Lead Product Designer

About Keep Company

Keep Company is on a mission to make human connection an intentional, scalable asset in every workplace. As a venture-backed SaaS platform recognized by Techstars, Forbes, and SHRM, we combine technology with coaching and mentoring to deliver transformative employee experiences at leading professional services organizations. At a time when artificial intelligence is rapidly reshaping how we work, Keep Company is rebuilding the human layer of work, because we believe human intelligence- connection, discernment, and trust- is the most important capability organizations can invest in to strengthen culture, retention, and performance in the moments that matter most.

The Role

We are hiring our first dedicated Product Designer. This is a foundational design role with direct impact on what we build, how it works, and how it feels for every customer who touches our product.​

You’ll own core user experiences across our multi-tenant SaaS platform- from how clients set up and run programs, to how they understand impact and ROI, to how coaches and participants engage with one another over time. The problems are complex and meaningful: cognitive load at scale, simplifying multi-step workflows, making data and insights easy to act on, and designing trustworthy, human-centered interactions in and around AI-powered features.​

Responsibilities 

• Lead end-to-end product design on high-impact projects, from discovery and research through interaction design, prototyping, and delivery
• Design core admin workflows that enable HR and L&D leaders to configure, launch, and manage mentoring, coaching, and group programs with confidence and minimal friction
• Create data and reporting experiences that help non-technical decision-makers quickly see what’s working, where to intervene, and how to demonstrate program value to stakeholders​
• Shape how humans interact with AI across the product (e.g., suggestions, recommendations, summaries), ensuring experiences are transparent, trustworthy, and easy to understand
• Champion human-centered design in an AI-saturated landscape -  push back on reductive "efficiency-first" defaults and bring grounded expertise in applied cognitive science and HCI to ensure our product acts as a cognitive prosthetic that extends human judgment - not a system that quietly removes people from the loop
• Build and evolve a scalable design system and shared interaction patterns that keep the product coherent as we grow
• Collaborate closely with Product, Engineering, Client Success, and Founders, turning user insights and business needs into thoughtful product decisions
• Bring a research mindset to the team: run lightweight studies, synthesize feedback, and use evidence to inform product direction​

• Directly shape how HR, L&D, and firm leaders support the development and wellbeing of their people 
• Reduce reliance on manual services and slide decks by making in-product experiences clear and self-serve
• Influence the product roadmap by identifying opportunities to improve outcomes for clients and participants
• Lay the groundwork for future design hires and help define what great product design means at Keep Company

What You Bring
 

Required Experience

• BS or MS in Human-Computer Interaction, Cognitive Science, Behavioral Design, or a related field -  or equivalent research-grounded industry experience with demonstrated mixed-methods rigor
• 3–5+ years of applied product design experience, with at least 2 years in B2B SaaS or enterprise software
• A portfolio that demonstrates work on complex, data-heavy, or AI-adjacent systems -  not consumer-facing UX
• Strong data visualization and information architecture skills: you've designed dashboards and reporting interfaces that non-technical users actually rely on
• Systems thinking: you design interaction models and shared patterns for reuse, not one-off screens
• Figma proficiency including component libraries, auto-layout, and design tokens
• Experience working directly with engineers and PMs in a cross-functional environment -  you understand how design decisions affect engineering complexity

Nice to Have

• Applied experience with HCI/AI: human oversight of automated systems, appropriate reliance, explainable AI UX, or human-in-the-loop design
• Familiarity with established AI UX heuristics and guidelines (Google PAIR, Microsoft HAX, Stanford HAI, or equivalent)
• Experience designing recommendation surfaces or agentic interfaces where humans must evaluate and act on AI-generated output
• Multi-tenant SaaS experience including RBAC patterns and tenant-level configuration UX
• Background in HR tech, L&D, or enterprise workflow tools

Why Keep Company

• A first-in-kind product design role with meaningful influence on product direction and company strategy
• Close collaboration with founders and senior leaders; high context, low bureaucracy, and the chance to see your work in production quickly
• A clear path to design leadership as we grow the team
• Remote-first work with periodic in-person team sessions
• Competitive salary, meaningful equity, health benefits, 401k, and flexible PTO​
• For this role, the base salary range is $125,000 - $165,000 per year, plus equity. The final offer will depend on your experience, skills, and alignment with the role's scope.

How to Apply 

Some candidates may see the list above and feel discouraged because they don't match all the items. The data says this is especially true of traditionally underrepresented communities. Please apply anyway: there's a good chance you have valuable skills. We are committed to building an equitable environment, and we're taking steps to meet that commitment. 

If you're excited about making a tangible impact in a mission-driven organization and across the working world, we'd love to hear from you.  

Apply here by sending your resume and a cover letter sharing what excites you about building at the intersection of tech and human connection.