Enterprise SaaS Sales Leader — Builder & Strategist

unPLUG Dining; New York (NY); On-site; USD 275,000 - 325,000; Full time

Job summary

unPLUG Dining is seeking a Director of Sales to become our first true sales leader and help build the commercial organization from the ground up. This player‑coach role requires hands‑on sales leadership, strategic deal coaching, and the ability to scale a repeatable enterprise motion alongside the CEO.

You will personally lead mid‑market and enterprise opportunities, build the sales playbook, recruit and develop Account Executives, and raise the performance bar across the team as we move from

Qualifications

• Experience building or materially improving a sales organization in an early-stage B2B SaaS company.
• Proven success selling complex SaaS solutions into mid-market and enterprise customers.
• Experience navigating multi-stakeholder, consultative sales cycles and selling to senior executives.

Responsibilities

• Build the sales playbook: turn founder-led selling into a disciplined, repeatable enterprise sales motion from prospecting through close and expansion.
• Sell: personally prospect, develop, and close strategic mid-market and enterprise opportunities while helping the CEO navigate our most important deals.
• Create pipeline rigor: establish qualification standards, pipeline management, forecasting, CRM discipline, conversion metrics, and accountability across the funnel.
• Sharpen our commercial narrative: improve messaging, value proposition, competitive positioning, and consultative selling methodology.
• Build the team: recruit, ramp, coach, and develop Account Executives as the organization scales.
• Raise the standard: foster preparation, urgency, accountability, continuous improvement, and quota attainment.
• Partner cross-functionally: work with Product, Marketing, CS, and leadership to bring market intelligence into strategy.

Skills

Enterprise sales

Leadership

Pipeline management

Consultative selling

Hiring/people development

Communication

Tools

CRM (Salesforce)

Job description

unPLUG Dining is seeking a Director of Sales to become our first true sales leader and help build the commercial organization from the ground up. This player‑coach role requires hands‑on sales leadership, strategic deal coaching, and the ability to scale a repeatable enterprise motion alongside the CEO.

You will personally lead mid‑market and enterprise opportunities, build the sales playbook, recruit and develop Account Executives, and raise the performance bar across the team as we move from