About WorkBoard  WorkBoard is the pioneer in AI-driven strategy execution solutions, empowering enterprises to align, measure, and achieve their most important outcomes. With our platform, organizations can operationalize strategy in real-time, foster alignment across teams, and accelerate growth. Our customers include some of the world’s most innovative companies across technology, financial services, healthcare, and more.  We’re backed by top-tier investors and led by a diverse, mission-driven team that’s passionate about redefining how organizations execute strategy at scale. At WorkBoard, you’ll have the opportunity to join a fast-growing, category-defining company where your work directly impacts how leaders shape the future.  The Role  We are seeking a Regional Sales Director with an entrepreneurial spirit and a proven track record in B2B software sales. This is a unique opportunity to sell into a new category and shape how global enterprises think about strategy execution. Your ability to open doors, educate executives, and build trust with key decision-makers will be crucial to both your success and WorkBoard’s category leadership.  What You’ll Be Doing  <ul> <li>Delivering on your revenue targets by:  <ul> <li>Identifying and engaging high-potential target accounts across multiple industries. </li> <li>Developing innovative outreach strategies to secure meetings with C-suite and senior executive stakeholders. </li> <li>Articulating our unique value proposition, educating the market on how AI transforms strategy management and execution. </li> <li>Building a robust pipeline through prospecting, networking, and multi-channel outreach. </li> <li>Developing and delivering compelling presentations to executive prospects, demonstrating how WorkBoard drives measurable outcomes. </li> </ul> </li> <li>Managing the full sales cycle with a consultative, solution-focused approach tailored to the challenges of selling in an emerging category. </li> <li>Partnering with internal teams to shape tailored solutions for each customer’s strategic needs. </li> <li>Establishing trust-based relationships with decision-makers, positioning yourself as a strategic advisor. </li> <li>Capturing and sharing market feedback to help refine our category narrative and product strategy. </li> </ul> What We’re Looking For  <ul> <li>A proven track record of enterprise selling where you’ve closed deals in the $100k to $500 range to consistently exceeded your quarterly and annual revenue targets.  </li> <li>7–10 years of successful B2B enterprise software sales experience, preferably in new market or category-creation environments. </li> <li>Exceptional prospecting skills with the ability to secure meetings with C-level executives. </li> <li>Strong business acumen and the ability to articulate how AI impacts strategic business outcomes. </li> <li>Entrepreneurial mindset with the ability to thrive in ambiguity and fast-paced growth. </li> </ul> Nice to Have  <ul> <li>Experience launching new products or breaking into new markets.</li> <li>Familiarity with strategy execution concepts and how they apply in business.</li> <li>Background in early-stage startup environments with a record of sales success. </li> </ul>   #LIRemote

Workboard

Regional Sales Director (NYC)

Workboard

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