Regional Sales Director (NYC)

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.

The ideal candidate will have a proven track record of enterprise selling, exceptional prospecting skills, and the ability to articulate how AI impacts strategic business outcomes. They will also have a strong business acumen and the ability to thrive in ambiguity and fast-paced growth.

Responsibilities:

• Deliver on revenue targets by identifying and engaging high-potential target accounts across multiple industries.
• Develop innovative outreach strategies to secure meetings with C-suite and senior executive stakeholders.
• Articulate our unique value proposition, educating the market on how AI transforms strategy management and execution.
• Build a robust pipeline through prospecting, networking, and multi-channel outreach.
• Develop and deliver compelling presentations to executive prospects, demonstrating how WorkBoard drives measurable outcomes.

Requirements:

• 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.