Director, Inside Sales

Director of Inside Sales

Series A | ~$20M ARR scaling to $50M+ ARR.

• San Francisco or New York - Relocation Supported.
• Onsite, 5 days per week.
• Reports to Chief Revenue Officer.

Why Join

This is one of the fastest-scaling companies in the e-Commerce and retail technology space, powering 10,000+ business locations and redefining how operators manage operations, delivery, and profitability.

This is a career inflection point for an ambitious sales leader ready to own real revenue, real teams, and real scale.

You will lead the outbound engine responsible for 60%+ of the company’s topline, working directly under a world-class CRO with a proven track record of scaling multiple organizations past $20M in revenue.

The product has clear category ownership, strong market pull, growing ARPU, and minimal competitive overlap. The motion works. Your mandate is to scale it.

Why This Role Stands Out

• Opportunity to lead the revenue engine driving growth from ~$20M to $50M+ ARR.
• Category-defining product with strong inbound demand and minimal competition.
• Onsite, analytical, fun, metrics-driven.
• The team wins through systems and discipline and disciplined execution.
• Series A backed with efficient growth and a clear path to $50M+ ARR.
• Role is designed to grow into VP of Sales within 12 to 24 months for top performers.
• Team is already performing at 100%+ to goal. Your job is to scale it.

What you'll Do

The company is building the enterprise co-pilot for e-Commerce and retail operators, providing technology that streamlines operations, delivery, and profitability. They are hiring a Director of Inside Sales to own and scale the outbound sales organization.

You will lead a team of high-performing closers and SDRs, build the systems and operating cadence behind inside sales, and create a repeatable revenue engine to power the next phase of growth.

This is a builder role with ownership, visibility, and direct influence on company trajectory.

• Lead and scale the inside sales organization, managing 10+ closers and SDRs across San Francisco and New York.
• Own and expand the outbound motion across SMB and mid-market segments, carrying a $5M to $10M+ team quota.
• Recruit, onboard, and develop top sales talent, creating followership and consistently upgrading performance.
• Build and optimize sales systems and processes including forecasting, dashboards, CRM discipline, enablement, and training.
• Partner closely with SDR leadership, marketing, and RevOps to improve efficiency, increase conversion, and shorten sales cycles.
• Run a rigorous operating cadence with weekly reviews, clear accountability, and data-driven decision-making.
• Instill a culture of winning, continuous improvement, and high standards without burnout.

Must Haves

• 7 to 12 years of B2B SaaS sales experience, currently leading an inside or outbound team of 8 to 15 reps.
• 2+ years managing a sales organization of 10+ sellers, including closers and SDRs.
• Career progression from SDR to AE to Manager to Senior Manager or Director.
• Proven success scaling SMB or mid-market outbound teams with $5M to $10M+ team quotas.
• Experience operating in an early-stage company or new sales organization, including new product launches or market entry.
• Background in e-Commerce, retail, or ERP technology strongly preferred.

Hard Skills

• Highly data-driven sales leader with deep experience using Salesforce for pipeline management, forecasting, dashboards, and performance tracking.
• Strong understanding of outbound sales systems, enablement, and process design.

Soft Skills

• Demonstrated track record of hiring, developing, and retaining top performers, including 10+ direct hires.
• Can hire at pace, raises the bar, and consistently turns strong reps into elite performers.
• Comfortable operating in a high-performance, in-person environment with clear standards and direct feedback.

What You’ll Get

• Ownership of a revenue engine that drives the majority of company growth.
• Direct access to executive leadership and real influence over GTM strategy.
• Competitive compensation with meaningful upside.
• A clear, earned path to VP of Sales as the company scales.