Full-Time

Senior Staff Product Designer

Finance

Posted on 6/3/2026

Gusto

Gusto

1,001-5,000 employees

Payroll, benefits, HR platform for SMEs

Compensation Overview

$172k - $253k/yr

+ Equity (RSUs)

Seattle, WA, USA + 5 more

More locations: Toronto, ON, Canada | San Francisco, CA, USA | Los Angeles, CA, USA | New York, NY, USA | Denver, CO, USA

Hybrid

Office 2-3 days per week for Denver, SF, and NY; remote-eligible from other locations.

Category
UI/UX & Design (1)
Required Skills
UI/UX Design
Product Design
Requirements
  • 10+ years of Product Design experience, with a track record of leading design direction across multiple teams, pods, or product domains simultaneously, not just a single-product or single-pod context.
  • You've designed for high-trust, high-stakes experiences where errors have real consequences and clarity is non-negotiable (e.g. payments, risk, compliance, healthcare, or similar). Fintech or financial services background is a plus.
  • You've shaped product strategy at the domain or portfolio level alongside product directors and engineering leaders, not just executed within a single product scope.
  • You have a high bar for craft and stay hands-on, prototyping, iterating, and shipping alongside strategy, not just advising from above. You raise the bar for the designers around you through coaching, critique, and mentorship.
  • You advance experience architectures and service models that span multiple teams, identifying systemic opportunities and organizational barriers, and driving changes that improve coherence and outcomes at scale.
  • You thrive in ambiguity, lead through influence across teams, and are skilled at anticipating organizational friction, structuring how design work is coordinated across multiple teams to maximize impact and reduce drag.
  • You actively use AI in your own design practice and can direct others to do the same, evaluating AI-generated outputs critically, knowing when to override or course-correct, and raising the quality bar on AI-assisted work across the teams you support.
  • You have a point of view on how AI is changing product design, and you've acted on it. You can articulate what you've learned and where you think it's going.
Responsibilities
  • Set the UX vision and strategy across the Money and Risk teams, connecting the dots across multiple pods and ensuring a cohesive experience throughout the platform.
  • Identify and drive high-impact design opportunities across the Money and Risk teams, spotting what individual pods can't see from inside their area, and bringing the right partners along to pursue them.
  • Influence product strategy, roadmap priorities, and team OKRs across Money and Risk through a design lens—operating as a senior design co-owner alongside product directors and engineering leaders.
  • Define what AI-first financial UX looks like at Gusto, including how to represent uncertainty clearly, surface errors gracefully, preserve user agency when AI recommendations are wrong, and build trust across consequential automated decisions.
  • Own how the Money and Risk teams build and share customer understanding: setting learning priorities, synthesizing insights across pods, and ensuring customer knowledge consistently informs direction rather than sitting siloed within individual teams.
  • Shape and raise the quality bar for experiences across the Money and Risk teams through hands-on design work, setting direction, and ensuring what ships reflect a high standard of craft. Step in as a direct IC on specific projects when necessary.
  • Develop other designers on Money and Risk through coaching, critique, and structured mentorship, acting as a force multiplier, not just a strong individual contributor.
  • Champion and evolve Gusto's design system and platform standards through your product work, contributing patterns and frameworks that scale beyond Money and Risk.

Gusto provides payroll, benefits, and HR services for small to mid-sized businesses through a cloud-based platform. It automates payroll processing, employee benefits enrollment (health insurance, retirement), and HR tasks in one place via a subscription model with tiered plans. By centralizing these functions, it helps businesses save time, stay compliant, and avoid maintaining a large in-house HR team. Its goal is to help SMEs run people operations more efficiently and support growth with easy-to-use, scalable software.

Company Size

1,001-5,000

Company Stage

Series E

Total Funding

$706.2M

Headquarters

San Francisco, California

Founded

2011

Simplify Jobs

Simplify's Take

What believers are saying

  • 500,000 customers create a large base for AI and compliance cross-sell.
  • AI adoption among new founders strengthens demand for automated SMB operations.
  • Karbon integration expands Gusto through accounting-firm payroll workflows and referrals.

What critics are saying

  • Rippling and Deel can pressure Gusto with broader workflows and aggressive pricing.
  • A payroll or tax automation error would damage trust and trigger customer churn.
  • Reliance on state retirement mandates exposes revenue to legislative reversals and delays.

What makes Gusto unique

  • Cofounder embeds Gusto context into AI actions, unlike blank-slate copilots.
  • Gusto connects payroll, benefits, compliance, and HR in one SMB platform.
  • Natural-language control spans SMS, Slack, and web, reducing payroll workflow friction.

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Your Connections

People at Gusto who can refer or advise you

Benefits

It’s a marathon, not a sprint: Employees celebrating 5 or 10 years at Gusto enjoy a month-long sabbatical to travel and relax after all their hard work.

