Sales Operations Jobs at Gusto with Visa Sponsorship
Sales Operations jobs at Gusto focus on building the systems and processes that drive revenue for a payroll and HR platform trusted by small businesses across the U.S. Gusto has a consistent track record of sponsoring international talent in this function across multiple visa categories.
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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.
MID-LEVEL RETIREMENT ACCOUNT EXECUTIVE (401K SALES)
As a Mid-Level Retirement Account Executive at Gusto, you will support small and mid-sized businesses by helping them adopt, expand, and convert 401(k) and retirement plans. In this role, you’ll act as a consultative retirement advisor, engaging customers through a blend of inbound opportunities and targeted outbound outreach into high-propensity accounts within Gusto’s existing customer base. You’ll lead structured, compliant sales conversations, guide customers through decision steps, and move opportunities toward closure using defined workflows and AI-enabled tools.
This role focuses on high-volume SMB deal cycles, while also supporting slightly more complex mid-sized customers that require deeper discovery and coordination. You’ll guide business owners through retirement decisions by educating them on plan options, compliance basics, tax advantages, and employee benefits—driving meaningful ARR growth while building strong sales fundamentals.
KEY RESPONSIBILITIES
Inbound & Targeted Outbound Retirement Sales Motion:
- Manage a mix of consultative inbound retirement opportunities and targeted outbound outreach into high-propensity customer segments
- Execute a structured, insight-led outbound motion into Gusto’s customer base, tailoring outreach based on company maturity, payroll signals, benefits footprint, and prior engagement history.
- Own high-volume SMB retirement sales cycles from discovery through close, with exposure to moderately complex mid-size customer deals
- Own the end-to-end sales process for high-propensity SMB accounts, from initial discovery of retirement needs to final plan adoption and "Plan Sponsor" authorization.
- Leverage AI-powered tools to prioritize opportunities, personalize follow-ups, and reduce administrative work
Consultative Retirement Engagement:
- Conduct daily consultative retirement conversations to understand customer goals related to hiring, retention, tax strategy, and compliance
- Educate customers on 401(k) basics, plan design options, pricing, employer match considerations, and conversion timelines
- Clearly articulate the value of Gusto’s retirement solution as a simple, modern alternative to legacy providers
Competitive Plan Migration & Switcher Management:
- Partner with customers who maintain existing 401(k) plans with external providers and are seeking to migrate to Gusto’s Retirement platform
- Lead discovery to collect and review existing plan documentation, contracts, and service agreements, ensuring a clear understanding of plan structure, pricing, and fiduciary obligations
- Collaborate closely with Gusto’s Legal, Compliance, and Retirement Operations teams to design a compliant switcher strategy that meets regulatory requirements and platform capabilities
- Guide customers through the end-to-end plan switcher process, setting clear expectations, mitigating risk, and ensuring a seamless transition to Gusto’s retirement offering
Pipeline Management & Sales Execution:
- Maintain an organized retirement sales pipeline in Salesforce, including accurate call notes, opportunity updates, and follow-up tasks
- Support forecasting accuracy by keeping pipeline stages and close dates up to date
- Partner cross-functionally with Retirement Product, Marketing, Operations, and Compliance to ensure smooth deal handoff and onboarding
Market Insight & Customer Feedback:
- Capture complex customer questions, objections, and competitive insights from daily conversations
- Share feedback with leadership and cross-functional partners to help refine messaging, sales plays, and enablement
Quota Ownership & Performance Accountability:
- Own and work toward achieving a monthly ARR quota driven by new 401(k) sales, plan switchers, and customer expansion
- Operate with consistency and urgency in a high-activity, high-expectation sales environment
Continuous Improvement & Team Contribution:
- Participate in daily team huddles and 1:1s to review priorities, pipeline, and skill development areas
- Actively seek coaching and apply feedback to improve discovery, objection handling, and close rates
- Contribute to team success by sharing learnings, talk tracks, and wins
HERE’S WHAT WE’RE LOOKING FOR
- 2-4 years of quota-carrying sales experience as an Account Executive, Account Manager, or similar role
- Prior experience with outbound prospecting, including calls and email-based outreach
- Experience in SaaS, benefits, fintech, or financial services preferred
- Interest in or exposure to 401(k), retirement, or benefits sales is a plus
- Familiarity with Salesforce CRM and sales engagement tools
- Strong communication, organization, and time-management skills
- Learner's mindset with a deep commitment to continued growth and development
Motivation to thrive in a fast-paced, metrics-driven role while helping small businesses support their employees’ financial futures.
