Director of Sales & Marketing

WhyMaker is seeking a Director of Sales & Marketing to lead our Sales & Marketing department and help drive the next stage of the company's growth. This is a leadership role for someone who can bring together strategy, market and customer insight, sales, marketing, people leadership, and day-to-day execution. You will be responsible for translating company growth goals into a clear sales and marketing strategy, building a healthy and measurable pipeline, strengthening our market positioning, and ensuring our sales and marketing efforts consistently contribute to revenue.

This is a player-coach role. You will lead and develop the team while remaining engaged with clients and strategic opportunities, but you will not carry a full individual territory or heavy prospecting quota.

You will work cross functionally to ensure that what we sell aligns with our capabilities, is delivered successfully, and creates a strong customer experience.

WHAT WE'RE LOOKING FOR

The right person is both strategic and hands-on. You can see the big picture, but are also willing to roll up your sleeves and do the work yourself.

You take ownership of outcomes and are comfortable making data-driven decisions and adjusting when something isn't working. You are a strong communicator and collaborator who can build trust across departments while also holding people accountable. You know how to turn strategy into action and measurable results. Most importantly, you are excited by the opportunity to help a purpose-driven company build a predictable and scalable path to growth.

KEY RESPONSIBILITIES

• Develop and implement the sales and marketing strategy aligned with WhyMaker's growth goals, ideal customer profile, priority markets, and offerings
• Manage the Sales & Marketing budget
• Own sales pipeline health, forecasting, conversion, revenue reporting, and performance
• Establish and maintain a healthy, qualified pipeline that supports company revenue goals
• Ensure opportunities are appropriately qualified, and CRM is maintained and accurate
• Maintain deep knowledge of WhyMaker’s ICP, buyers, markets, customers, and opportunities
• Participate in strategic customer conversations and help advance and close high-value opportunities
• Generate a consistent flow of marketing qualified leads
• Maintain consistent, on-brand messaging across sales and marketing campaigns, content, events, and outreach with revenue priorities
• Own the strategy and ROI of WhyMaker's conference and event participation.
• Lead, coach, and hold the Sales and Marketing teams accountable with clear expectations, goals and KPIs
• Hire, onboard, and develop future sales and marketing talent
• Partner with Educational Services and Business Operations to ensure effective sales-to-delivery handoffs, appropriate scoping, positive customer experience, and outcomes
• Develop strategies to increase repeat business, expansion, referrals, and long-term customer relationships.
• Participate on the Leadership Team and work collaboratively towards growth, while addressing challenges and aligning departmental priorities with overall company strategy

REQUIREMENTS

• 5+ years of progressive B2B sales, business development, or revenue experience
• 3+ years leading sales and/or integrated sales and marketing teams and strategy
• Demonstrated experience owning revenue targets.
• Comfortable operating in a fast-paced, growing company both strategically and hands-on
• Track record of improving pipeline health, conversions, forecasting, and revenue performance
• Strong analytical and CRM skills with the ability to use data to make decisions and manage performance
• Experience developing and implementing sales and marketing strategies that connect to measurable results
• Strong people leadership skills, including coaching, accountability, performance management, and team development.
• Confidence navigating complex, multi-stakeholder client conversations and strategic sales opportunities
• Education, edtech, workforce development, energy, STEM, or mission-driven B2B experience preferred
• Experience with EOS and Monday.com (or comparable CRM) preferred
• Bachelor's degree or equivalent relevant experience

HOW SUCCESS WILL BE MEASURED

• Sales and Marketing has clear strategy, priorities, goals, and accountability
• There is reliable visibility into pipeline, forecasting, and revenue performance
• Sales opportunities consistently progress through a defined and measurable sales process
• Marketing generates qualified leads and opportunities tied to WhyMaker's ICP and revenue priorities.
• Customer and market insights inform messaging, offers, and go-to-market strategy
• The Sales & Marketing team is engaged, accountable, and continuously developing
• Sales &Marketing, Educational Services, and Business Operations work together effectively to create a strong customer experience
• WhyMaker consistently meets or exceeds agreed-upon revenue and growth

BENEFITS

• Full-Time (40 hrs/week)
• Flexible work schedule, EST hours
• Remote-first, flexible work environment
• $175,000 OTE (base + bonus)