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Added 12 mins ago
TT
Sr. Technology Project Manager
Tundra Technical Solutions
Toronto, ON
- $97,000 to $110,000 CAD / year
- Full-time
The Senior Technology Project Manager is responsible for leading the successful delivery of complex technology programs and projects that support organizational priorities. This role…
Added 12 mins ago
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Commercial Manager
GagaMuller
Regina, SK
- Full-time
With a proven track record working alongside global technology leaders and data centre developers, we combine local expertise with global standards to ensure projects are delivered on time,…
Added 12 mins ago
2I
Senior Systems Testing/ QA Specialist
2iSolutions Inc.
Toronto, ON
- Contract
Our Toronto-based client is hiring a Systems Testing/QA Specialist – Senior for a 4-month hybrid contract opportunity in Toronto, ON. The role requires onsite attendance up to 3 days per…
Added 12 mins ago
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Business Development Manager, Toronto
Digicast
Toronto, ON
- Full-time
The Business Development Manager – Toronto Market is responsible for driving new business, developing and nurture strategic relationships in the GTA, and positioning Digicast as the premier…
Added 12 mins ago
DI
Senior Manager, Digital Experience and Growth
Definity Insurance Company
Toronto, ON
- Full-time
…with B2B paid media platforms (specifically LinkedIn Campaign Manager and Google Ads) and lead generation tactics. Strong ability to partner closely with internal Technology Solutions and…
Added 12 mins ago
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Project Manager / Chef de projet (2 positions)
Maarut
Montréal-Est, QC · Montreal, Quebec
- Contract
GPAP senior vice-presidency's transformation program. The targeted delivery
Added 12 mins ago
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Technical and Regulatory Specialist
Veolia Environnement SA
Ottawa, ON
- Full-time
…expertise with rigorous regulatory oversight. Operating as a senior liaison between Veolia's internal facilities and external regional branches, this role ensures all operations adhere to…
Added 12 mins ago
MANAGER STANDARDS & INNOVATION
City of Toronto
Toronto, ON
…development and implementation of policies, standards, training, new technology and new programs on a citywide basis for the Parks Branch. The position implements, monitors and ensures…
Added 42 mins ago
UO
Scientific Assistant
University of Victoria
Victoria, BC
- Full-time
…and by coordinating with other technical staff, such as the Manager of Laboratories (ML), Senior Scientific Assistants (SSAs), and Scientific Assistants (SAs), as needed for the day-to-day…
Added 42 mins ago
TD
IT Service Delivery Manager
Terra Dygital
Toronto, ON
- $115,000 to $130,000 CAD / year
- Full-time
As a Service Delivery Manager, you are a hands-on technical leader who earned credibility as a Senior System Administrator before moving into people management. You own the quality of…
Added 42 mins ago
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Sr. Advertising Account Manager
Taboola
Toronto, ON
- Full-time
As a Senior Advertising Account Manager on the Enterprise Advertising team in our Toronto Office, you’ll play a vital role in working closely with the sales team, and Tier 1 brand & agency…
Added 1 hour ago
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Supply Chain Manager
Pontosense
Toronto, ON
- Full-time
Build the supply chain, and the refurbishment programme, at a fast-growing senior care technology company shipping hardware to 24 countries.
Added 2 hours ago
UC
Guidewire Transformation Manager
Us3 Consulting
Toronto, ON
- $160,000 to $195,000 CAD / year
- Full-time
We are looking for an accomplished Guidewire Transformation Manager to play a pivotal role in delivering a major technology modernization initiative within the Canadian Property & Casualty…
Added 2 hours ago
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Senior Manager – Analytics & Insights
Teqfocus
Markham, ON
- Full-time
…and the tolerance for failure is low. Our delivery model is senior-heavy by design. The same team that scopes an engagement ships it to production. There are no junior shadow teams, no…
Added 2 hours ago
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Program Implementation Manager
Teqfocus
Markham, ON
- Full-time
…and the tolerance for failure is low. Our delivery model is senior-heavy by design. The same team that scopes an engagement ships it to production. There are no junior shadow teams, no…
Added 2 hours ago
A
Product Manager (Bangkok-based)
Agoda
Vancouver, BC
- Full-time
…are perfectly tailored to our travelers. As our next Product Manager, you will drive product strategy and partner closely with senior leadership cross-functionally to define, build, and…
Added 2 hours ago
G
Electrical Manager
GagaMuller
Regina, SK
- Full-time
With a proven track record working alongside global technology leaders and data centre developers, we combine local expertise with global standards to ensure projects are delivered on time,…
Added 2 hours ago
G
Mechanical Manager
GagaMuller
Regina, SK
- Full-time
With a proven track record working alongside global technology leaders and data centre developers, we combine local expertise with global standards to ensure projects are delivered on time,…
Added 3 hours ago
2I
Senior Product Manager
2iSolutions Inc.
Toronto, ON
- Contract
Requisition Title: RQ11666 - Product Manager - Senior
Added 3 hours ago
J
Senior Product Manager - LPO & Analytics
Jobgether
Canada
- Full-time
This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Senior Product Manager – LPO & Analytics based in Canada.
Added 4 hours ago
A
Coordinator, People & Culture Hotel Operations - Global, Raffles & Fairmont
Accor
Toronto, ON
- Full-time
Coordinate, compile, maintain, and retain General Manager and Director, People & Culture files and documentation.
Added 4 hours ago
A
Coordinator, People & Culture Hotel Operations - Global, Raffles & Fairmont
AccorCorpo
Toronto, ON
- Full-time
· Coordinate, compile, maintain, and retain General Manager and Director, People & Culture files and documentation.
Added 5 hours ago
IE
Manager, Supply Chain & Innovation
IMAX Enhanced | Streaming & Consumer Technology
Mississauga, ON
- Full-time
The Manager, Supply Chain Analytics & Innovation reports to the Senior Director, Supply Chain Operations and partners with Supply Chain leaders to identify, design and implement…
Added 5 hours ago
M
Project Manager
Maarut
Montréal-Est, QC · Montreal East, Quebec
- Contract
the GPAP senior vice-presidency. The person is the central point between the
Added 6 hours ago
T
Business Development Manager
Tru
Toronto, ON
- Full-time
4-5 years of experience in outbound-focused roles such as BDR, SDR, or Business Development Manager, ideally in digital, SaaS, consulting, or marketing technology.

