The Enterprise Account Executive is responsible for managing the full prospect lifecycle, targeting enterprise accounts, and driving new business by effectively executing the sales cycle with C-level stakeholders.
Role Details
About Gem
The Team & Role
What you’ll do day-to-day:
About you:
Benefits
- 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.
The range displayed on this job posting reflects the minimum and maximum compensation. Factors including location, level, job-related knowledge, skills, and experience will determine compensation.
Gem is the only AI-first all-in-one recruiting platform. It brings together your ATS, CRM, sourcing, scheduling, and analytics — plus 800+ million profiles to source from — with AI built into every workflow. By eliminating the headaches of juggling multiple tools, Gem helps customers boost recruiter productivity by up to 5x while saving 30-50% on technology costs. Over 1,000 organizations — from startups to industry leaders like Zillow, DoorDash, and Asana — trust Gem to fuel their growth. With an industry-leading 4.8/5 rating on G2, Gem is the platform recruiters actually love to use. Gem has raised $148M from renown investors including Accel, Greylock, ICONIQ, Sapphire, and Meritech.
With Gem, you can experience the power of a truly connected recruiting platform — one consistent interface, unified data, smarter AI recommendations, and simplified permissions. Our customers achieve remarkable results.
Just as we strive to help our customers find great talent, we also invest in our own people and culture. We are proud of the culture we’ve built and have recently been recognized as:
- Forbes America's Best Startup Employers 2025
- Great Place to Work Certified, 2024
- Fortune Best Workplaces for Millennials, 2023
The Gem team is on a mission to improve the lives of talent acquisition professionals everywhere. We are passionate about helping leaders get the insights they need and allowing recruiters to automate the tedious parts of their work so they can spend time on what matters to them most. Gem is experiencing incredible growth and to accelerate even faster we need experienced sellers to bring in new Large Enterprise logos.
You will be an expert in positioning Gem’s modern recruiting platform and are able to learn new technology and concepts quickly in an environment of rapid change. You have a strong record of success selling technology solutions in complex situations, especially with large enterprise customers (from users to C-level executives). And as a bonus, you will get a front row seat to the exciting changes happening in the recruiting community and the opportunity to influence the future of recruiting!
- 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
- 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
- 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
Gem is an equal opportunity employer. We celebrate our inclusive work environment and encourage folks of all backgrounds and perspectives to apply. At Gem, we’re committed to having an inclusive and transparent environment where every voice is heard and acknowledged. We embrace our differences, and know that our diverse team is a strength that drives our success.
Gem is committed to developing a barrier-free recruitment process and work environment. If you require any accommodation, please email us at [email protected] we’ll work with you to meet your accessibility needs.
Gem’s Candidate Privacy Notice
By clicking “Submit Application”, you acknowledge and agree that you have read and understand Gem’s Candidate Privacy Statement, including the information provided on how Gem processes your personal data and your related rights as set forth therein.
Top Skills
AI
CRM
SaaS
Similar Jobs
Artificial Intelligence • Cloud • Sales • Security • Software • Cybersecurity • Data Privacy
As an Account Executive, you will sell SailPoint's Identity Security Solutions, manage sales processes, engage with customers and partners, and exceed revenue quotas.
Top Skills:
Salesforce
Artificial Intelligence • Cloud • Sales • Security • Software • Cybersecurity • Data Privacy
The Account Executive sells Identity Security solutions, manages customer relationships, develops business plans, collaborates with teams, and exceeds revenue goals.
Top Skills:
Salesforce
Artificial Intelligence • Big Data • Cloud • Information Technology • Software • Big Data Analytics • Automation
The Strategic Enterprise Account Executive will focus on enterprise sales, managing accounts, generating revenue, consulting with executives, and enhancing customer implementations.
Top Skills:
ApmMeddpic FrameworkObservabilitySoftware Sales
What you need to know about the Boston Tech Scene
Boston is a powerhouse for technology innovation thanks to world-class research universities like MIT and Harvard and a robust pipeline of venture capital investment. Host to the first telephone call and one of the first general-purpose computers ever put into use, Boston is now a hub for biotechnology, robotics and artificial intelligence — though it’s also home to several B2B software giants. So it’s no surprise that the city consistently ranks among the greatest startup ecosystems in the world.
Key Facts About Boston Tech
- Number of Tech Workers: 269,000; 9.4% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: Thermo Fisher Scientific, Toast, Klaviyo, HubSpot, DraftKings
- Key Industries: Artificial intelligence, biotechnology, robotics, software, aerospace
- Funding Landscape: $15.7 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Summit Partners, Volition Capital, Bain Capital Ventures, MassVentures, Highland Capital Partners
- Research Centers and Universities: MIT, Harvard University, Boston College, Tufts University, Boston University, Northeastern University, Smithsonian Astrophysical Observatory, National Bureau of Economic Research, Broad Institute, Lowell Center for Space Science & Technology, National Emerging Infectious Diseases Laboratories


