Director, Enterprise Sales

The role

This role involves overseeing and developing an Enterprise Account Executive team to drive new logo growth. You will own strategy and execution for complex enterprise sales cycles and partner with cross-functional peers to scale the company.

What you will do

• Lead and develop a team of Enterprise Account Executives.
• Own pipeline generation, forecasting, deal execution, and team performance.
• Coach and participate in high-stakes enterprise opportunities.
• Establish credibility with senior customer stakeholders.
• Develop account planning, territory strategy, and pipeline creation.
• Create a team rhythm including 1:1s, meetings, and deal reviews.
• Develop AEs into strategic, consultative sellers.
• Establish playbooks, sales motions, and systems alongside key peers.
• Partner with Product, Marketing, and Customer Success to improve positioning and product strategy.

Required qualifications

• 7+ years of experience in B2B SaaS sales environments.
• 3+ years leading Enterprise sales teams.
• Track record of leading teams that close complex, high-value enterprise software deals.
• Experience coaching enterprise sellers in account strategy, discovery, multi-threading, and negotiation.
• Experience building predictable enterprise pipeline and forecasting.
• Strong executive presence for engaging with VP- and C-level buyers.
• Experience scaling within early-stage or high-growth startup environments.
• Low ego.
• Intellectually curious.
• High-performance and people-oriented.
• Comfortable operating in ambiguity and fast-moving environments.
• AI fluent with enthusiasm for modern GTM tooling.

Nice to have

• Experience helping scale a company from Series B through later growth stages.
• Background at companies known for strong product-led or modern GTM cultures.
• Strong opinions around sales tooling, systems, and GTM infrastructure.
• Experience building or materially evolving an enterprise sales motion as a company moved upmarket.
• Experience selling into large, complex organizations where security, procurement, legal, and multiple business stakeholders are central to the buying process.

Benefits

• Top-of-market compensation with meaningful equity.
• Daily meals provided: breakfast catering, lunch order via DoorDash corporate, and dinner if staying after 7pm.
• Comprehensive healthcare with 100% employer-paid medical coverage for employees (PPO Platinum plan with $0 deductible).
• 90% employer contribution for dependents for medical.
• Dental & Vision: 90% employer covered; 85% for dependents.
• $2,000 annual wellness stipend for US employees.
• $300/month commuting stipend for US employees.
• Comprehensive private medical insurance for UK employees with £0 excess, full outpatient cover, cancer care, mental health treatment, and 24/7 GP access.
• £1,500 annual wellness stipend for UK employees.
• £3,500/year commuting stipend for UK employees.

About the company

Juicebox is an AI SaaS company on a mission to help teams win the talent war. They have raised over $116M in funding and serve customers ranging from early-stage startups to Fortune 500 companies.