Remote AI Field Deployment Leader

Socotra, Inc.; Northern (KY); Hybrid; USD 200,000 - 250,000; Full time

Benefits offered by this job

Full remote flexibility

Unlimited PTO and paid sick leave

Comprehensive health benefits (medical

401(k) and company-paid life insurance

Job summary

Ledgebrook is seeking a Head of Forward Deployed Engineering to lead hands-on deployment, scaling, and adoption of production AI across our core units. You will embed with operational leaders, bridge field realities with platform architecture, and own high-autonomy teams focused on tangible adoption metrics rather than demos.

You’ll lead tooling, CI/CD integration, and hands-on training for engineers and business users, ensuring real-world impact across underwriting, finance, and other key

Qualifications

• 8+ years of production software engineering experience with recent hands-on work using modern agentic/LLM frameworks (e.g., Claude Code, LangGraph, CrewAI).
• Proven track record embedding with non-technical business teams to design, ship, and maintain software solutions in production.
• Solid CI/CD and DevOps fundamentals for evaluating, building, and optimizing delivery pipelines.
• Strong business analysis skills translating messy processes into well-scoped technical solutions.
• Demonstrated leadership leading small engineering teams in high-autonomy environments while remaining hands-on.
• Able to operate as the most technical person in a room of operational leaders and as business-literate among engineers.

Responsibilities

• Embed across core business units by scoping, prototyping, and shipping production-ready AI use cases with business leads.
• Build reusable tooling libraries, integration patterns, and retrieval architectures to accelerate prototype delivery.
• Lead a small, high-autonomy engineering team, dividing embedded work across departments while staying hands-on.
• Bridge field realities with platform architecture by feeding learnings into AI platform and tooling choices.
• Drive agentic coding best practices, defining quality standards, reviews, and CI/CD integration.
• Design and deliver actionable training and follow-up sessions for engineers and business users to drive adoption.
• Track adoption and business impact metrics per department and engineering team, avoiding vanity usage stats.

Skills

Agentic/LLM frameworks

Production software engineering

CI/CD & DevOps

Leadership & mentoring

Business literacy

Cross-functional collaboration

Job description

Ledgebrook is seeking a Head of Forward Deployed Engineering to lead hands-on deployment, scaling, and adoption of production AI across our core units. You will embed with operational leaders, bridge field realities with platform architecture, and own high-autonomy teams focused on tangible adoption metrics rather than demos.

You’ll lead tooling, CI/CD integration, and hands-on training for engineers and business users, ensuring real-world impact across underwriting, finance, and other key