Meals and conversations: Free meals, snacks, and drinks to keep us fueled, but more importantly: they bring people together and foster community.

Wellness for every body: We’re proud to offer inclusive health care such as hormone treatments, gender-affirming surgery, therapy, family planning, and more.

The time you need: Our flexible PTO policy means every employee is encouraged to take the time they need now to keep doing great work, long term.

Family-friendly benefits: Fertility treatments, primary and secondary parental leave, sleep coaching, house cleaning for new parents, and more.

Be well, be you: Get free, comprehensive medical, dental, and vision benefits, plus a monthly fitness stipend and mental health resources too.

Growth & Insights and Company News

Headcount

6 month growth

3%

1 year growth

0%

2 year growth

0%
Accounting Today
Apr 10th, 2026
Tech news: Intuit, Gusto both tout Claude integrations.

Tech news: Intuit, Gusto both tout Claude integrations. Published April 10, 2026 12:48 PM Updated April 10, 2026 5:00 PM Intuit, Gusto both tout Claude integrations; Oracle premieres Fusion Agentic Applications; Suralink launches Financial Statement Tie Out solution; and other accounting tech news and updates. Intuit, Gusto both tout Claude integrations. ThongSam - stock.adobe.com announced the launch of the TurboTax connector on Claude, which brings TurboTax capabilities directly into Claude, including personalized and real-time tax estimates, instant refund projections, connection to a live Intuit tax expert, and a personalized tax document checklist with in-app document capture capabilities. The company also announced enhancements to its existing ChatGPT integration. Based on a few questions about their tax situation - whether they're a freelancer, a homeowner, a retiree or all three - users can now receive a personalized checklist of which forms to gather. They can also upload documents directly within the TurboTax app in ChatGPT and pick up right where they left off in TurboTax to continue filing. Payroll solutions company , which sports a , also announced an integration with Claude. With the integration, user can ask in plain English questions such as "What drove my payroll increase last pay period?" or "How much have we spent on overtime this quarter?" Claude will provide answers, drawing directly on the user's Gusto account, without ever leaving the tool they're already in. Gusto also announced a similar integration with Slack, with the same capabilities.

Finovate
Apr 9th, 2026
Gusto acquires Mosey to add compliance capabilities.

Gusto acquires Mosey to add compliance capabilities. * Gusto acquired compliance platform Mosey to embed small business compliance tools into its payroll and HR platform. * The purchase allows Gusto to integrate state and local business registration, filings, and ongoing compliance directly into its platform that serves 400,000 small businesses. * Mosey will help Gusto attract compliance-first customers while adding value via new upsell opportunities. Payroll, benefits, and HR management solutions company Gusto has acquired business compliance platform Mosey. Financial terms of the deal were not disclosed, but Gusto plans to leverage Mosey to help its customers manage their compliance obligations. Mosey was founded in 2021 to help small business owners avoid common compliance pitfalls such as hiring without the right legal setup, configuring payroll incorrectly, and missing tax deadlines. "I started Mosey because I'd made every compliance mistake myself, and then I watched thousands of other businesses make the same ones," said Mosey Founder Alex Kehayias. "The problem isn't that small business owners don't care about compliance, it's that they shouldn't have to become experts in it. Joining Gusto means we can bring that vision to the millions of small businesses that need it most." "Building a business is hard enough without compliance getting in the way," said Gusto Co-Founder and Chief Product Officer Tomer London. "With Mosey now part of Gusto, we can do what Gusto has always done: take complexity off the plate of small business owners so they can focus on what they actually started their business to do. This is a natural extension of our vision to be the platform that helps small businesses start, hire, and grow." Acquiring Mosey will allow Gusto to offer state and local registration, filings, renewal, and ongoing compliance management directly within its own platform. Once integrated, Gusto's 400,000+ small business clients will be able to hire, pay their teams, and manage their compliance obligations from a single place. Specifically, Gusto will add: * State and local business registrations * Entity management, ongoing filings and renewals * Resolving agency mail * Real-time surfacing of new compliance obligations as businesses grow or expand to new states Strategically, Gusto will be able to use Mosey's technologies to attract clients seeking compliance strategies, but not necessarily HR capabilities. Additionally, it will allow Gusto to cross-sell Mosey's compliance capabilities to its existing customer base. This is another case of "rebundling" fintech, in which fintech platforms are piling on more capabilities to their long-standing platforms in order to add value and create a broader, more encompassing ecosystem for clients. The deal comes eight months after Gusto acquired retirement specialist Guideline to offer 401(k) retirement plans through its platform. Gusto, originally known as ZenPayroll, was founded in 2011 and provides a cloud-based payroll, benefits, HR management, and business financial management solution. If the San Francisco-based company continues down its current path of expansion, it may eventually offer corporate credit cards and business banking tools.

