Backed by General Catalyst, Kleiner Perkins and Y Combinator.
About the role
Gusto is building its PEO sales org from the ground up, and we're looking for a quota-carrying seller to be one of the founding members of that team. This is a true ground-floor opportunity: you'll be among the first reps closing PEO business at Gusto, working directly with the Head of PEO Sales to prove out and scale the motion. Found on 1752vc Careers, the job board for startup and VC roles.
What they're looking for
- PEO / HCM Sales Experience: 4+ years in a closing sales role, ideally in PEO, HCM, or benefits. Direct PEO selling experience is strongly preferred
- Quota Attainment: Consistent, demonstrable track record of meeting and exceeding individual sales targets
- Full-Cycle Ownership: Proven ability to own a deal end to end — prospecting, discovery, multi-stakeholder navigation, and close — in a consultative, complex sale
- Selling-Season Fluency: Familiarity with PEO's Jan 1 selling cycle (Sept–Dec pipeline build, renewal dynamics) is a strong plus and a key screen for PEO-specific experience vs. generic HCM
- Install-Base Conversion: Experience selling into or converting an existing customer base to a higher-tier or adjacent product is a plus
- Channel Familiarity: Understanding of broker, GA, and accountant referral channels in the PEO or benefits space
More about this role
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.
All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy .
AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.
Gusto is building its PEO sales org from the ground up, and we're looking for a quota-carrying seller to be one of the founding members of that team. This is a true ground-floor opportunity: you'll be among the first reps closing PEO business at Gusto, working directly with the Head of PEO...
Browse similar: Startup jobs · Founding team roles · San Francisco Bay Area