Enterprise Account Executive

Juicebox, Inc

• $150K — $180K *
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years of SaaS sales experience in a B2B context.
  • Proven success with complex deals worth $50K to $300K+ in ACV.
  • Demonstrated history of exceeding sales quotas and recognition as a top performer.
  • Ability to manage diverse stakeholders through lengthy, consultative sales cycles.
  • Exceptional skills in discovery, negotiation, and executive-level communications.
  • A proactive mindset suited to a dynamic, founder-led environment.
  • Must reside in or be willing to relocate to San Francisco, with daily in-office availability.

Responsibilities

  • Manage the complete sales cycle for mid-market and enterprise clients from start to finish.
  • Engage with senior level Talent Acquisition and HR professionals to address and solve hiring problems.
  • Turn inbound demo requests into lasting enterprise partnerships.
  • Identify and leverage growth opportunities within existing client accounts.
  • Work collaboratively with product, marketing, and engineering teams to enhance sales strategies and customer satisfaction.
  • Provide feedback from customers to guide product direction and strategy.
  • Ensure accurate sales forecasts and maintain rigorous CRM practices while managing a robust sales pipeline.
  • Contribute to the development of the enterprise go-to-market strategy as the company evolves.

Benefits

  • Competitive compensation with attractive equity options.
  • 100% employer-paid medical insurance for employees, with significant contribution for dependents.
  • Annual wellness stipend of $2,000 for well-being support.
  • Complimentary daily meals, including breakfast and lunch, with dinner for after-hours work.
  • Monthly commuting stipend of $300 to assist with transportation costs.
Full Job Description
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 $150K+ 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.

Perks & Benefits for Full Time Employees
  • Top-of-market compensation with meaningful equity, because everyone should share in our success.
  • 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.
  • Daily meals provided: breakfast catering, lunch order via DoorDash corporate, and for those who like to work late, dinner if staying after 7pm
  • $300/month commuting stipend to help cover the cost of getting to and from the office.

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