Paralegal

Ledgebrook

2d•Remote

About The Position

Ledgebrook is an InsurTech MGA on a mission to bring Specialty insurance into the modern era. Positioned at the cutting edge of the next generation of InsurTech, Ledgebrook offers the best of both worlds: innovative world-class technology deployed by a leadership team armed with over 100 years of insurance expertise. Our long-term vision is to become a diversified full stack Specialty re/insurer competing with legacy carriers in product lines & markets across the globe. To get there, Ledgebrook builds its premium base by rolling out a new Specialty product every ~6 months until we prove enough traction to raise a balance sheet, become a full stack carrier and eventually compete in the reinsurance markets. Our initial product is a domestic primary and excess GL E&S policies sourced via wholesale brokers. At Ledgebrook, everything we do is driven by our culture: Care, Strive, Thrive Together. To succeed in modernizing the industry, we must first succeed in changing the way we do business. Talent density is our north star; fewer, better people working together as one. To that end we’ve replaced all individual incentives with generous equity packages. We play as a team, we win as a team. Everyone benefits handsomely from Ledgebrook’s success. Ledgebrook is a fully-remote US based company backed by top venture and family office investors including Brand Foundry, American Family Ventures, Duquesne Family Office, and Stephens Group. We’re a fully remote team prioritizing impact, ownership, and collaboration. We’re looking for a talented Paralegal to assist Ledgebrook’s Legal, Regulatory & Compliance function with the delivery of top notch legal, regulatory and compliance services across the organization . You’ll work cross-functionally with various units across Ledgebrook to enable smart and swift-decision making while always doing the right thing. The ideal candidate is a self-starter with a strong work ethic, good judgement, solid organizational skills, and desire to learn. This role will report to the Head of Insurance Compliance, with opportunities to help the further maturation and buildout of the Legal, Regulatory & Compliance function under the leadership of Ledgebrook’s General Counsel.

Requirements

Strong alignment with Ledgebrook’s culture and values.
Sound judgment and the ability to handle sensitive information with discretion.
Strong work ethic and a high level of personal accountability.
Willingness to learn and grow in a fast-paced, evolving environment.
Ability to take initiative and operate with ownership.
Highly organized with strong attention to detail.
Reliable, responsible, and responsive in managing deadlines and communication.
Clear and professional written and verbal communication skills.
Ability to prioritize effectively and balance urgency with accuracy.
Demonstrated attributes of attention to quality and self-discipline.
Must be authorized to work in the United States without the need for current or future employer-sponsored work authorization.

Nice To Haves

Prior exposure to the insurance industry.
Experience reviewing or drafting contracts, NDAs, or insurance policies.
Awareness of state insurance laws and regulatory requirements.
Familiarity with corporate governance matters, including preparing board meeting minutes and board packages.
Experience supporting legal operations in a high-growth or regulated environment.
Familiarity with the legal/regulatory/compliance regimes in jurisdictions outside the United States.

Responsibilities

Conduct legal research and analyze statutes, regulations, case law, and internal policy documentation.
Prepare, review, and file legal documents including pleadings, affidavits, regulatory filings, and other supporting materials.
Maintain organized legal files, contract repositories, and documentation databases to ensure audit-ready records.
Support litigation and discovery efforts, including document collection, review, and fact investigation.
Conduct initial information-gathering interviews and compile summaries for attorney review.
Coordinate legal correspondence, manage calendars, and schedule meetings with internal and external stakeholders.
Independently manage moderately complex to complex legal matters, escalating only highly sensitive issues as appropriate.
Partner cross-functionally with Underwriting, Operations, and Finance to ensure legal alignment and documentation accuracy.
Identify opportunities to improve legal workflows, documentation standards, and tracking processes.