• Lead end-to-end design projects, from problem discovery to solution implementation. • Partner with Product Managers, Engineering, and stakeholders to build simple, efficient experiences aligned with business goals. • Conduct user research, interviews, and validations to inform product and design decisions. • Translate complex problems into clear, intuitive flows, journeys, and interfaces. • Play an active role in defining product strategy, contributing systemic thinking and a strong focus on user experience. • Create high-quality prototypes, flows, and specifications with attention to detail. • Use qualitative and quantitative data to guide decisions and measure the impact of proposed solutions. • Contribute to the evolution of the Design System and ensure consistency of experience across products and features. • Collaborate with other designers through critiques, knowledge sharing, and quality reviews. • Serve as a technical reference within the team, supporting more junior designers with day-to-day challenges.

• Lead design strategy and execution across a broad set of interconnected product experiences • Define and communicate a compelling design vision for a large, integrated product portfolio • Translate company and product strategy into experience principles, customer journeys, design priorities and measurable outcomes • Identify opportunities to unify fragmented workflows into cohesive, AI-powered experiences that help customers move faster and get better results • Represent the customer, the end-to-end experience and the quality bar in executive-level product and business discussions • Own the evolution of HighLevel's bespoke design system as a practical product accelerator, not just a library of components • Partner with design system, product design and engineering leaders to mature shared patterns, component quality, interaction standards and contribution models • Work horizontally across many product teams and functions to turn a new design system into a shared way of building, aligning designers, PMs, engineers and go-to-market partners around consistent experience standards • Drive adoption across product teams by making the system easier to use, easier to contribute to and clearly tied to product quality and execution speed • Build a culture where speed and quality reinforce each other instead of competing with each other

• Join project teams alongside Strategic & Senior UX Designers • Build interactive prototypes based on approved briefs • Generate prototypes quickly for team feedback • Participate in concept workshops to create prototypes live • Evangelize the AI-first design approach within the team

Role Description The Head of Design is a visionary, execution-oriented leader who owns the entire design function at People Assurance. This is not a maintenance role; it’s a transformation mandate. You will define and drive the design strategy across product, influence brand, and support all external-facing touchpoints, supporting a new standard for how People Assurance looks, feels, and connects with the people who use and encounter our products. The ideal leader is hungry, change-oriented, and energized by building from the ground up. You’ve also done this before. You’ve taken a legacy product or brand and transformed it into something dramatically better, and you’re ready to do it again with the full backing of executive leadership. Key Responsibilities - Design Leadership & Vision - Shape and implement a cohesive design philosophy that elevates workflow efficiency, product functionality, and overall usability across the software portfolio. - Ensure core design principles and usability best practices are applied consistently across all product experiences. - Lead direct research with customers and prospects to understand needs, evaluate industry trends, and translate insights into clear recommendations. - Partner with Product Management to prioritize and drive these improvements into the product. - Serve as a trusted design advisor to executive leadership and cross-functional stakeholders across Product, Engineering, and Marketing. - Support visual examples and executive presentations that articulate design transformation and ‘how’ we get there. - Define clear design standards and implement scalable design systems across all PA products and services. - Present design strategy, direction, and progress to leadership and key stakeholders on a regular cadence. - Establish a scalable design system and governance model that enables Product, Marketing, and other functions to leverage shared visual standards while maintaining clear ownership of their respective domains. - Product Design (UI/UX) - Own end-to-end product design experience, from discovery and wireframes to polished, production-ready UI. - Lead the transition from our legacy interface to a modern, intuitive, and scalable design system – elevating quality and accelerating delivery. - Lead direct research with customers and prospects to understand needs, evaluate industry trends, and translate insights into clear recommendations. - Define and maintain the design system and component library in close partnership with Engineering. - Ensure accessibility standards (WCAG) and inclusive design principles are embedded in all product work. - Brand & External Presence - Partner with Marketing to evolve and maintain shared visual standards that create consistency between product experiences and external brand experiences. - Provide design guidance and consultation to ensure consistency across product and external experiences. - Support brand evolution in partnership with Marketing. - Elevate our product brand to a position that signals trust, modernity, and market leadership. - Partner with Marketing to establish and evolve shared visual standards while maintaining clear ownership boundaries between product design and marketing execution. - Change Management & Modernization - Lead the cultural and operational shift to design-led thinking across the organization. - Define and drive the roadmap for evolving our visual and UX standards from legacy to modern, with clear milestones and measurable outcomes. - Champion design as a competitive advantage, building internal advocacy and organizational fluency around design value. Qualifications - 6-8+ years of design experience in a SaaS environment, with a minimum of 2 years in a senior or lead design role. - Must have people management experience – team will flex from 6-10 designers. - Demonstrated track record of modernizing a product UI — you have led a successful transition from legacy to modern design and can speak to the process and outcomes. - Full-spectrum design capability: you move fluidly between product/UX work and brand/visual identity without a drop in quality. - Experience building or scaling a design team, including hiring, mentoring, and developing talent. - Exceptional visual design skills and an uncompromising eye for detail. Your portfolio showcases this skillset. - Strong executive presence with the ability to communicate and sell a design vision to senior leadership. - Comfortable operating in ambiguity; you drive clarity and don’t wait to be directed. Preferred - Experience in HR tech, workforce management, compliance, or adjacent SaaS verticals. - Proficiency in Figma and experience building design systems at scale. - Background in high-growth or scale-up environments where pace and adaptability are essential. - Familiarity with front-end development workflows and collaborating closely with engineering teams. Benefits - Competitive compensation packages. - Medical, dental, and vision insurance. - Life and disability insurance. - 401(k) with company match. - Generous vacation/sick time (PTO). - Tuition reimbursement. - And more.