is looking for a leader who:

• Has a builder mindset — loves creating systems and scaling teams in growth environments
• Is a coach first — invests in developing talent and raising the performance bar
• Is data-driven — manages with precision and uses numbers to tell the story
• Holds high accountability — sets clear standards and drives consistent execution
• Is strategic but hands-on — can define go-to-market strategy and still get in the field
• Is resilient and competitive — thrives in the grind of winning new business

Compensation & Details

• 📍 Fully Remote — U.S.-based candidates only
• ️ Travel: approximately 40%
• 💼 Full-time, direct hire
• 💰 Competitive base salary + performance-based incentives (details provided during the interview process)

JOB ID: 174276

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Andy Tripoli

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