Head of Design

Summary

Join Fieldguide, a fast-growing Series B SaaS startup, as their transformative Head of Design. Lead and mentor a growing design team, driving design strategy across multiple product areas, including core audit experiences and AI-driven insights. Shape the design culture and brand, collaborating closely with Product, Engineering, and Executive Leadership. This role requires 10+ years in Product Design with 3+ years of design leadership experience and a strong portfolio demonstrating expertise in enterprise B2B SaaS design. You will be a key voice in executive discussions, advocating for user insights and design-led product development. Fieldguide offers competitive compensation, unlimited PTO, 401k, wellness benefits, technology and work-from-home reimbursement, and flexible work schedules.

Requirements

• 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

Responsibilities

• 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

Preferred Qualifications

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

Benefits

• Competitive compensation packages with meaningful ownership
• Unlimited PTO
• 401k
• Wellness benefits, including a bundle of free therapy sessions
• Technology & Work from Home reimbursement
• Flexible work schedules