×
Register Here to Apply for Jobs or Post Jobs. X

Expansion Sales Account Executive

Job in Schiller Park, Cook County, Illinois, 60176, USA
Listing for: Gusto
Part Time position
Listed on 2026-02-14
Job specializations:
  • Sales
    Sales Representative, Sales Development Rep/SDR, Inside Sales, Business Development
Salary/Wage Range or Industry Benchmark: 95000 - 120000 USD Yearly USD 95000.00 120000.00 YEAR
Job Description & How to Apply Below

About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff—like payroll, health insurance, 401(k) s, and HR—so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we’re proud to support more than 400,000 small businesses across the country, and we’re building a workplace that represents and celebrates the customers we serve.

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 $109,000
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.
  • Comfortable using AI tools and automation to enhance productivity, decision‑making, and problem‑solving.

Our cash compensation range for this role is $95,000 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. This includes non-office days for hybrid employees.

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…

To View & Apply for jobs on this site that accept applications from your location or country, tap the button below to make a Search.
(If this job is in fact in your jurisdiction, then you may be using a Proxy or VPN to access this site, and to progress further, you should change your connectivity to another mobile device or PC).
 
 
 
Search for further Jobs Here:
(Try combinations for better Results! Or enter less keywords for broader Results)
Location
Increase/decrease your Search Radius (miles)

Job Posting Language
Employment Category
Education (minimum level)
Filters
Education Level
Experience Level (years)
Posted in last:
Salary