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Gusto

Account Executive, Expansion Sales

Sorry, this job was removed at 06:17 p.m. (CST) on Thursday, Aug 21, 2025
Easy Apply
Hybrid
Chicago, IL, USA
Easy Apply
Hybrid
Chicago, IL, USA

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About Gusto

Gusto is a modern, online people platform that helps small businesses take care of their teams. On top of full-service payroll, Gusto offers health insurance, 401(k)s, expert HR, and team management tools. Today, Gusto offices in Denver, San Francisco, and New York serve more than 400,000 businesses nationwide.

Our mission is to create a world where work empowers a better life, and it starts right here at Gusto. That’s why we’re committed to building a collaborative and inclusive workplace, both physically and virtually. Learn more about our Total Rewards philosophy

About the Role:

As a Expansion Sales Account Executive at Gusto, you will be a platform advisor to drive expansion revenue by engaging customers through both inbound and outbound outreach. Using a structured, multi‑touch cadence, you will secure quality connects and generate incremental ARR growth.

Key Responsibilities:

  • Execute a multi‑touch outreach cadence (calls + emails) to connect with customers
  • Fast responsiveness to inbound opportunities combined with smart outbound prospecting into our customer base
  • Conduct at least 60 consultative calls daily to uncover upsell and cross‑sell opportunities.
  • Leverage your deep knowledge of the People Platform to demonstrate additional product value.
  • Update Salesforce with detailed notes and collaborate with cross‑functional teams (Sales, Product, Marketing) to optimize messaging.
  • Ownership of a monthly ARR quota achieved via upsell and cross-sells

About the Team:

The Platform Sales team is dedicated to supporting our existing customers as their businesses evolve, ensuring their needs are met at every stage of growth. Through proactive outreach during key lifecycle moments, we drive greater product adoption, enhance customer engagement, and extend customer lifetime value with Gusto.

Here’s what you’ll do day-to-day:

  • Daily Outreach:
    • Make approximately 60 dial attempts per day (targeting 6 quality connects; ~10 call attempts per connect).
    • Send personalized follow‑up emails per dial attempt/connect and leverage additional touchpoints as needed.
  • Consultative Engagement:
    • Conduct a minimum of 6 consultative calls each day—balancing inbound scheduled calls with targeted outbound efforts.
  • Pipeline & Collaboration:
    • Update Salesforce with detailed call notes, track opportunities, and plan follow‑up actions.
    • Participate in daily huddles with your PE to review priorities and discuss top‑priority opportunities.
  • Feedback:
    • Collect insights from customer conversations to help refine outreach strategies and product messaging.
  • Results
    • Contribute to achieving monthly incremental ARR targets of approximately $42,000 (based on 120 quality connects per month at an average of ~$350 each).

Here’s what we're looking for:

  • 3+ years in consultative sales or account management focused on expansion.
  • Proven success in a high‑velocity sales environment managing numerous customer interactions.
  • Proficiency in Salesforce and modern sales engagement tools.
  • Excellent communication, negotiation, and time‑management skills.

Our cash compensation range for this role is $82,000 to $120,000 OTE in Denver, Atlanta, Phoenix, Chicago and most remote locations. Remote locations will vary based on our geographical pay approach. Final offer amounts are determined by multiple factors, including candidate location, experience and expertise, and may vary from the amounts listed above.

Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required.

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

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