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A career at 15Five is the chance to have high impact in a fast paced, remote startup environment that operates with focus, urgency, and accountability. Every role and every hire meaningfully impacts our trajectory.
We’re a high-performance, high-purpose team that gives you the chance to Build the Future of Work. We run on High Standards and High Support — holding a high bar for results, ownership, clarity, and disciplined execution, while investing in manager enablement, skill development, and whole-person care. We are committed to a No B.S. environment, meaning we anchor ourselves in truth, course-correct in real time, and expect people to lean into direct conversations. We are focused on ensuring every 15Fiver can Work in the Future and that starts with proactively using AI across all aspects of your role to increase leverage, speed, and impact.
If you're energized by a fast pace, high standards, and high accountability for yourself and others, you'll thrive here and we encourage you to apply.
Senior Product Designer
Location: Remote (US) | Reports to: CTO
About the Role
We’re looking for a Senior Product Designer to lead design for a cross‑functional product team and shape the future of 15Five’s platform. You’ll define product direction with Product and Engineering partners, create intuitive and scalable experiences, and deliver high‑quality solutions to complex enterprise challenges. You’ll operate with autonomy, influence strategy, and contribute to a culture grounded in Best‑Self Management and continuous growth.
Areas of Focus
Strategic UX design
Product Design
Team support
What You’ll Do
Lead the design vision for your product area and connect it to company goals.
Translate customer needs into clear flows, prototypes, and polished designs.
Use and evolve our Design System, identifying when patterns need to be extended or improved.
Partner with Product and Engineering to discover and solve customer problems.
Plan and run user research, synthesize insights, and influence roadmap decisions.
Communicate design decisions clearly across teams and give constructive feedback to peers.
Ensure visual and interaction quality across your product area and raise quality concerns proactively.
Contribute to improving design processes, tools, and team rituals.
Help foster an inclusive, collaborative design culture and champion design thinking across 15Five.
What You Bring
5+ years of product design experience, including B2B SaaS and complex UX work.
Experience designing for web apps and integrated workflows (e.g., Slack, Teams).
Familiarity with AI‑driven experiences and data‑integrated design.
Strong visual design skills (layout, typography, hierarchy).
Proficiency in user research planning, facilitation, and synthesis.
Clear communication skills in both collaborative and critique settings.
Comfort sharing work early, seeking feedback, and iterating quickly.
Experience with data visualization is a plus.
Your First Year
By 3 Months
Complete onboarding and understand expectations for your role.
Deliver thoughtful, user‑centered designs using our Design System.
Build strong relationships with your team and partners in R&D.
Develop a deep understanding of your product area, customers, and competitive landscape.
By 6 Months
Shape and evolve the future vision for your product area.
Regularly design and ship new features or enhancements.
Contribute to improving design processes, tools, and content.
Deepen your understanding of 15Five’s product ecosystem and research practices.
By 12 Months
Become a key partner in driving your team’s roadmap.
Influence long‑term product vision and strategy.
Positively impact customer engagement and satisfaction metrics.
Lean into your Zone of Genius as part of your Best‑Self journey.
Who You Are
Open to vulnerability, self‑reflection, and candid feedback.
Curious, innovative, and committed to continuous learning.
Self‑motivated, accountable, and energized by meaningful work.
Work Schedule
Full‑time, Monday–Friday. Typical hours align with 7/8am–3/4pm PT or 9am–5pm ET, with flexibility. Some early‑morning meetings may be required to support cross‑time‑zone collaboration.
We offer amazing benefits that align with our values and culture at 15Five.
Your Health & Wellbeing
Medical, dental, vision with 15Five cost subsidy
Employer paid Short-Term, Long-Term Disability, and Term LifeFamily planning support with enhanced medical plans and consultation programs
Inclusive Benefits Stipend
Access to mental health and wellness resources
Your Life
Flexible Time Off Program
Generous paid leave for new parents
Military leave
Paid Company Holidays
Sabbatical Program
Your Future
401K with 4% Matching after 6 months
Your Work Life
Remote work
Work with experts in leadership, culture, and personal development
For more information see:
Reading over the role description and feeling like you don’t check every box? That’s okay; if you think you have what it takes but don’t necessarily meet all the criteria, please apply—you could be exactly who we are looking for!
15Five follows equitable hiring practices. Our compensation programs are designed to attract, motivate, and retain talented employees who are highly engaged, high performing, and have an exceptional impact on the business and our customers.
The salary range displayed on each job posting reflects the target for new hire salaries for the role across all US locations. Within the range, individual pay is determined by budget allocated for the role and additional factors, including job-related competencies and skills, experience, and relevant education or training. Please note that the compensation details listed in US job postings do not reflect added total compensation including equity or benefits.
In compliance with federal law, all persons hired will be required to verify identity and eligibility to work in the United States and to complete the required employment eligibility verification document form upon hire.