PR Newswire
Apr 9th, 2026
Gusto acquires AI compliance platform Mosey to tackle $14.7K per-employee burden on small businesses

Gusto has acquired Mosey, an AI-powered business compliance platform, to expand its services beyond payroll and HR. The acquisition will integrate state and local registration, filing and ongoing compliance management into Gusto's platform, serving its more than 400,000 small business customers. Small businesses face significant compliance challenges, with firms under 50 employees spending approximately $14,700 per employee annually on compliance costs—20% more than large enterprises. Each new hire in a different state can trigger multiple registration and filing requirements across various agencies. Mosey was founded by Alex Kehayias after experiencing compliance difficulties firsthand. The combined platform will offer state and local business registrations, entity management, and real-time compliance alerts as businesses grow. Gusto Business Compliance is expected to launch later this year.

PR Newswire
Mar 19th, 2026
Elevate named best consumer Payments Platform for second consecutive year.

Elevate named best consumer Payments Platform for second consecutive year. Mar 19, 2026, 10:15 ET FinTech Breakthrough recognizes Elevate's cloud-based, AI-enabled platform that transforms how healthcare benefits are delivered and scaled DENVER, March 19, 2026 /PRNewswire/ - Elevate, a modern consumer directed benefits administration platform, today announced that it has been selected as winner of the "Consumer Payments Platform of the Year," in the 10th annual FinTech Breakthrough Awards. This is the second consecutive year Elevate has received this honor from FinTech Breakthrough, an independent market intelligence organization that recognizes the top companies, technologies and products in the global FinTech market. "Being recognized by FinTech Breakthrough for the second year in a row is a powerful validation of our mission to modernize how healthcare benefits work for real people," said Brian Cosgray, co-founder and CEO of Elevate. "We built Elevate to eliminate challenges that have long defined consumer-directed benefits. This award reflects the impact our platform is having - helping partners scale faster, reduce operational burden and give workers immediate access to the healthcare dollars they depend on." Elevate is redefining how consumer-directed healthcare benefits are delivered, making it easier for U.S. workers to access and use their healthcare dollars when they need them most. The industry's first fully cloud-based, API-driven and AI-enabled consumer-directed benefits platform, Elevate replaces legacy infrastructure with real-time automation and modern consumer experiences. The platform supports instant claims processing, real-time reimbursements, automated claims submission, and a single secure payment card that works across multiple benefit plans, including chip security and contactless payments. By removing friction from every step of the benefits journey, Elevate helps benefits administrators - such as Gusto, Rippling, and Rocky Mountain Reserve - deliver faster access to funds and a simpler, more intuitive experience for members. The company's scalable platform drives efficiency, reducing exceptions and customer support volume, even as new clients are onboarded. The results are measurable, as Elevate customers have reported achieving 40% to 50% new business growth, while reducing cases per customer by more than 60%. The FinTech Breakthrough Awards is the premier awards program founded to recognize the FinTech innovators, leaders and visionaries from around the world in a range of categories, including Digital Banking, Personal Finance, Cryptocurrencies, Lending, Payments, Investments, RegTech, InsurTech and many more. Elevate is named alongside two of its partners, Gusto and Rippling, and an elite group of distinguished winners across the financial services industries, including MasterCard, Nerd Wallet, Intuit, Betterment, Capital One, and others. About Elevate Elevate is the first completely cloud-based, API-driven and AI-enabled consumer-directed benefits platform with a focus on configurability, embeddability and real-time automation. The all-in-one platform can manage all types of benefit accounts, from health savings accounts (HSAs) to complex health reimbursement arrangements (HRAs), and even commuter and lifestyle accounts. Elevate's team of industry experts recognized the need for modern technology in an outdated benefits administration industry, which led to the creation of Elevate in 2020. To learn more visit www.elevate.ai and follow Elevate on LinkedIn. SOURCE Elevate

The Associated Press
Jan 20th, 2026
Gusto taps zerohash for instant global stablecoin contractor payouts

Gusto has selected zerohash to power stablecoin payout capabilities across its global payments platform, currently in beta. The partnership enables contractors worldwide to receive earnings instantly in digital dollars through zerohash's regulated onchain settlement infrastructure. The integration addresses growing demand from distributed workforces, as 11% of small businesses employed international contractors in 2025. Traditional cross-border payments take three to seven days, whilst Gusto's new system using US Real-Time Payments and stablecoins can move funds globally in minutes. Gusto, which serves over 400,000 small business employers, will offer stablecoin payouts with real-time settlement and onchain traceability. The service supports both custodial and self-custodial wallets, providing faster transfers and improved cash flow flexibility for global teams.