About Fieldguide

Fieldguide is redefining trust in global commerce by modernizing how cybersecurity, privacy, and financial audits are done. We build AI-powered software that empowers audit and advisory practitioners—automating and streamlining their work to deliver faster, higher-quality results.

We’re a remote-first company headquartered in San Francisco, CA, backed by top investors including Bessemer Venture Partners, 8VC, Y Combinator, Floodgate, Elad Gil, and more. Our team values diversity of backgrounds and experiences, and we’re deliberate about building an inclusive, humble, and high-performing culture.

About The Role

We’re hiring AI Engineers across multiple levels to help design, build, and scale our intelligent document understanding, reasoning, and agentic systems. Depending on your experience and interests, you may contribute as a mid-level engineer, take on leadership within a team, or drive technical strategy across teams and systems. The final level will be determined during the interview process based on scope and demonstrated experience.

You’ll collaborate with engineers, ML scientists, and product managers to ship features powered by the latest advancements in LLMs, retrieval-augmented generation (RAG), and classical ML. This is an opportunity to have outsized impact at a company with clear product-market fit and massive growth potential, taking on legacy audit and accounting tools that are decades old, widely disliked, and ripe for disruption.

What You’ll Do

Design, build, and deliver AI-powered features that drive customer and business impact
Develop and maintain ML and LLM-based systems powering Fieldguide’s core product experiences
Collaborate cross-functionally with engineers, PMs, and designers to turn complex problems into elegant, user-focused solutions
Balance iteration speed with long-term maintainability and system health
Continuously improve our AI stack, developer workflows, and evaluation practices
Contribute to a supportive, growth-oriented engineering culture based on trust, learning, and excellence

Core Competencies (All Levels)

Technical Craft

Strong software engineering fundamentals and experience shipping data-driven, ML, or agentic systems to production
Familiarity with modern AI/ML stacks such as Python, PyTorch, TensorFlow, Hugging Face, LangChain, as well as foundational LLM APIs such as Anthropic or OpenAI.
Writing maintainable, well-tested, and observable code for both experimentation and production environments
Sound judgment around tradeoffs, reliability, and performance

Impact & Execution

Ability to scope, prioritize, and deliver work that moves business outcomes
Comfortable working across the lifecycle of AI features—from prototyping and evaluation to deployment and monitoring
Clear and proactive communication around progress, risks, and decisions
Ownership mindset—following work through from ideation to production and iteration

Collaboration & Influence

Empathy for teammates and customers; contributes positively to team culture
Open to feedback and committed to continuous improvement
Works effectively across disciplines and functions to achieve shared goals
Communicates clearly about complex AI and ML concepts to nontechnical stakeholders

Culture & Growth

Embodies Fieldguide’s values: Fearless, Fast, Lovable, Owners, Win-win, Inclusive
Mentors and supports peers; contributes to hiring and onboarding processes
Curious and self-driven in learning new skills, technologies, and domains
Takes increasing ownership—from building models and infrastructure to shaping architecture and mentoring others—as you grow

Higher-Level Responsibilities

At The Senior Level, You May

Lead complex ML or AI systems, setting technical direction and ensuring long-term health
Collaborate with PMs and designers to shape roadmaps and define architectural tradeoffs
Serve as a domain expert within one or more technical areas (e.g., model evaluation, RAG architecture, or data systems)
Mentor other engineers and help raise the technical bar across the team

At The Staff Level, You May

Drive company-level technical initiatives and influence cross-team AI and ML architecture
Set and champion engineering standards for scalability, security, and performance in AI systems
Partner with engineering and product leadership to define long-term AI strategy
Serve as a trusted advisor to leaders across Engineering, Product, and Design
Represent Fieldguide externally through writing, speaking, and open-source contributions

Nice-to-Have Experience

Experience or familiarity with audit, assurance, or risk management domains
Working with RAG pipelines or multimodal document understanding
Building evaluation pipelines and ground-truth datasets for generative systems
Working with unstructured, domain-specific data (e.g., PDFs, images, spreadsheets)
Experience with data labeling, annotation tooling, or active learning
Shaping a new AI stack, product, or engineering org from the ground up
Applying information security and compliance principles (SOC 2, FedRAMP, PCI)

Benefits

Competitive compensation packages with meaningful equity ownership
Comprehensive health and wellness benefits, including free therapy sessions
Flexible PTO and work schedules
Technology & work-from-home reimbursements
401(k) plan
Twice-yearly in-person offsites across the U.S.

Our Values

Fearless — Inspire & break down seemingly impossible walls

Fast — Launch fast with excellence; iterate to perfection

Lovable — Deliver happiness & 11-star experiences

Owners — Execute & run the business with ownership

Win-win — Create mutual value & earn trust for life

Inclusive — Scale the best ideas with inclusive teams

Compensation Range: $170K - $300K

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