Full-Time Head of Design

About the RoleWe're seeking a transformative Head of Design to lead our design team and drive innovation in the future of audit and advisory software.

Why Fieldguide?

• Be the first design leader at a fast-growing, Series B SaaS startup.
• Drive new bets and bold design moves that will transform an entire industry.
• Shape the design culture and brand at a company that values design beyond aesthetics.
• Join a team building solutions for a legacy industry ripe for innovation, with a focus on Agentic AI and user-centric problem solving.

What You’ll Do

• Lead and mentor a growing design team, taking a player-coach approach
• Drive design strategy across multiple product areas, including core audit experiences, AI-driven insights, and emerging product lines
• Establish a design culture that prioritizes business impact, user research, and continuous innovation
• Collaborate closely with Product, Engineering, and Executive Leadership to align design vision with strategic goals
• Develop design systems and frameworks that enable rapid iteration and scalable solutions
• Balance user experience optimization with automation and effort reduction
• Guide user research, usability testing, and design iteration processes
• Act as a key voice in executive discussions, advocating for user insights and design-led product development

Who You Are

• 10+ years in Product Design, with 3+ years of design leadership experience
• Proven experience leading multidisciplinary design teams in a fast-paced, high-growth environment.
• Strong portfolio demonstrating expertise in product design, visual design, and design systems in enterprise B2B SaaS design, particularly in complex workflow-driven products.
• Experience collaborating with cross-functional teams including product, engineering, and marketing.
• Ability to blend strategic thinking with hands-on design execution
• Strong understanding of design thinking and user-centered design principles.
• Passion for leading and mentoring designers at all levels.
• Excellent communication and presentation skills.

Bonus Points

• Experience in vertical SaaS
• Expertise in designing for generative AI products
• Knowledge of accounting or audit-adjacent industries

What is the last date for applying to the job?

Which countries are accepted for this remote job?