HopSkipDrive

Paralegal

$80–95k Remote Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Mid+ candidates.

The Brief

“Paralegal at HopSkipDrive. Skills: Contract management, Litigation support, Legal operations. Manage contract review queue. Draft standard agreements”

Industry & Context.

Problems you'll solve

Build workflows

What They're Looking For.

Must Have

4–6 years paralegal experience, Draft, review, redline contracts, Experience with Ironclad CLM, Manage legal intake systems, Execute litigation holds, Manage discovery coordination, Oversee court filing timelines, Regulated industry background

Nice to Have

AI drafting assistance interest, AI research automation interest

What You'll Do.

Manage contract review queue

Draft standard agreements

Redline standard agreements

Maintain contract repository

Update template library

Flag contract renewals

Flag non-standard terms

Flag counterparty obligations

Triage incoming legal requests

Monitor contractual SLAs

Coordinate document preservation

Oversee litigation hold requests

Track custodian compliance

Manage deadline calendaring

Manage garnishment compliance

Manage external request compliance

Utilize generative AI tools

Accelerate legal research

Optimize team workflow

How You'll Work.

Team & Collaboration

Embedded partner to business; Support the business

Full Job Description

At HopSkipDrive, our mission is to create opportunity for all through mobility. We're the leader in safe, fast, and simple supplemental student transportation through our marketplace, we connect kids to highly-vetted caregivers on wheels. Through our software, we solve the biggest transportation challenges facing schools and school districts across the country. Founded by three moms as a solution to their own transportation challenges, we've now facilitated more than five million rides across over over 20 states. We continue to grow rapidly — earning a spot on the Inc. 5000 list numerous times and the Deloitte 500 Fast-Growing Technology list. HopSkipDrive is a Series D company and has raised $100M to date. How we work We're an AI-forward company, and we expect every person on our team to be too. We use AI tools to do our best work — drafting, analyzing, building, and shipping faster than we could without them — and we invest in training, share what works, and govern AI use thoughtfully. We don't expect you to be an expert when you start. We do expect you to be curious, willing to learn, and ready to use the best tools available to move our mission forward. We're remote-first, mission-driven, and built for people who want to do work that matters with people who hold a high bar. Who We Are Our lean Legal & Compliance team takes pride in operating as a high-trust, directly embedded partner to the business. We are a broad-scope, fast-moving team dedicated to building scalable tracking systems, protecting the company, and accelerating operations through the deliberate use of AI-forward legal tools. We do, and you will, support the business through the following responsibilities: Contract Queue Management: Manage the contract review queue end-to-end, including first drafts, redline cycles, counterparty coordination, and signature tracking. Agreement Drafting: Draft and redline standard agreements, including NDAs, vendor contracts, SOW amendments, and service contracts. R

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