Principal Data Engineer

Location: Remote - US, Canada and Poland

Description

At Ledgebrook, we are building an Excess & Surplus (E&S) lines insurance company that combines deep underwriting and pricing expertise with a modern tech platform fit for the future of insurance– truly a best of both worlds approach. Our speed and service underpin every decision we make, and our rapidly growing team is a testament to our value proposition resonating with the market. You bring the passion and entrepreneurial spirit, and we’ll provide the opportunity to unleash the very best of your talents and skills. Apply now to advance your career at Ledgebrook.

About the Role

We're seeking a Staff Data and Analytics Engineer who operates at the intersection of deep technical craft and organizational leverage. You'll set the technical direction for our data platform, raise the bar for how we build, and make everyone around you more effective.

You'll own the architecture, establish the standards others build on, and drive outcomes that span engineering, actuarial, finance, and product. When something is broken or missing, you're the one who identifies it, proposes the solution, and sees it through.

You'll work in a modern data stack with python, Airflow, dbt, Terraform, and Snowflake. Your decisions will shape how we scale underwriting intelligence, pricing models, and operational infrastructure for years.

What You’ll Do:

• Architect the Data Platform – Own the end-to-end design of our data infrastructure. Make the foundational calls on pipeline architecture, data modeling patterns, and platform evolution across Snowflake, dbt, Airflow, and Terraform.
• Define Engineering Standards – Establish and enforce practices around data quality, testing, observability, and deployment that the rest of the team builds on. Your patterns become the defaults.
• Enable Data-Driven Decisions at Scale – Design semantic layers and data models complex enough to support underwriting, finance, and executive strategy. Simple enough that analysts can use them without hand-holding.
• Drive Data Governance – Own the governance posture: data contracts, SLAs, lineage, and documentation. Make trusted data a property of the system, not a manual effort.
• Shape the ML and AI Foundation – Partner with data science and engineering leadership to ensure the platform supports advanced analytics, ML pipelines, and AI initiatives.
• Elevate the Team – Mentor engineers, conduct rigorous code and design reviews, and actively close skill gaps. Your leverage is measured in part by how much better the people around you get.
• Partner at the Leadership Level – Engage directly with actuarial, underwriting, finance, and product leaders to translate business complexity into technical roadmap. You're a peer to stakeholders, not a ticket-taker.

About you

We love working with people who are eager to learn constantly and genuinely excited about the chaotic, rewarding process of building a company from the ground up.

You’ll be a great fit if you bring:

• Low Ego, High Impact. You care more about getting it right than being right, and you have the credibility to back it up.
• Strong Opinions, Weakly Held. You bring a clear point of view and defend it with evidence, but you update fast when the data changes.
• Builder Mentality. You'd rather ship the solution than write a deck about it. You're still writing code.
• Multiplier, Not Just Contributor. You measure your success by what the team ships, not just what you built yourself.
• Team First. You want to win, but only if we win together.

Requirements

Must Haves:

• 10+ years of experience in data engineering or analytics engineering
• Expert-level command of Python and SQL, with a history of production systems that others maintain and build on.
• Deep hands-on experience with Airflow, dbt, Terraform, and Snowflake (or equivalents) in production environments.
• Demonstrated ability to own platform architecture decisions end-to-end: design, tradeoffs, delivery, and iteration.
• Track record of driving cross-functional alignment on technical direction without relying on positional authority.
• Experience building and enforcing data quality, observability, and governance frameworks at scale.
• Comfort operating in high-ambiguity environments where you define the path, not just walk it.

Nice to Have

• Experience in insurance, fintech, or other regulated domains.
• Familiarity with Power BI, Tableau, Looker, or other BI tools.
• Experience designing for compliance and data governance requirements (SOC 2, CCPA, etc.).
• Prior experience building data infrastructure at a high-growth startup for growth stage.

Tech Stack:

• Languages: Python, SQL
• Data Stack: Snowflake, dbt, Apache Airflow (AWS MWAA)
• Cloud Infrastructure: AWS, Terraform
• Tools: GitHub, Jira, Confluence, Slack

For Candidates Applying From The U.S.:

Please note: This position is open only to candidates who are authorized to work in the United States without the need for current or future employer-sponsored work authorization. We are unable to offer sponsorship at this time.

For Candidates Applying From Poland:

Please note: This position is open only to candidates who are authorized to work in Poland without the need for current or future employer-sponsored work authorization. We are unable to offer sponsorship at this time.

For Candidates Applying From Canada:

Please note: This position is open only to candidates who are authorized to work in Canada without the need for current or future employer-sponsored work authorization. We are unable to offer sponsorship at this time.

Ledgebrook may use Artificial Intelligence (“AI”) as part of the job application process, including to assist us in evaluating your application. AI is used as a support tool, and hiring decisions are made by human recruiters. By submitting your information, you acknowledge that the company may use AI tools as part of our evaluation. If you need a reasonable accommodation or alternative review process because of a disability or other legally protected basis, contact hiring@ledgebrook.com. Requesting an accommodation will not negatively affect your application.

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

Compensation

• Base Salary Range $180,000-$220,000 This is a good-faith compensation range based on what Ledgebrook reasonably expects to pay for this position at the time of this posting. Actual compensation may vary based on a variety of relevant factors including experience, qualifications, geographic location and other relevant factors. 
• Employees in this position are eligible to participate in Ledgebrook’s equity incentive program.