Small Business Platform IO Partner

Gusto; Toronto; Hybrid; CAD 158,000 - 196,000; Full time

Job summary

A modern online people platform is seeking an Insights & Operations Partner to support business operations and strategic initiatives. The ideal candidate will have over 5 years of experience in similar roles, demonstrate strong program management skills, and have a proactive mindset. This full-time position offers a competitive salary range and the opportunity to contribute to the growth of small businesses.

Qualifications

• 5+ years of experience in business operations or product management.
• Strong program management with complex initiatives.
• Proven operational excellence and team leadership.

Responsibilities

• Lead operational mechanisms and planning activities.
• Manage cross-functional programs.
• Drive critical initiatives that may be stalled.

Skills

Business operations experience

Program management skills

Operational excellence

Communication skills

Proactive ownership mindset

Change leadership

Customer empathy

Job description

Join to apply for the Small Business Platform IO Partner role at Gusto

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 we’re committed to building a collaborative and inclusive workplace.

About the Role

As an Insights & Operations (I&O) Partner in the Pay Group, you will play a critical role in helping Gusto deliver on its vision of making the work of paying your team disappear. The Pay Group is the last doorway to financial stability and peace of mind for small business owners and their teams. You’ll primarily partner with leaders in the Tax domain, whose job is to make tax compliance feel invisible—ensuring withholding, payments, and filings are accurate and on time. You will also collaborate with Payroll, Time, and Contractors + Employer of Record teams as the role expands. This role blends strategic program management and business operations / chief of staff support. You’ll be the first call when senior leaders hit ambiguity, when cross-functional programs need lift-off, or when a critical initiative risks stalling.

About The Team

The Pay Group builds core products and services that power Gusto’s platform :

• Tax – Withholding, accounts, payments, and filings that earn customer trust.
• Payroll – Simple, powerful, easy-to-use payroll ensuring teams are paid accurately and on time.
• Time – Scheduling, tracking, and paying hourly teams more efficiently.
• Contractors + EoR – A seamless platform for SMBs to manage global teams.

You will join Gusto’s Insights & Operations (I&O) team , empowered by the Chief of Staff to the Head of Product, and collaborate with a community of peers across product areas. I&O partners are trusted operators who bring urgency, clarity, and execution discipline to Gusto’s most important initiatives.

Day-to-day Responsibilities

• Lead operational mechanisms and activities (roadmaps, OKRs, planning, business reviews).
• Launch and manage cross-functional programs (e.g., End of Year Tax Intake).
• Drive critical initiatives that may be at risk or stalled, bringing urgency and clarity.
• Transform ambiguous, high-potential opportunities into concrete strategies and execution plans.
• Pilot AI-augmented approaches to program management and ops (e.g., AI-assisted payroll prep).
• Partner on Gusto-wide efforts and other high-impact technical programs.

What We’re Looking For

• 5+ years of experience in business operations, consulting, program management, or product management, ideally in high-growth technology companies.
• Strong program management skills → end-to-end ownership of complex, cross-functional initiatives.
• Operational excellence → proven ability to run team rituals and operating mechanics, including roadmaps, metrics / OKRs, and business reviews.
• Excellent communication and collaboration skills → builds strong cross-functional relationships across engineering, design, product, and business teams.
• Ownership mindset → proactive, comfortable adapting to ambiguous problems at any altitude
• Change leadership → able to guide teams through change with clear communication.
• Alignment with Gusto’s values → customer empathy, grit, and a passion for helping small businesses thrive

Our cash compensation amount for this role is between $158,300 - $195,237 / year in Denver and between $185,955 - $229,345 / year for New York / San Francisco. 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 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). 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.

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 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. If you require a medical or religious accommodation at any time, 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.

Seniority level

Mid-Senior level

Employment type

Full-time

Job function

Finance and Sales

Industries

Software Development

We’re unlocking community knowledge in a new way. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.

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