Enterprise Account Executive

About the Role

As an Enterprise Account Executive at Juicebox, you'll help drive our next stage of growth by partnering with mid-market and enterprise organizations to transform how they hire. You'll own complex sales cycles from discovery through close, working with senior Talent Acquisition, People, and Recruiting leaders to solve high-impact hiring challenges.

Our go-to-market motion is highly product-led, generating thousands of inbound leads and more than 200 demo requests every month through our free trial and demo experience. You'll focus on larger, strategic opportunities, closing $50K to $300K+ ACV deals while expanding relationships across our growing customer base of 5,000+ organizations. You'll also work closely with our founders, product, marketing, and engineering teams to influence our go-to-market strategy and help shape the future of the business.

You Will

• Own the full sales cycle for mid-market and enterprise customers, from discovery through close.
• Partner with senior Talent Acquisition, People, and Recruiting leaders to understand their hiring challenges and deliver strategic solutions.
• Convert inbound demo requests into long-term enterprise customers.
• Identify expansion opportunities within existing customer accounts.
• Collaborate closely with product, marketing, RevOps, and engineering to improve our sales motion and customer experience.
• Share customer feedback to influence product strategy and roadmap decisions.
• Maintain accurate pipeline forecasts and CRM hygiene while consistently managing a healthy pipeline.
• Help shape and refine our enterprise go-to-market strategy as the company continues to scale.

You Have

• 5+ years of experience closing SaaS deals in a B2B environment.
• Experience closing complex deals with annual contract values (ACVs) between $50K and $300K+.
• A track record of consistently exceeding quota (President's Club, Top Performer, Top 10%, MVP, or similar achievements).
• Experience managing multiple stakeholders and navigating longer, consultative sales cycles.
• Strong discovery, negotiation, and executive communication skills.
• A bias toward action and the ability to thrive in a fast-paced, founder-led environment.
• Located in or willing to relocate to San Francisco, with the ability to work in the office five days per week.

Bonus Points If You

• You've sold to Talent Acquisition, People, HR, or Recruiting leaders.
• You have experience in a product-led growth (PLG) sales environment.
• You've worked on a small, high-performing GTM team where ownership and collaboration were critical.
• You have experience selling AI, recruiting, or HR technology solutions.

Benefits

Perks & Benefits for all Full Time Employees:

• Top-of-market compensation with meaningful equity, because everyone should share in our success.
• Daily meals provided: breakfast catering, lunch order via DoorDash corporate, and for those who like to work late, dinner if staying after 7pm

For US Employees

• Comprehensive healthcare with 100% employer-paid medical coverage for employees (PPO Platinum plan with $0 deductible). 90% employer contribution for dependents. Dental & Vision: 90% employer covered; 85% for dependents.
• $2,000 annual wellness stipend to support your physical, mental, and financial well-being.
• $300/month commuting stipend to help cover the cost of getting to and from the office.

For UK Employees

• Comprehensive private medical insurance with £0 excess, full outpatient cover, comprehensive cancer care, mental health treatment, and 24/7 GP access.
• £1,500 annual wellness stipend to support your physical, mental, and financial well-being
• £3,500/year commuting stipend to help cover the cost of getting to and from the office.