JumpCrew

The Role

We’re looking for a transformational Director of Sales to lead a high-performing full-cycle sales team in a fast-paced, tech-enabled environment. This role is ideal for a hands-on leader who combines sales leadership, sales enablement expertise, and operational discipline with a passion for coaching teams, evolving processes, and driving meaningful revenue outcomes.

You’ll lead Sales Managers and AEs, improve performance through structure and accountability, and collaborate cross-functionally to align the sales motion with product capabilities and customer needs. If you’ve built and optimized systems in high-growth environments and know how to motivate teams while holding a high standard — this is your opportunity to lead at scale.

Key Responsibilities

• Lead and coach a team of Sales Managers and full-cycle AEs with a focus on pipeline development, conversion, and client retention
• Create and implement clear performance standards, coaching systems, and activity expectations that drive consistent results across the team
• Jump into the details: inspect pipelines, coach late-stage opportunities, and help close deals when needed
• Identify and optimize gaps across the sales funnel using structured, scalable processes
• Partner with Product, Marketing, and Account Management to align on customer feedback, go-to-market strategy, and unified messaging
• Serve as a key voice in product iteration, bringing field insights to influence the evolution of the offering
• Own and report on sales metrics including MRR, churn, CAC, expansion, forecasting, and P&L contribution
• Oversee and improve onboarding, ramp plans, and sales enablement programs to drive faster time-to-productivity
• Ensure the team is aligned with performance targets while maintaining accountability and motivation through change
• Stay informed on trends across digital marketing and SMB buyer behavior, integrating those insights into the sales strategy

What You Bring

• 5–10 years of sales experience, including 3+ years in a leadership role managing managers or full-cycle sales teams
• Proven success leading and enabling digital sales teams, with working knowledge of digital advertising, media buying, adtech platforms, or B2B SaaS environments
• Strong background in B2B sales environments, including sales enablement, full-funnel process optimization, and cross-functional GTM execution
• Demonstrated ability to build, implement, and enforce structured sales systems that drive consistency, clarity, and performance
• Experience leading turnaround efforts in underperforming teams, with a focus on accountability, coaching, and operational discipline
• Deep understanding of recurring revenue models and key metrics including MRR, CAC, churn, expansion, and customer LTV
• Financial and strategic acumen: experience with forecasting, budgeting, and aligning sales operations with P&L targets
• A clear, motivating communication style that builds trust, drives alignment, and inspires action
• A self-starter mentality with a bias for action — you take initiative, create structure, and lead through ambiguity

Nice to Have

• Familiarity with digital advertising, media buying, or ad tech platforms
• Experience with HubSpot, Salesforce, and Monday.com or similar CRMs and enablement tools
• Exposure to AI-enabled or automation-driven platforms in sales or marketing

Why Join Us?

This is more than a sales leadership role — it’s an opportunity to lead transformation at the frontlines of a growing business. You’ll have autonomy to shape your team, accountability for performance, and the support to create lasting impact. If you're looking to lead with purpose, challenge legacy thinking, and build something that lasts — we want to hear from you.