Gusto, Inc.

Senior Product Design Manager, Payroll

Toronto, ON, Canada

Our cash compensation range for this role is $172,000/yr to $237,000/yr in Denver & most remote locations, and $202,000/yr to $279,000/yr in San Francisco, Seattle & New York.

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Job details

Pay: Our cash compensation range for this role is $172,000/yr to $237,000/yr in Denver & most remote locations, and $202,000/yr to $279,000/yr in San Francisco, Seattle & New York.
Experience: 8–10+ years of product design experience, with at least 3 years leading and managing design teams.
Posting language: English
Posted: Oct 30, 2026

Original job description

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 Design at Gusto:

Design at Gusto is made up of over 80 creative, collaborative people who care deeply about our mission to empower small businesses and their employees. We're a cross-functional group that is always looking for opportunities to build understanding and empathy for the people who use Gusto. We don't care much about swim lanes and though we care deeply about quality and craft, we are never precious about it. We work closely with cross-functional partners in Product, Engineering, Data, and Marketing to design, build, and ship experiences that make a real difference. We believe great design can make hard things possible, even delightful.

We are building an AI-native design organization - and we mean that seriously. We're looking for designers who are already working this way: using AI to prototype ideas quickly, shorten customer feedback loops, and ship quality UX directly to customers. This isn't a future aspiration - it's how we work now, and it's changing what the design role looks like at Gusto and across the industry.

About the Role:

For the hundreds of thousands of small businesses we serve, our mission starts with one of their most critical responsibilities: paying their team. Getting payroll right isn’t just a feature - it’s the foundation of trust with every business that relies on us.

As the Product Design Manager for Payroll, you'll lead design in this senior level position for one of Gusto's most complex and consequential product areas, shaping the future of a product that millions of people rely on for financial stability and personal prosperity. This is a high-impact, high-visibility role with broad scope. You'll manage a team of designers and set the UX direction for Payroll, partnering closely with Product, Engineering, Research, Data, Ops, Compliance, and others to take on payroll complexity so our customers don't have to.

Your work will include simplifying complex, reciprocal workflows, defining a long-term UX vision and rallying others around it, and leading automation and AI initiatives that make the work of paying a team disappear. You'll also mentor designers, set the quality and judgment standard for AI-assisted design work across the broader Design team, and contribute to platform standards that help others across Gusto build consistent, high-quality experiences.

About the Team:

Payroll is the foundation of Gusto and our most-used, most-loved product. It’s the first Gusto experience many customers interact with, and it continues to power their success as they grow. Payroll also underpins our broader ecosystem, enabling the adoption of Benefits, Time Tracking, HR tools, and so much more. Our team is tasked with evolving and scaling this core experience for small businesses of all sizes, from solo entrepreneurs to growing companies. We focus on taking on the complexity of payroll so our customers don’t have to - making payroll faster, more flexible, and increasingly hands off.

