Sales Development Representative

Chicago, IL - USA

Monthly Salary: Not Disclosed

Posted on: 4 hours ago

Vacancies: 1 Vacancy

Job Summary

About Gusto

At Gusto were on a mission to grow the small business economy. We handle the hard stufflike payroll health insurance 401(k)s and HRso owners can focus on their craft and customers. With teams in Denver San Francisco and New York were proud to support more than 400000 small businesses across the country and were building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.

About the Role

As a Sales Development Representative (SDR) on the Gusto 401(k) team you will be the first point of contact for prospective customers exploring retirement benefits. Youll engage inbound leads qualify opportunities and leverage AI-powered tools to work efficiently and thoughtfully. This role is ideal for someone eager to build foundational sales skills in a high-growth collaborative environment.

About the Team

The Gusto 401(k) Sales team helps small businesses offer meaningful retirement benefits by combining payroll and retirement into one seamless experience. We operate in an AI-native way using technology to improve productivity clarity and customer understanding while maintaining a human-centered sales approach.

Heres what youll do day-to-day

Engage inbound Gusto customers via phone email and AI-enhanced communication tools
Conduct discovery conversations to understand customer needs and qualify opportunities
Use AI to prioritize leads personalize outreach and recommend next best actions
Partner with Account Executives to ensure high-quality opportunity handoffs
Maintain accurate CRM records and leverage AI-driven insights in Salesforce
Collaborate with teammates to refine sales strategies and AI best practices

Heres what were looking for

12 years of professional experience (internships included)
Experience in customer-facing sales or business development roles preferred
Strong written and verbal communication skills
Comfort learning and using AI tools to improve efficiency and decision-making
High ownership mindset with strong organizational skills
Ability to collaborate in a supportive inclusive team environment

Our cash compensation amount for this role is targeted at $66000 for OTE (90% base and 10% variable bonus) in Denver and most remote locations. Final offer amounts are determined by multiple factors including candidate 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 Gustos 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 its 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 toGustos Applicant Privacy Notice.

Required Experience:

About GustoAt Gusto were on a mission to grow the small business economy. We handle the hard stufflike payroll health insurance 401(k)s and HRso owners can focus on their craft and customers. With teams in Denver San Francisco and New York were proud to support more than 400000 small businesses acro...