Senior Product Designer

Overview Building at Check. At Check, we make paying people simple. In doing that, we’re not just building our own business—we’re building payroll businesses together with every one of our partners. As the inventors of embedded payroll, we’re redefining how people get paid and making it easier for payroll businesses to launch, grow, and thrive. Check is far more than just API infrastructure. We’re a springboard for building and scaling payroll businesses. Our team is passionate about solving big problems and redefining payroll. Join us if you’re ready to roll up your sleeves and redefine payroll, simplify the complex, and create a better future for businesses of every size. Today, many payroll platforms rely on archaic software to process payroll for thousands of businesses and ensure workers are paid correctly and on time. This critical infrastructure often feels like an obstacle rather than a product designed to help them succeed. Check’s embedded infrastructure powers payroll platforms that pay millions of employees, all controlled through Check Console: our software layer used to manage payroll complexities across thousands of businesses. 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 delightful experiences. In This Role, You Will Senior Product Designer 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 product enhancements within Check Console, from problem framing through shipped experience Translate complex payroll systems into intuitive user experiences, shaping everything from interaction models to product architecture Partner closely with engineering and product leaders to design surfaces and workflows that simplify the complex realities of payroll operations Identify opportunities to rethink existing product patterns and drive improvements that make Console significantly more intuitive and efficient for operators Conduct user research — including direct conversations with payroll operators and platform partners — to uncover insights and validate design decisions 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 Qualifications 6–10+ years of experience in product design, UX/UI design, or a similar role designing complex software 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 both systems thinking and strong visual design craft 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 Team, Location & Benefits We build best when we come together on level ground: the Check team is distributed across the US, with offices in New York City and San Francisco. We embrace remote work but value time together in person. We offer opportunities to attend team off-sites, events, and hackathons a couple of times a year. All employees are expected to attend our annual 3-day company retreat each spring. For our in-office and hybrid employees, offices are open all week. We provide meals on Tuesdays and Thursdays, and the team hosts regular happy hours, game nights, etc. What We Offer For full-time employees, Check offers stock options, flexible PTO and sick leave, up to 16 weeks of fully paid parental leave for new parents, flexible return-to-work, 9 annual holidays, a 401k retirement plan, and a $100 monthly stipend for home internet and mobile phone expenses. We provide high-quality medical, dental, vision, short-term/long-term disability, and basic life insurance coverage, effective on your first day of work. Our compensation bands are visible to all employees; the actual annual salary depends on experience, qualifications, and location. San Francisco, NYC, LA, Seattle: $200,000 – $220,000 Other locations: $180,000 – $198,000 We accept applications on an ongoing basis with no specified deadline. Travel and Office Policy This role can be remote, hybrid, or based in New York City or San Francisco. Personal time is valuable, and we encourage attendance at team offsites, events, and hackathons a couple of times a year. All employees must be willing to attend our annual 3-day company offsite in the spring. For in-office and hybrid employees, offices are open all week with meals and regular social events. Remote work requires the ability to perform all responsibilities without distraction, while maintaining quality, effective communication, and productivity. Note: This final paragraph contains policy language that was in the original. It has been preserved in emphasis in the source text, but in this refinement step no emoji or non-textual symbols were added. Equality Statement: 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 identity, gender expression, transgender status, sexual stereotypes, age, protected veteran status, disability, or other legally protected characteristics. We also consider qualified applicants with criminal histories, provided they are consistent with applicable laws. Check is committed to providing reasonable accommodations for candidates with disabilities in our recruiting process. Check participates in E-Verify and will provide Form I-9 information to confirm work authorization. Check does not use E-Verify to pre-screen applicants. #J-18808-Ljbffr