Enterprise Account Executive
Enterprise Account Executive
Role Details
- Location:
- This role is eligible for remote work in the United States
- Compensation:
- The annual OTE for this role is $300,000 USD, in addition to equity & benefits.
About Gem
- Forbes America's Best Startup Employers 2025
- Great Place to Work Certified, 2024
- Fortune Best Workplaces for Millennials, 2023
The Team & Role
What you’ll do day-to-day:
- Own the full prospect lifecycle from outbound lead generation through close, consistently meeting or exceeding annual quota
- Drive new business by proactively identifying, targeting, and engaging enterprise accounts through strategic outbound prospecting
- Navigate complex sales cycles with multiple stakeholders across Talent Acquisition, HR, IT, and the C-suite
- Deliver tailored product demos and compelling value-based proposals that address prospect pain points
- Apply a consultative selling approach (e.g., Value Selling) to align customer goals with Gem’s solutions
- Forecast accurately and maintain up-to-date pipeline hygiene through disciplined CRM management
- Act as a strategic partner to your customers, working closely with Customer Success to ensure smooth handoffs and long-term value
- Provide structured feedback to Product and Engineering based on customer needs and market trends
About you:
- 10+ years of total B2B sales experience, with at least 5 years selling enterprise SaaS solutions
- Proven track record of building and closing new business in greenfield or underpenetrated enterprise territories
- Expert in outbound prospecting with a strong hunter mindset and deep understanding of the full sales cycle
- Comfortable managing complex sales processes involving multiple stakeholders, long deal cycles, and high-value contracts
- Excellent written and verbal communication skills, with the ability to engage and influence senior decision-makers
- Highly organized and data-driven, with strong forecasting and pipeline management skills
- Experience selling into HR and Talent Acquisition personas is a strong plus, but not required
- BS/BA degree preferred
Benefits
- Highly competitive salary & equity
- 10-year window to exercise your stock options
- Supportive Flexible Time Off program
- 16 paid holidays, including regular company-wide wellness days
- Best-in-class medical, dental & vision insurance
- $1,200 annual stipend for learning and development opportunities
- 16 weeks of Paid Parental Leave for birthing and non-birthing parents
- New Parent Perks totaling $1,500 and flexibility upon return to work