Legal Researcher (Remote)

Overview

This role supports legal research and operations across the organization’s US and Canadian regulatory, consumer protection, and product questions. Since launching in 2019, the organization has reached 5M+ customers, raised $240M+, scaled revenue 70X, and achieved profitability in 2024.

Working closely with Legal Counsel, you’ll research complex issues, produce clear recommendations, and help build systems and automations that improve legal decision-making and compliance.

Responsibilities

• Legal research and recommendations: Research regulatory, consumer protection, and product questions and turn findings into clear recommendations business leaders can act on.
• Escalations and regulatory inquiries: Own complex consumer escalations and regulatory inquiries by identifying root causes, potential legal issues, and scalable fixes; convert recurring issues into company-wide compliance training.
• Product and policy review: Support review of features, flows, and policies with Product, Engineering, and Operations; translate legal requirements into product and operational decisions.
• Entity compliance: Manage entity compliance across US and Canadian jurisdictions, spotting risks early and building systems that prevent lapses.
• Compliance audits: Lead audits across operations and monitor the highest-risk areas between them.
• IP enforcement: Monitor for infringements and support enforcement strategy, including drafting cease-and-desist letters.
• Legal automation: Identify repetitive legal work and replace it with AI, low-code, and automated workflows.
• Analysis delivery: Develop a point of view, explain reasoning clearly, incorporate feedback, and present recommendations to Legal and business leaders.

Requirements

• JD or LLM with a record of high academic performance.
• Strong legal research and writing skills, with the ability to turn complex analysis into clear, practical recommendations.
• Strong organization and project-management skills, with the ability to manage multiple matters and deadlines at once.
• Demonstrated interest in using AI and technology to improve legal work (e.g., tools, automation, or processes you built yourself).

Preferred Qualifications

• Experience working in a high-ownership, hands-on environment where research and legal operations are closely tied to business decisions.

Compensation & Benefits

• Starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future.
• In addition to base salary, compensation may include opportunities for equity grants.
• Comprehensive benefits package for regular employees, including:
  • Health, dental, and vision coverage
  • Paid time off
  • Paid parental leave
  • 401(K) plan with employer matching
  • Wellness benefits
  • Equity opportunities may also be part of the total rewards package
• Part-time, contract, or freelance roles may not be eligible for certain benefits.

Location

Remote work is supported for most roles. In-person or hybrid options may be available, with offices in Palo Alto, New York City, Chicago, and Toronto.

The organization is only able to hire:

• Full-time salaried employees who currently reside in AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV, NY, OR, TN, TX, UT, VA, or Ontario, Canada
• Full-time hourly employees who currently reside in AZ, FL, GA, NV, NY, NC, TN, TX, UT, or VA

Applications from candidates residing elsewhere cannot be accepted at this time.

Equal Employment Opportunity

The organization is an Equal Employment Opportunity employer and prohibits discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state, or federal laws.

Reasonable accommodations are available for individuals with disabilities in the job application process.