We’re looking for a Director of Sales & Market Growth—a proven sales leader who wants to build, sell, and grow alongside a passionate team. This role blends strategic oversight with hands-on selling, team leadership, and market development.

You’ll lead a small but growing sales team, directly manage key accounts, identify new market verticals, and partner with marketing to sharpen our messaging. This is a pivotal leadership role for someone who thrives in a build-as-you-go environment and understands what it takes to generate revenue in an education mission-centered organization.

WHAT YOU’LL DO

Lead the Sales Function

• Sell directly while leading a small sales team to consistently meet goals
• Manage pipeline development, prospecting, and key account relationships
• Establish sales processes, cadences, and performance standards
• Conduct regular coaching, 1:1s, and team huddles
• Instill discipline and drive using tools like our CRM (Monday.com)

Drive Market Growth

• Identify new customer verticals and scalable go-to-market strategies
• Lead outbound efforts and high-value prospecting in new markets
• Refine messaging to match audience needs and market trends
• Use research, data, and frontline experience to drive strategy

Marketing

• Manage the marketing team to align campaigns with sales priorities
• Contribute to content, product positioning, and outreach strategies
• Provide real-time voice-of-customer feedback to improve materials and offers
• Track and share results to help optimize campaigns

Contribute as a Company Leader

• Serve on the Leadership Team, participating in weekly L10 meetings
• Align sales and market strategy to the company’s V/TO and annual goals
• Hire and onboard sales team members as we scale
• Live out WhyMaker’s core values in everything you do

WHAT YOU BRING

• 2+ years of experience leading or managing a sales team (small teams welcome!)
• A track record of meeting or exceeding sales goals in a fast-paced environment
• Confidence and comfort in selling while leading
• A builder’s mindset—comfortable creating structure and strategy from scratch
• Experience developing and refining sales messaging and positioning
• Strong communication and coaching skills
• Working knowledge of marketing concepts and how they support sales
• Familiarity with CRM tools (Monday.com preferred)
• Bonus: experience in education, edtech, or mission-driven B2B environments
• Bonus: experience with or interest in EOS (Entrepreneurial Operating System)

WHY JOIN US?

• Remote-first culture with a flexible schedule
• Work with a tight-knit team that supports and trusts each other
• Make a direct impact on students, teachers, and education
• Be part of a growing company where your ideas and leadership matter
• Competitive salary with performance-based incentives
• Room to grow into an expanded leadership role as the company scales

QUALIFICATIONS

• Bachelor’s degree in a related field
• 3-5 years’ proven experience as a sales leader
• Experience in the Education Industry
• Solid computer skills and knowledge of CRMs
• Knowledge of EOS is an asset

BENEFITS

• Flexible work schedule
• Remote team (we love travelers)
• Small team

SALARY RANGE

• W2 position
• Full-time, 40 hours/week, $72,000-80,000/year base salary, $100,000 OTE