Paralegal - Legal Operations

VitalSource Technologies
•$81,000 - $99,500•Hybrid

About The Position

VitalSource® is hiring a Paralegal/Legal Operations Specialist to contribute to our Legal team located in Raleigh, NC. This is a hybrid role. This is a brand-new role for our Legal team. Because you will be the first person in this role, you will be building the legal operations function from the ground up at a company where contracts matter. You’ll own the full lifecycle: triaging incoming legal requests, administering contract management end to end, and setting the standard for how this team works. Some contracts you’ll handle directly; others you’ll prepare and route to specialists, but you’ll be the one ensuring nothing falls through and deadlines hold. You will have the opportunity to use AI to generate initial contract drafts, respond to counterparty redlines, and build the data that helps the legal team track what’s working. This is a role where your judgment matters: You’re not just processing requests, you’re deciding what needs escalation, what can move forward, and how to keep the legal function running at pace. This role reports directly to VitalSource’s General Counsel. VitalSource is a mission-driven company delivering affordable, impactful learning to anyone, anywhere.

Requirements

  • 4+ years as a paralegal or legal assistant
  • Demonstrated experience administering contract lifecycle processes (DocuSign or equivalent e-signature platforms).
  • Associate's or Bachelor's degree in Paralegal Studies, Legal Studies, or related field
  • Comfort with AI-assisted legal tools.

Nice To Haves

  • Experience with contract lifecycle management (CLM) software preferred (Ironclad, ContractPodAI, Conga or similar).
  • In-house corporate legal experience
  • ABA-approved Paralegal certificate
  • Familiarity with EdTech, SaaS, or technology adjacent industries.

Responsibilities

  • Triage and route incoming legal requests, applying judgment to assess urgency, complexity, and whether something needs escalation.
  • Manage the full contract lifecycle: intake, preparation, routing for review, DocuSign workflows, execution tracking, and post-signature filing.
  • Create and maintain accurate contract records in our contract management system, ensuring data integrity across all stages.
  • Monitor contract deadlines — expiration dates, renewals, and key milestones — and proactively alert stakeholders in advance.
  • Coordinate administrative tasks for outside counsel engagements: scheduling, document transmission, invoice tracking, and processing.
  • Generate initial drafts of routine contracts, templates, and NDAs using AI tools from approved playbooks; proofread and refine for legal review.
  • Prepare preliminary responses to counterparty redlines using AI, flagging deviations from standard terms and surfacing issues that need attorney judgment.
  • Support legal operations reporting by using AI tools to compile data on contract cycle times, request volume, and other KPIs.
  • Maintain legal department records across shared systems and ensure organized document management.
  • Support special projects and cross-functional initiatives as assigned.

Benefits

  • Medical
  • Vision
  • Dental
  • Life
  • Disability
  • Critical Illness
  • Accident
  • FSA
  • HSA
  • ID Protection
  • Pet Insurance
  • Legal Insurance
  • 401K match up to 5%
  • 12 weeks of paid parental leave
  • Tuition reimbursement program
  • 4 weeks’ vacation
  • 12 sick days
  • 11 company holidays
  • 3 personal days
  • flexible work schedules
  • remote capabilities
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