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Gusto

Verified Job Source

Growing the small business economy with technology and heart 🧡⚡️

San Francisco, California

Software Development
1,001–5,000 people

About

Gusto has been growing the small business economy with technology and heart for more than a decade. Launched in 2012 as ZenPayroll, today Gusto serves more than 500,000 businesses nationwide. Each year we process tens of billions of dollars of payroll and provide employee benefits—like health insurance and 401(k) accounts—while helping companies create incredible work places. Through one refreshingly easy, integrated platform, we automate and simplify your payroll, benefits, and HR, all while providing expert support. You and your employees will get the peace of mind you need to do your best work. We offer: ▪️ Automated Tax Filing ▪️ Comprehensive HR & Benefits ▪️ Contractor Support ▪️ Integrations & Employee Self-Service ▪️ And so much more We started Gusto with a simple belief: small businesses are the backbone of the American economy. And they deserve a partner that is committed to making their life better.

Open positions

Senior Brand Designer

Hybrid · Toronto

The posting does not provide specific day-to-day responsibilities for the Senior Brand Designer; its role and team sections contain placeholders. The role is presented within Gusto, a company serving small businesses with payroll, benefits, and HR services.

Senior Product Design Manager, Banking

Hybrid · Toronto

You will lead and manage a team of product designers while building rituals and planning cadences for both consumer and business banking products. You will also stay hands-on with design work, partnering with product and engineering leads to ensure cohesive experiences across the financial ecosystem.

Sr. Sales Operations Analyst

Remote

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 mo…

Staff Software Engineer, Retirement AI

Hybrid · Quinte West

You will design, build, and ship production features using large language models to solve customer problems within the retirement domain. You will also partner with product and design teams to refine ideas and ensure reliable, well-tested code is delivered.

Senior GTM Insights Analyst

Hybrid · Toronto

Partner with GTM leadership, Finance, Product, and Growth to shape strategy, connect financial targets with operational plans, and assess how business changes affect sales processes and revenue outcomes. Own the GTM reporting cadence and analytics infrastructure, build forward-looking models, and communicate executive-level recommendations.

Health Insurance Sales Operations Analyst

Hybrid · Quinte West

The role involves building and maintaining sales performance reports, forecasting models, and AI-powered solutions to optimize sales workflows. You will partner cross-functionally to drive process improvements, manage territory administration, and provide operational support to the health insurance sales team.

Partner Manager, Gusto Pro

Hybrid · Toronto

You will drive the strategy and growth of a portfolio of strategic accounting firm partners by maintaining revenue and identifying new opportunities. You will also collaborate cross-functionally to influence product roadmaps and ensure partners successfully leverage the Gusto Pro platform.

Staff Software Engineer, Time and Scheduling

Hybrid · Toronto

You will design, build, and test core products within the Time and Scheduling domain while mentoring other engineers to solve complex technical challenges. You will also collaborate with cross-functional teams to prototype, iterate, and launch features that improve the customer experience.

Channel Partnerships Manager, Investor Ecosystems (VC & PE)

Hybrid · Toronto

Own and scale Gusto's relationships with venture capital and private equity firms to build programmatic ecosystem partnerships. Collaborate cross-functionally to design scalable engagement models and track impact via metrics like ARR and pipeline influence.

Staff Software Engineer, Core AI Platforms

Hybrid · Quinte West

The role involves designing, building, and testing core platform services such as communications, reporting, dashboards, and payments, while also mentoring other engineers to solve complex technical problems at scale. Engineers will collaborate across teams to understand pain points, prototype solutions, and launch daily improvements to foundational systems.

Senior Product Design Manager, Payroll

Hybrid · Toronto

Lead end-to-end design for Payroll, shaping experiences that help small businesses pay their teams properly and on time. Define and communicate the long-term UX vision for Payroll and collaborate with multiple teams to set strategy and roadmaps.

Enterprise Application AI Engineer

Hybrid · Toronto

This role involves translating business needs into AI workflows by partnering with Finance and Business Operations to design agentic solutions, and developing and maintaining Model Context Protocols (MCPs) to securely connect enterprise systems to AI agents. The architect will also govern the full lifecycle of these agents and protocols, ensuring security and compliance while measuring and optimizing their impact.