Here’s what you’ll do day-to-day:

Lead end-to-end design for Payroll - shaping experiences that help small businesses pay their teams correctly, on time, and with confidence.
Define and communicate the long-term UX vision for Payroll, and rally multiple teams around it.
Partner with Product, Engineering, Data, Ops and others to set strategy and roadmaps.
Lead product initiatives where AI and automation are central to the user experience, simplifying payroll and reducing manual work without compromising accuracy or trust.
Collaborate with Research and Data to uncover customer insights and translate them into clear, actionable UX priorities.
Influence product and technical roadmaps by advocating for design quality, customer needs, and long-term system health.
Set the quality and judgment standard for all design work - whether AI-assisted or not - including when to push further and when outputs meet the bar.
Define and scale shared patterns, principles, and standards that promote quality, consistency, and velocity.
Manage and grow a team of designers, providing mentorship, clear direction, and hands-on support across the team.
Champion the Payroll experience as the foundation of Gusto's broader People Platform, ensuring seamless integration across Benefits, Time & Attendance, and third-party tools.

Here’s what we're looking for:

8–10+ years of product design experience, with at least 3 years leading and managing design teams.
Experience designing in complex domains i.e. financial products, healthcare, or similarly regulated environments.
Experience setting UX direction across multiple teams and influencing product strategy - not just executing on it.
Proven ability to drive alignment across cross-functional partners and represent design in high-stakes, strategic conversations.
Deep systems thinking, with a track record of turning interconnected, complex workflows into experiences that feel simple and intuitive.
Clear, direct communication and storytelling skills, with the ability to explain design decisions and influence partners at all levels.
A genuine bond to Gusto's mission and the needs of small businesses.

Ideally you have:

Demonstrated ability to assess AI-generated design directions: knowing when to use them, when to override them, and how to raise the quality bar on AI outputs.
Experience leading product initiatives where AI or automation is central to the user experience - including how to represent uncertainty, surface errors gracefully, and preserve user agency when automation gets it wrong, particularly in high-stakes contexts.
Experience leading a team through an AI workflow transition - not just adopting AI personally, but changing how a team works, including establishing new norms and standards.

At Gusto, we strive to provide rewards that empower employees to achieve their financial and personal goals. We offer competitive compensation packages with a strong emphasis on equity based compensation (ownership in Gusto). To learn more about Gusto’s compensation philosophy and benefits offerings please view our Total Rewards Approach page.

Our cash compensation range for this role is $172,000/yr to $237,000/yr in Denver & most remote locations, and $202,000/yr to $279,000/yr in San Francisco, Seattle & New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.

At Gusto, we don't use titles the traditional way, as a signal of rank or hierarchy. Instead, our titles describe two things at once - your craft (what you do, e.g. Engineering, Design) and your scope of ownership (what you're accountable for) - which is why you'll see something like "Head of X" instead of a rank word like "Director" that tells you neither. Because of this, the title on this posting may look different from what you'd expect based on the scope and seniority of the role, and from how similar roles are typically titled elsewhere. If you have questions about how this role compares to your current title or level, your recruiter can help translate.

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.

Reliable, consistent presence: We expect regular and predictable attendance, whether you're working in-office, hybrid, or fully remote, so that you stay closely connected to your team, customers, and stakeholders in real time and ensure colleagues and customers receive the timely support and responsiveness they deserve.

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.

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More about this job

Responsibilities

You will lead the end-to-end product design for the Payroll team, defining the long-term UX vision and strategy. You will manage a team of designers while partnering with cross-functional stakeholders to integrate AI and automation into complex financial workflows.

Requirements

The role requires 8-10+ years of product design experience with at least 3 years in a leadership capacity. Candidates must have a proven track record in complex domains like financial products and demonstrate expertise in AI-assisted design workflows.

Skills

Product design
Team management
UX vision
Systems thinking
AI-assisted design
Prototyping
Cross-functional collaboration
Financial product design
Strategic planning
Mentorship
Stakeholder management
Automation
UX research
Data analysis
Product strategy
Communication

Benefits

Competitive base pay
Equity
RSUs
Health insurance
401(k)s

Visa sponsorship

Not detected in the job text

Keywords

Product Design
Payroll
AI
Automation
UX
Financial Products
Systems Thinking
Prototyping
Cross-functional
Strategy
Mentorship
Stakeholder Management
Data-driven
Compliance
People Platform
Equity
RSUs
Small Business Economy
Design Leadership
Workflow Design

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