Director – Data & AI Engineering

Job not on LinkedIn

🔥 0 minutes ago

🏄 California – Remote

🏄 California – Remote

💵 $200k - $250k / year

⏰ Full Time

🟠 Senior

🚰 Data Engineer

Apply Now

Find Similar Remote Jobs

Receive Emails For Remote Jobs

📊 Check your resume score for this job

Improve your chances of getting an interview by checking your resume score before you apply.

Upload Resume

Ledgebrook

WebsiteLinkedInAll Job Openings

51 - 200 employees

Founded 2021

💸 Finance

💳 Fintech

💰 Series B on 2024-09

Finance • Fintech • Insurance

Ledgebrook is a tech-enabled E&S managing general agent (MGA) that provides wholesale brokers with a fast and efficient quoting experience. With a focus on speed and technology-driven underwriting solutions, Ledgebrook utilizes advanced modeling and analytics to deliver quotes rapidly and enhance broker submissions. The company offers various insurance products, including general liability, professional liability, and excess casualty coverage, ensuring tailored solutions for specific client needs.

📋 Description

• Manage, mentor, and grow a 10-person data engineering team and a 3-person AI/ML team; own headcount planning and hiring across both • Set a unified roadmap where data infrastructure and AI/ML development reinforce each other • Build a culture of technical rigor, ownership, and delivery • Lead development of ML models using proprietary insurance data: risk scoring, pricing signals, anomaly detection, loss prediction • Own LLM integration strategy from prompt engineering and RAG pipelines to fine-tuning and agentic workflows • Drive AI automation across operations: underwriting intake, document processing, triage, internal tooling • Partner with the CTO on enterprise AI platform decisions: tooling, deployment infrastructure, model governance • Build the evaluation, monitoring, and feedback loops that turn experiments into production systems • Set architectural standards for pipelines, data modeling, and platform infrastructure • Own reliability, observability, and data quality across Snowflake, dbt, Airflow, and Terraform • Build semantic layers and data models that serve underwriting, pricing, finance, and executive reporting • Establish data governance, quality frameworks, and documentation standards that scale • Collaborate with actuaries, underwriters, engineers, and product leaders to translate business needs into AI and data solutions • Operate as a senior technical voice in planning, roadmap, and strategy discussions

🎯 Requirements

• Required 8+ years across data engineering, ML engineering, or AI/data science with meaningful depth in at least two of those • 3+ years managing technical teams, with experience leading both data and ML/AI practitioners • Hands-on fluency in Python and SQL; comfort reviewing production ML code and data pipelines • Experience building and deploying ML models against structured business data (pricing, risk, fraud, or equivalent) • Production experience with LLMs - RAG architectures, prompt design, agentic frameworks, or fine-tuning • Strong grounding in modern data stack tooling (Snowflake, dbt, Airflow, Terraform or equivalents) • History of taking AI/ML work from prototype to reliable production system • Experience in insurance, fintech, or other data-rich regulated domains (Nice to Have)

🏖️ Benefits

• Full remote flexibility and asynchronous work culture • Unlimited PTO and fully paid sick leave • Comprehensive health benefits, including medical, dental, and vision coverage, plus HSA and FSA options • Additional financial protection and retirement benefits, including a 401(k), company-paid life insurance, and disability coverage • A high degree of ownership, autonomy, and the opportunity to help build and shape a growing company • The chance to make a meaningful impact while working alongside an ambitious, high-performing team • Exposure to the challenges and opportunities of a fast-growing startup environment