LOCATION
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.
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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Get Access To All JobsTips for Finding Sales Operations Jobs at Gusto
Frame your CRM and RevOps credentials clearly
Gusto's Sales Operations roles frequently require experience with Salesforce administration, territory planning, or sales forecasting. Document these as distinct, degree-linked competencies on your resume so your petition clearly supports a specialty occupation determination under USCIS standards.
Target Gusto's SMB-focused operational pipeline
Gusto hires Sales Operations talent to support its small-business payroll and HR product suite. Roles tied to onboarding, retention workflows, or accounting software integrations sit at the intersection of its core market, making your background in B2B SaaS ops especially relevant to their open positions.
Verify your E-3 eligibility before applying
If you hold Australian citizenship, the E-3 visa lets you start fresh with each new employer without waiting on the H-1B lottery. Gusto sponsors E-3s for this function, so confirm your degree field aligns with the specific Sales Operations role before submitting your application.
Ask about LCA timing during offer negotiations
Your employer must file a certified Labor Condition Application with the DOL before USCIS can adjudicate your H-1B petition. When Gusto extends an offer, confirm their internal legal team has initiated this step so there's no gap between your intended start date and petition filing.
Search Gusto Sales Operations roles on Migrate Mate
Gusto lists Sales Operations positions that include visa sponsorship, but they're easy to miss in general job boards. Use Migrate Mate to filter specifically for Gusto openings that confirm sponsorship support so you're applying to roles where your visa status won't stall the process.
Prepare for a structured multi-round interview process
Gusto's Sales Operations interviews typically include a take-home case study on pipeline analysis or process design. Completing this stage before sponsorship is discussed means your credentials need to stand on their own merit early, so prepare supporting documentation of past operational impact in advance.
Frequently Asked Questions
Does Gusto sponsor H-1B visas for Sales Operations?
Yes, Gusto sponsors H-1B visas for Sales Operations roles. The position must qualify as a specialty occupation under USCIS guidelines, which generally requires a bachelor's degree or higher in a relevant field such as business, information systems, or a related discipline. Gusto's legal team handles the petition process, but your degree and role description need to clearly support the specialty occupation standard.
Which visa types does Gusto commonly sponsor for Sales Operations roles?
Gusto sponsors H-1B and E-3 visas for Sales Operations, along with Green Card pathways through EB-2 and EB-3 classifications. Australian citizens benefit from the E-3 visa category, which has no annual lottery and can be filed directly with a U.S. consulate. The right visa type depends on your nationality, degree field, and where you are in the immigration process.
What qualifications and experience does Gusto expect for Sales Operations roles?
Gusto typically looks for candidates with hands-on experience in Salesforce or similar CRM platforms, sales forecasting, and cross-functional process improvement. Because Gusto serves small businesses with payroll and HR software, familiarity with B2B SaaS metrics and customer lifecycle workflows is a strong differentiator. A bachelor's degree in business, operations, or a related field is generally expected and is also required to support most visa petitions.
How do I apply for Sales Operations jobs at Gusto?
You can apply through Gusto's careers page or find visa-confirmed openings on Migrate Mate, which filters for roles where sponsorship is explicitly supported. Before applying, tailor your resume to reflect the specific operational systems Gusto uses and the SMB-focused context of their product. Confirming sponsorship availability upfront saves time if you're on a visa with a strict timeline, such as OPT or a 60-day grace period.
How do I plan my timeline for H-1B sponsorship through Gusto?
The H-1B cap-subject process runs on a fixed annual cycle. USCIS opens registration in March, and if selected in the lottery, petitions are filed for an October 1 start date. If you're on OPT or another status with an expiring work authorization, your offer timeline needs to account for this gap. Gusto's legal counsel can advise on cap-exempt alternatives or premium processing options if your situation requires a faster adjudication.