Paralegal (Part-Time Contractor)

About the Role

We are seeking a highly organized, proactive, and self-directed Contractor Paralegal to serve as the operational backbone of our legal function. Working directly with our General Counsel (GC), you will play a pivotal role in streamlining contract workflows, managing compliance, and optimizing legal intake. This is a 2-month, part-time contract ideal for an experienced paralegal seeking high autonomy, direct visibility to executive leadership, and flexible working hours.

Location: Remote (Eastern Time Zone Only)
Job Type: Part-Time (15-20 hours/week), 2-Month Contract
Hourly Rate: $45-$55/hr
Target Start Date: ASAP

Responsibilities

• Contract Management & Redlining: Independently redline and manage routine NDAs, vendor agreements, and Statement of Work (SOW) documents using company templates and playbooks. Maintain a strict response time goal (average contract turnaround of 2 business days or less).
• Intake & System Audit: Stand up and manage a centralized legal request intake process to track, categorize, and assign incoming business requests. Build and maintain an accurate NDA tracker, auditing our contract management system to ensure zero stale records.
• Compliance & Corporate Governance: Own the compliance calendar end-to-end—ensuring 100% on-time execution for filings, license renewals, and policy reviews.
• Process Improvement & Handoff: Identify and implement at least one process improvement (template, checklist, or tracker) to optimize repeatable tasks. Ensure all trackers and logs are left in a pristine, fully documented state for a seamless handoff at the end of the engagement.

Key Performance Outcomes & Milestones

• Week 1–2: Onboard on templates/playbooks, build and populate the NDA tracker, set up the legal intake log, and begin independently redlining routine agreements.
• Month 1: Take full ownership of the compliance calendar with zero missed deadlines. Maintain a 24-hour log rate for incoming requests and standard 2-day turnaround on routine contracts.
• Month 2: Complete process improvement deliverables and transition all trackers/documentation into a clean state for seamless GC handoff.

Requirements

• Education: Associate’s Degree required.
• Experience: At least 3+ years of experience supporting a corporate legal department.
• Contract Skills: Proven experience with legal drafting, redlining, and contract lifecycle management.
• Core Competencies: Strong self-direction, high discretion when handling confidential matters, exceptional precision under deadline pressure, and proactive communication.
• Availability: Able to commit to a 2-month part-time contract working in or aligned with EST hours.

Nice-to-Haves

• Bachelor’s degree or formal Paralegal Certification.
• Direct experience supporting a General Counsel.
• Prior experience in the Healthcare Tech or SaaS sectors.
• Familiarity with standard CLM tools (e.g., Ironclad, DocuSign CLM, or similar).

Benefits

• Remote First
• Paid Time Off/11 Paid Holidays/Year-End Holiday Break
• Health, Dental, Vision, HSA/FSA, 401K with Company Match
• Disability & Life Insurance
• Employee Assistance Program
• Paid Parental Leave

Why Join Us?

• High Autonomy & Flexibility: Enjoy remote work with flexible part-time hours designed to suit someone balancing other clients or commitments.
• Direct Impact: Work directly alongside the General Counsel with real ownership over processes rather than being buried in a large legal ops hierarchy.
• Growth Potential: Potential for expanded scope or ongoing opportunities based on performance and business needs.

About Raintree Systems

Raintree is the preeminent provider of electronic health records (EHR) and revenue cycle management (RCM) software for the therapy and rehabilitation industry. Founded in 1983 and headquartered in Chandler, AZ, Raintree serves enterprise and mid-sized organizations across physical therapy, occupational therapy, speech-language pathology, and ABA specialties. Our award-winning, all-in-one platform empowers therapy professionals to deliver superior patient care through innovative clinical documentation, automated billing, and actionable business intelligence. With over 2,500 implementations and a commitment to "Software-as-a-Relationship," we are a mission-driven team dedicated to transforming healthcare technology and improving outcomes for everyone.

Our Core Values

• We put our Clients First
• We are Open and Honest
• We are Disciplined, Yet Flexible
• We love to Solve Problems
• We are Committed to Greatness
• We are a High Performance Team