Job Overview
Location
San Francisco, CA
Job Type
Full-time
Category
Management
Date Posted
April 7, 2026
Full Job Description
đź“‹ Description
- • The Head of Deployed Intelligence is responsible for turning agents into real operating leverage inside CPA firms, beginning with Risk Advisory and Financial Audit, by leading structured agent pilots, designing custom agents, and embedding AI-native workflows into live engagements to transform how audit and advisory work gets done.
- • Day to day, the role involves leading high-impact agent pilots in strategic accounts, designing and delivering custom agents aligned to firm methodologies, redesigning workflows for active agent participation, driving firm-level adoption through change management and enablement, building scalable playbooks and frameworks, and hiring and leading a team of Advisory and Audit Engineers who operationalize agents inside client engagements.
- • Fieldguide is a remote-first, values-driven startup based in San Francisco, backed by top-tier investors including Goldman Sachs Alternatives, Bessemer Venture Partners, and Y Combinator, dedicated to automating assurance and audit work in cybersecurity, privacy, and financial audit to build trust in global commerce through inclusive, humble, and supportive team culture.
- • In this role, you will have the opportunity to define and scale a new function — Advisory and Audit Engineering — shape the future of AI-native professional services, build repeatable frameworks for agent deployment, and directly impact how CPA firms deliver audit and advisory work while growing your expertise in AI-enabled transformation, change management, and product-field alignment.
🎯 Requirements
- • 10+ years of experience across product, consulting, operations, or professional services with exposure to technology-driven transformation
- • Experience working on AI-enabled products, workflow automation, or data-driven platforms
- • Strong ability to analyze complex business processes and reimagine how they should work in a modern, AI-native environment
- • Experience leading or contributing to change management initiatives, helping teams adopt new tools, processes, and ways of working
- • Excellent written and verbal communication skills with a track record of collaborating across product, engineering, design, and business stakeholders
- • Comfort operating in ambiguous, fast-moving environments where you help define both the product and the process as you go
🏖️ Benefits
- • Competitive compensation packages with meaningful ownership
- • Flexible PTO
- • 401k
- • Wellness benefits starting on your first day
- • Technology & Work from Home reimbursement
- • Flexible work schedules
Skills & Technologies
About Fieldguide Inc.
Fieldguide builds AI workflow automation software for advisory and assurance firms, combining generative AI, large language models and no-code orchestration to digitize risk assessments, evidence collection, report writing and continuous monitoring across SOC 2, PCI-DSS, HIPAA, HITRUST, ISO 27001 and other compliance frameworks. The cloud platform unifies client portals, project management, collaboration and analytics so CPA, cybersecurity and risk-consulting teams can reduce manual tasks, accelerate audits and scale advisory services while maintaining security and quality standards for mid-market to enterprise clients.
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