---
title: 'Senior Product Designer at Check Technologies'
canonical: 'https://feeny.ai/job/senior-product-designer-check-technologies-remote-g21v16bfap8w'
type: 'job'
last_seen: '2026-09-16'
---

# Senior Product Designer at Check Technologies

- **Company:** Check Technologies
- **Location:** Remote
- **Compensation:** $153k–$198k
- **Employment:** full-time
- **Work type:** remote
- **Posted:** 2026-08-18
- **Last confirmed live:** 2026-09-16
- **Apply:** https://jobs.ashbyhq.com/check-technologies/f027e599-17b7-49c1-8665-db4df03146a0

## Job description

## About Check

Payroll is broken. It's still running on decades-old infrastructure. We're rebuilding it.

We don't run payroll ourselves — we power the businesses that do. As the inventors of embedded payroll, we're redefining how people get paid and making it easier for those businesses to launch, grow, and thrive.

On our team, you'll use creative problem-solving, critical thinking, and grit to simplify the complexity of payroll for thousands of employers of every size, across all industries. We ignore conventional role boundaries in favor of the unique strengths and values each builder brings to our mission: make paying people simple. [Check out our origin story!](https://app.notion.com/p/checkhq/The-Generalist-Check-Solving-the-150-Billion-Payroll-Problem-3b24274a2e75804e9141cfac60476d25?source=copy_link)

Check is far more than just API infrastructure. We’re a springboard for building and scaling payroll businesses. [See how it works for our partners.](https://www.checkhq.com/partners)

## About this role

Today, payroll platforms rely on archaic, utilitarian software to process payroll for thousands of businesses and ensure hundreds of thousands of workers are paid correctly and on time. Their work is high-stakes and deeply personal for each and every worker they pay, but the tools supporting them are stuck in the past, and make the process unnecessarily complex. This critical infrastructure in their business feels more like an operational obstacle than a product designed to help them succeed. At Check, we believe this software should be just as thoughtful, intuitive, and beautifully designed as the best consumer products on the market. Our software layer manages payroll complexities across thousands of businesses simultaneously. The opportunity ahead is to transform it into the best platform for operating a payroll business. A system that anticipates user needs, simplifies complex workflows, and turns operational software into genuinely delightful user experiences. We’re looking for a Senior Product Designer (& UX-pert) who enjoys untangling complex systems and shaping how sophisticated products work at a foundational level. This role is ideal for a designer who is excited by challenging, high-impact problems, and enjoys translating complicated workflows into elegant product experiences. You’ll engage directly with users to deeply understand their use cases and optimal workflows, and work closely with engineering, product, and design leadership to translate those insights into core product patterns. This role spans strategy, research, UX, and visual design, and offers the opportunity to redefine the design direction for an entire industry. Come join us as we set a new standard for how payroll management software should operate!

In this role, you will:

- Own the end-to-end design of major enhancements within Check's products, from problem framing through shipped experience
- Solve complex payroll problems through deep research and design thinking, shaping everything from interaction models to product architecture
- Conduct user research — including direct conversations with payroll operators and platform partners — to uncover insights and inform design decisions
- Identify opportunities to rethink existing product patterns and drive improvements that make Check's infrastructure products significantly more intuitive and efficient for operators
- Partner closely with engineering and product leaders to design surfaces and workflows that simplify the complex realities of payroll operations
- Elevate the visual and interaction design of existing product surfaces to create a more cohesive, intuitive, and delightful experience
- Prototype and iterate quickly on new ideas, incorporating feedback from users and cross-functional teams
- Contribute to the evolution of Check’s product design standards and help raise the overall bar for design across the company
- Collaborate with marketing and creative teams to socialize platform enhancements to existing partners and future prospects

Many backgrounds could fit this role, but ideal candidates will have some or all of the following:

- 6–10+ years of experience in product design, UX/UI research, UX/UI design, or a similar role designing complex software or infrastructure products
- Strong UX instincts and the ability to simplify complex systems, workflows, and data-heavy interfaces
- Experience designing workflow-driven products or operational software (fintech, developer tools, enterprise platforms, or similar)
- A portfolio demonstrating strong systems thinking, elevated visual design taste, and judgment around AI application
- Experience collaborating closely with engineering teams and designing within technical constraints
- Ability to independently drive ambiguous design problems from discovery through shipped product
- Experience conducting or leading user research and translating insights into product improvements
- Experience designing for multi-step workflows and complex user journeys
- Comfort working in fast-moving environments where designers often own broad problem spaces
- Strong communication skills and the ability to clearly articulate design decisions and tradeoffs

Travel & Office Policy The Check team is distributed across the US. Roles can be remote, hybrid, or based in one of our offices in New York City or San Francisco. We offer ample opportunities and encourage employees to attend team offsites, events, and hackathons throughout year. All Checketeers gather in the spring for our annual 3-day company retreat. For our in-office and hybrid employees, our offices are open all week. We provide meals on Tuesdays and Thursdays and there are regular happy hours, game nights, and other in-person events. Remote work at Check requires the ability to perform all responsibilities without distraction or disruption, while maintaining quality, effective communication, and productivity. -- Check is proud to be an Equal Opportunity employer. We do not discriminate based on race, religion, color, national origin, sex (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender, gender identity, gender expression, transgender status, sexual stereotypes, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics. We also consider qualified applicants with criminal histories, provided they are consistent with applicable federal, state, and local laws. Check is committed to providing reasonable accommodations for candidates with disabilities in our recruiting process. Check participates in E-Verify and will provide the federal government with Form I-9 information from all new employees to confirm that they are authorized to work in the U.S. Check does not use E-Verify to pre-screen applicants.

