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Paralegal, Legal Operations Analyst

Waymark

US - Remote Remote permanent

Posted: March 25, 2026

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Quick Summary

We're looking for a Paralegal, Legal Operations Analyst who is a strong team player with excellent communication skills, a background in law, and a passion for delivering high-quality results in a fast-paced environment.

Job Description

About Waymark

Waymark is a mission-driven team of healthcare providers, technologists, and builders working to transform care for people with Medicaid benefits. We partner with communities to deliver technology-enabled, human-centered support that helps patients stay healthy and thrive. We’re designing tools and systems that bring care directly to those who need it most—removing barriers and reimagining what’s possible in Medicaid healthcare delivery.

Our Values

At Waymark, our values are the foundation of how we work, grow, and support one another:

• Bold Builders: We tackle the toughest challenges in care delivery by harnessing the power of community and technology.

• Humble Learners: We seek feedback, embrace diverse perspectives, and welcome challenges to our assumptions.

• Experiment to Improve: We use data to inform decisions and continuously assess our performance.

• Focused Urgency: Our mission drives us to act swiftly and relentlessly in pursuit of meaningful results.

If this resonates with you, we invite you to bring your creativity, energy, and curiosity to Waymark.

About this role:

As a Paralegal at Waymark, you will play a vital role in helping Waymark navigate the intersection of law and healthcare technology, ensuring our operations are compliant and efficient, enabling Waymark to transform care to patients with Medicaid benefits. Reporting to the General Counsel, you will help scale our legal infrastructure, becoming a go-to resource for internal teams on routine legal matters and process improvements.

You will be critical in driving the success of the Legal and Compliance team, ready to roll up your sleeves to develop and manage legal processes, conduct legal research, maintain corporate records, and help manage outside counsel to execute on a range of critical tasks and projects. You will also collaborate closely with the partnerships, product, clinical and operations teams to help manage their legal needs, be comfortable identifying and solving problems, making continuous improvements to existing processes. Ultimately, your work ensures that our legal and compliance response remains as innovative and responsive as the care we provide to our communities.

Key Responsibilities:

• Own responsibility for Waymark’s corporate filings, monitor business licensing, patents, trademarks, and registrations; and maintain corporate records

• Maintain, organize and update legal and compliance related documents, templates, policies and procedures

• Operate and implement an agile legal intake process to manage legal requests that reduces friction for internal stakeholders

• Play a role in reviewing vendor contracts, and updating and maintaining contract management system

• Work cross-functionally with other departments to resolve issues and complete substantive tasks with moderate guidance.

• Conduct state and federal regulatory research to support our Medicaid business, develop processes to collect necessary paperwork to ensure compliance, assist with reporting and ad-hoc projects as assigned.

Minimum Qualifications:

• 3+ years of work experience as a paralegal or legal assistant at a law firm or in house legal department.

• Own and drive projects forward independently, demonstrating a strong “get things done” attitude and high attention to detail.

• Exceptional written and verbal communication skills, with a focus on delivering practical solutions.

• Ability to utilize legal technology tools (e.g., GC AI, Lexion (preferred), or other contract management system, Carta).

• Proven ability to manage multiple priorities and deadlines and thrive in a fast-paced environment.

• A strong value for teamwork and the ability to work effectively with diverse teams and perspectives.

• Proficient with healthcare regulatory laws.

Preferred Qualifications:

• Ability to work across a range of legal matters, transactional, regulatory, and compliance.

• Experience in a startup environment.

• Advanced proficiency in automating legal workflows.

Hourly Rate Range

US Employees in San Francisco/Bay Area, New York City - $38.80 - $44.00/hour

US Employees in Boston, Los Angeles, Seattle, Washington DC - $35.70 - $40.50/hour

US Employees in Arlington, Denver, San Diego, Sacramento - $34.10 - $38.70/hour

US Employees in Albany, Atlanta, Austin, Baltimore, Central/Southern, Charlotte, Chicago, Dallas/Fort Worth, Detroit, Houston, Las Vegas, Miami, Milwaukee, Philadelphia, Portland, Research Triangle, Salt Lake City, Twin Cities - $31.00 - $35.20/hour

US Employees in Baton Rouge, Birmingham, Charleston, Cincinnati, Cleveland, Daytona Beach, Indianapolis, Nashville, New Orleans, Omaha, Phoenix, Pittsburgh, St. Louis, Tampa - $30.10 - $34.15/hour

In addition to salary, we offer a comprehensive benefits package. Here’s what you can expect:

Stock Options: Opportunity to invest in the company’s growth.

Work-from-Home Stipend: A dedicated stipend for your first year to help set up your home office.

Medical, Vision, and Dental Coverage: Comprehensive plans to keep you and your family healthy.

Life Insurance: Basic life insurance to give you peace of mind.

Paid Time Off: 20 vacation days, accrued over the year, plus 11 paid holidays.

Parental Leave: 16 weeks of paid leave for birthing parents after six months of employment, and 8 weeks of bonding leave for non-birthing parents.

Retirement Savings: Access to a 401(k) plan with a company contribution, subject to a vesting schedule.

Commuter Benefits: Convenient options to support your commute needs.

Professional Development Stipend: A dedicated stipend supports professional development and growth.

Offer of employment is contingent upon successful completion of a background check.

Don’t check off every box in the requirements listed above? Please apply anyway! Studies have shown that some of us may be less likely to apply to jobs unless we meet every single qualification. Waymark is dedicated to building a supportive, equal opportunity, and accessible workplace that fosters a sense of belonging – so if you’re excited about this role but your past experience doesn’t align perfectly with every preferred qualification in the job description, we encourage you to still consider submitting an application. You may be just the right candidate for this role or another one of our openings!

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