About Gusto
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.
About the Role:
We are seeking an experienced sales leader to join our Small Business Sales leadership team based both remotely and in Denver, CO. You will play the critical role of leading small business sales reps; empowering them to engage, educate, and convert small business owners onto the Gusto platform for their payroll and HR needs. You align with our company values and have a passion for building high-performance sales teams that drive stellar monthly/quarterly outcomes while developing processes for the long haul. If you’re passionate about developing people, shaping processes, and you’re excited to roll up your sleeves and lead by example, let’s talk.
Here’s what you’ll do day-to-day:
- Lead a team of 12 Sales reps to achieve and exceed weekly/monthly/quarterly targets
- Lead by example by rolling up your sleeves to embrace the phone, deliver demos, craft and refine messaging
- Use data to inform decision-making and focus areas - ranging from skill development (e.g. coaching conversations, email campaign usage) to team initiatives (e.g. staffing to seasonality, piloting new activities). Track, measure and report-out on sales effectiveness against targets and adjust programs and strategies as necessary
- Partner with cross-functional teams to refine lead targeting, messaging, lead qualification, and opportunity handoff
- Build a culture of fun and excellence within the team. Cultivate each individual’s skill set development and guide career pathing as they grow within the organization
- Ensure the effective use of Salesforce.com and other tools
Here’s what we're looking for:
- 1+ years of people management experience in a Sales environment
- 1+ years of working for a company that provides software as a service solutions (SaaS)
- Experience working with High Volume and High Velocity sales teams
- Consistent track record of establishing and exceeding measurable goals
- Experience with start-up environments or SaaS sales models
- Salesforce experience required
- Experience leading a team of sellers that manages a book of business is a plus
- SANDLER Sales Methodology preferred, but not required
Our cash compensation range for this role ranges from $127,000 OTE per year to $165,226 OTE per year in Phoenix, Denver and most remote locations with a 60/40 Split in Base and Commission. 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, 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 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.
Skills Required
- 1+ years of people management experience in a Sales environment
- 1+ years working for a company that provides software as a service (SaaS)
- Experience working with high volume and high velocity sales teams
- Consistent track record of establishing and exceeding measurable goals
- Experience with start-up environments or SaaS sales models
- Salesforce experience
- Experience leading a team of sellers that manages a book of business
- Sandler Sales Methodology
What the Team is Saying
Gusto Compensation & Benefits Highlights
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Healthcare Strength — Core coverage spans medical, dental, and vision for employees and dependents, alongside mental‑health resources, fertility and family‑planning support, and gender‑affirming care. Feedback suggests these offerings are a consistent bright spot and frequently cited as a strength.
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Leave & Time Off Breadth — Paid vacation, sick time, bereavement, holidays, and paid leaves are provided, with sabbaticals noted for longer‑tenured employees. Feedback suggests time‑off policies meaningfully support work‑life balance.
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Parental & Family Support — Programs include generous parental leave, adoption assistance, childcare support, return‑to‑work resources, and extras like sleep coaching for new parents. Feedback suggests family‑building benefits are notably comprehensive.
Gusto Insights
What We Do
Gusto is a modern, online small business 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. 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.
Why Work With Us
We help small businesses—the backbone of the economy—thrive. Everything we do ladders up to empowering entrepreneurs and supporting their teams. Gusto empowers builders at every level to take initiative and make things better. You'll be solving meaningful challenges that shape the future of work.
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Gusto Teams
Gusto Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
We’ve built an inclusive, connected culture—no matter where you live. Whether near an office or remote, you’ll find opportunities to connect, grow, and belong. Employees work from the office on 2 designated days per week.
