Fieldguide

Head of Design

San Francisco, California, United States

$178,000 – $260,000Compensation
Expert & Leadership (9+ years)Experience Level
Full TimeJob Type
UnknownVisa
Fintech, SaaS, Audit, Assurance, Capital Markets, Cybersecurity, ESGIndustries

About Us

Fieldguide is establishing a new state of trust for global commerce and capital markets through automating and streamlining the work of assurance and audit practitioners specifically within cybersecurity, privacy, and ESG (Environmental, Social, Governance). Put simply, we build software for the people who enable trust between businesses.

We’re based in San Francisco, CA, but built as a remote-first company that enables you to do your best work from anywhere. We're backed by top investors including Bessemer Venture Partners, 8VC, Floodgate, Y Combinator, DNX Ventures, Global Founders Capital, Justin Kan, Elad Gil, and more.

We value diversity — in backgrounds and in experiences. We need people from all backgrounds and walks of life to help build the future of audit and advisory. Fieldguide’s team is inclusive, driven, humble and supportive. We are deliberate and self-reflective about the kind of team and culture that we are building, seeking teammates that are not only strong in their own aptitudes but care deeply about supporting each other's growth.

As an early stage start-up employee, you’ll have the opportunity to build out the future of business trust. We make audit practitioners’ lives easier by eliminating up to 50% of their work and giving them better work-life balance. If you share our values and enthusiasm for building a great culture and product, you will find a home at Fieldguide.

About the Role

We're seeking a transformative Head of Design to lead our design team and drive innovation in the future of audit and advisory software. As our first design leader, you'll play a crucial role in shaping the product experience for audit practitioners, focusing on creating solutions that dramatically reduce administrative effort and enhance operational efficiency. This is a unique opportunity to be a design thought leader and transform the way work is done in a legacy industry.

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

Salary

$178K - $260K

Employment Type

FullTime

Location Type

Remote

Skills

Design Leadership
Product Design
User Experience (UX)
User Interface (UI)
Design Strategy
Team Leadership
Innovation
Audit Software
Privacy Software
ESG Software

Fieldguide

AI platform for audit and advisory services

About Fieldguide

Fieldguide enhances audit and advisory processes for businesses using artificial intelligence through its main product, the AI Advisory & Audit Cloud. This platform is designed for large advisory and audit firms, helping them save time, improve profit margins, and increase client satisfaction while managing various regulatory frameworks. Fieldguide's subscription-based model offers features like engagement management and automated report generation, making it more efficient than traditional methods. The company's goal is to transform the audit and advisory landscape with a modern, AI-driven experience.

San Francisco, CaliforniaHeadquarters
2020Year Founded
$45.9MTotal Funding
SERIES_BCompany Stage
Consulting, Fintech, AI & Machine LearningIndustries
51-200Employees

Benefits

Unlimited Paid Time Off
401(k) Retirement Plan
Wellness Program
Home Office Stipend
Flexible Work Hours

Risks

Increased competition from other AI-driven audit platforms could erode market share.
Rapid AI technology development may lead to obsolescence if Fieldguide doesn't innovate.
Reliance on venture capital funding poses a risk if future rounds are unsuccessful.

Differentiation

Fieldguide offers the only end-to-end AI platform for audit and advisory services.
The platform supports multiple regulatory frameworks, enhancing its versatility for firms.
Fieldguide's AI Advisory & Audit Cloud improves efficiency and client satisfaction.

Upsides

Fieldguide's AI platform addresses the CPA talent shortage, increasing demand for its services.
The launch of Fieldguide Insights capitalizes on data-driven decision-making trends in CPA firms.
Strategic partnership with Allinial Global enhances market reach and credibility.

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