## About Check Technologies

## Company Overview
- **One-liner**: Check provides a payroll-as-a-service API that enables software platforms to embed and scale native payroll solutions for their customers.
- **Entity Type**: Private (Series C)
- **Headquarters**: New York, United States
- **Founded**: 2019
- **Founders**: Andrew Brown (CEO)

## Core Business
- Primary industry: Payroll Infrastructure / Embedded Payroll
- Target customers: B2B vertical SaaS platforms, HR platforms, time-tracking platforms, and other software companies (e.g., Homebase, Wave) that want to offer payroll to their users
- Mission or purpose: To build and power the next generation of payroll businesses by providing the most flexible and reliable embedded payroll infrastructure.

## Products & Services
- **Embedded Payroll API**: A core set of APIs and tools that allows platforms to build a native payroll product covering money movement, tax calculation and filing, real-time payments, custom pay rates, and deductions.
- **Drop-in Components**: Pre-built, customizable UI components enabling partners to launch a payroll product quickly without deep payroll expertise.
- **Add-on Benefits Marketplace**: Infrastructure for partners to offer and manage ancillary revenue streams including health benefits, 401k, and workers’ compensation.

## Market Standing
- **Valuation/Market Cap**: Not publicly disclosed.
- **Key Metric**: $31.2M estimated annual revenue (2024), up from $19.1M in 2023 (via Latka). Total funding of $119M.
- **Notable Investors/Partners**: Stripe, Thrive Capital, Bedrock. Partners include Homebase and Wave. Over 65 platform partners use Check's embedded solution.
- **Growth Signals**: Processed over $15 billion annually and serves 35,000+ businesses. Revenue grew roughly 63% from 2023 to 2024. Employees grew from ~155 in 2023 to ~169 in 2026. Over 35 active job postings with 176.9% yearly growth.

## Competitive Advantages
- **Category Creator**: Invented the "embedded payroll" model, giving them deep expertise and a first-mover advantage.
- **Platform Focus**: Unlike direct payroll services (Gusto, ADP), Check does not compete with its partners. It acts solely as an infrastructure layer, aligning incentives with the platforms that integrate it.
- **Scalability**: Their API-first design allows partners from startups to public companies to offer payroll at any scale without needing to hire payroll experts.
- **Ecosystem Depth**: Handles not just payments, but complex tax compliance, fraud protection, garnishments, and benefits administration.

## Strategic Focus
- Continuing to deepen their platform with more complex features (benefits, 401k, workers comp).
- Scaling their partner network across different verticals and geographies.
- Investing in automation and reliability to handle increasing payroll volume.
- Growing their workforce significantly, particularly in engineering and partner support roles.

## Why Work Here
- **Remote-first, but with strong in-person culture**: The team has vibrant hubs in San Francisco (SoMa) and New York (Union Square). They emphasize coming together for collaboration, team hangs, and off-sites.
- **Generous benefits**: Includes high-quality medical, dental, and vision insurance; up to 16 weeks of paid parental leave; $2k annual learning budget; a MacBook and $1k home office stipend; $100 monthly internet/phone reimbursement; flexible vacation and sick leave; weekly pay (every Friday).
- **Engineering culture**: Focus on building bold solutions with a "think big, work small" and "simplify for success" mentality. The team is described as cross-functional and collaborative.
- **Growth stage**: With ~169 employees and over 35 open positions, it is a high-growth stage company where new hires can have significant impact.
- **High talent density**: Team members frequently come from top companies like Gusto, Stripe, Plaid, Checkr, ADP, and Twilio.

## Sources
1. [checkhq.com](https://www.checkhq.com/)
2. [checkhq.com/company/careers](https://www.checkhq.com/company/careers)
3. [linkedin.com/company/check-technologies](https://www.linkedin.com/company/check-technologies)
4. [getlatka.com/companies/check-technologies](https://getlatka.com/companies/check-technologies)

## Other roles at Check Technologies

- [Partner Engineer](https://feeny.ai/job/partner-engineer-check-technologies-new-york-jexvcn00fkr2) — New York, NY
- [Risk Analyst](https://feeny.ai/job/risk-analyst-check-technologies-remote-xkxsnx1522ej)
- [Strategic Finance Associate](https://feeny.ai/job/strategic-finance-associate-check-technologies-remote-fs0jvvx29scx)
- [Partner Support Team Lead](https://feeny.ai/job/partner-support-team-lead-check-technologies-remote-vkwz5xaf7chz)
- [Tax Filing & Payments Associate](https://feeny.ai/job/tax-filing-payments-associate-check-technologies-remote-rmtcma1jf9t4)
- [Tax Filing & Payments Specialist](https://feeny.ai/job/tax-filing-payments-specialist-check-technologies-remote-nqm3n6mrqj1f)
- [Wage Corrections Specialist](https://feeny.ai/job/wage-corrections-specialist-check-technologies-remote-ex5xwcmpx8za)
- [People Operations Associate](https://feeny.ai/job/people-operations-associate-check-technologies-san-francisco-vs97wnbhsccx) — San Francisco, CA
- [Service Delivery Specialist](https://feeny.ai/job/service-delivery-specialist-check-technologies-remote-sxvbndheb2rk)
- [Business Operations](https://feeny.ai/job/business-operations-check-technologies-remote-kbmr31mbdbb6)