Paralegal

Ledgebrook

5h • Remote

About The Position

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.
• A strong sense of ownership and accountability for your work.
• Intellectual curiosity and a proactive approach to solving problems before they escalate.
• A desire to continuously improve systems, processes, and documentation standards.
• Comfort operating with autonomy while knowing when to escalate appropriately.
• The ability to balance precision and urgency in a fast-paced environment.
• A collaborative mindset and commitment to building strong cross-functional relationships.
• A moral compass to “do the right thing, period,” with zero tolerance for toxic behaviors.

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.

Benefits

• Competitive salary and meaningful equity ownership
• Health Insurance 100% employer-paid option available (US only)
• Additional benefits available include 401k plan, dental, vision & other options (US only)
• Remote work, flexible hours
• Unlimited time off policy
• Ownership, autonomy, purpose

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed