Senior AI Engineer, Fieldguide
$190-255k
+ Offers Equity
Software for assurance & advisory firms
Be an early applicant
Software for assurance & advisory firms
101-200 employees
Be an early applicant
$190-255k
+ Offers Equity
101-200 employees
Company mission
Fieldguide's mission is to increase trust in commerce and capital markets.
Role
Who you are
- You’re a strong software engineer who’s built your skills for an AI-native world. These principles resonate with you:
- Bias to building: You move fast and resolve uncertainty by shipping
- AI-native instincts: You treat LLMs, agents, and automation as core building blocks
- Strong product judgment: You decide what matters and why—not just how to implement it
- Learning velocity: You learn quickly from feedback and adjust based on data
- Grounded optimism: You improve what's broken today and push toward what's possible next
- End-to-end ownership: You understand production systems and own outcomes
- We care more about capability and trajectory than years on a resume, but most strong candidates have:
- 3–6+ years shipping production software in complex, real-world systems
- Strong command of TypeScript, Python, and Postgres
- Shipped LLM-powered features serving real production traffic
- Built retrieval pipelines and agent orchestration systems
- Implemented evaluation frameworks for model outputs and agent behavior
- Worked with vector databases, embedding models, and RAG architectures
- Hands-on experience with modern LLM APIs (OpenAI, Gemini, Anthropic) and agent frameworks
- Comfortable operating in ambiguity and taking responsibility for outcomes
What the job involves
- Fieldguide is building AI agents for the most complex audit and advisory workflows. As a Senior AI Engineer, you'll own meaningful product areas end-to-end—designing agentic architectures, building evaluation systems, and shipping agents that professionals trust with mission-critical work
- This role is for engineers who have shipped LLM-powered features in production and are ready to take the lead on complex systems while mentoring those around them
- Design and build agentic systems that automate complex audit workflows end-to-end
- Translate customer problems into concrete agent behaviors and orchestration logic
- Orchestrate LLMs, tools, retrieval, and business logic into reliable, production-grade agent experiences
- Own agents across their lifecycle: delivery, reliability, performance, and observability
- Use AI to accelerate design, build, test, and iteration cycles
- Prototype quickly, then harden systems for enterprise-grade reliability
- Build evaluation frameworks, feedback loops, and guardrails to improve agents over time
- Design prompts, retrieval pipelines, and orchestration logic that perform at scale
- Make clear trade-offs on what to build, cut, or skip based on customer value
- Partner with Product and Design to define capabilities that deliver real outcomes
- Stay close to customer workflows and optimize for highest-impact problems
- Identify capability gaps and unblock team progress proactively
- Raise the quality bar through code review, design feedback, and pairing
- Create reusable abstractions, patterns, and tooling that increase team velocity
- Share learnings across the team and establish engineering best practices
- Enterprise-grade reliability: Building systems professionals depend on
- Human-in-the-loop design: Knowing when to automate vs. when to surface decisions
- Nuanced evaluation: Audits require judgment, so feedback structures matter
- Explainability: Making AI outputs and reasoning transparent and trustworthy
- Complex domains: Navigating compliance and enterprise rigor while moving fast
- Shipping daily value: Delivering agent experiences customers use every day
Our take
Fieldguide offers a cloud-native collaboration and automation platform for accounting and advisory practices. The idea is to make workflow and collaboration more streamlined, and automate parts of it altogether, for teams working on cybersecurity, risk, and ESG audits.
Fieldguide has launched with a focus on three high-demand and high-growth areas of business. With cybersecurity and ESG in particular seeing increased corporate investment, thanks to the steep costs of error or regulatory non-compliance, demand for tech that can help manage this influx of auditing work is likely to grow fast. Indeed, Fieldguide received an impressive funding injection in 2024 that will help expand the kinds of audits its product applies to, as well as grow its team.
Fieldguide has already netted some key audit and advisory firms as clients, suggesting that the young company is onto something good. Internal productivity tools are booming across multiple industries, with automation also seeing a significant uptake for enterprise businesses. If Fieldguide can successfully manage its scale-up, it could become an important software player.
Kirsty
Company Specialist at Welcome to the Jungle
Insights
55% employee growth in 12 months
Company
Funding (last 2 of 5 rounds)
Feb 2026
$75m
SERIES C
Mar 2024
$30m
SERIES B
Total funding: $122.4m
Company benefits
- Health
- Dental
- PTO
Company HQ
Eureka Valley, San Francisco, CA
Leadership
Chris Szymansky
(Co-Founder & CTO)Previously co-founded live video streaming platform Vivo, before moving on to work in software development at Fireman Creative. Subsequently held various high level positions, including CTO at JazzHR, and VP of Engineering, Product, and Design at Atrium.
Jin Chang
(Co-Founder & CEO)Originally a Management Consultant at EY, before co-founding blockchain aggregation API company, Bitbutter. Moved on to serve as Chief of Staff at Atrium.
Salary benchmarks
We don't have enough data yet to provide salary benchmarks for this role.
Submit your salary to help other candidates with crowdsourced salary estimates.
Share this job
View 24 more jobs at Fieldguide