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
- Delivering on your revenue targets by:
- Identifying and engaging high-potential target accounts across multiple industries.
- Developing innovative outreach strategies to secure meetings with C-suite and senior executive stakeholders.
- Articulating our unique value proposition, educating the market on how AI transforms strategy management and execution.
- Building a robust pipeline through prospecting, networking, and multi-channel outreach.
- Developing and delivering compelling presentations to executive prospects, demonstrating how WorkBoard drives measurable outcomes.
- Managing the full sales cycle with a consultative, solution-focused approach tailored to the challenges of selling in an emerging category.
- Partnering with internal teams to shape tailored solutions for each customer’s strategic needs.
- Establishing trust-based relationships with decision-makers, positioning yourself as a strategic advisor.
- Capturing and sharing market feedback to help refine our category narrative and product strategy.
What We’re Looking For
- 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.
- 7–10 years of successful B2B enterprise software sales experience, preferably in new market or category-creation environments.
- Exceptional prospecting skills with the ability to secure meetings with C-level executives.
- Strong business acumen and the ability to articulate how AI impacts strategic business outcomes.
- Entrepreneurial mindset with the ability to thrive in ambiguity and fast-paced growth.
Nice to Have
- Experience launching new products or breaking into new markets.
- Familiarity with strategy execution concepts and how they apply in business.
- Background in early-stage startup environments with a record of sales success.
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