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AI & Systems Administration Specialist/LAW

  • Source: LinkedIn
  • Winston Staffing
  • $85,000 to $100,000 /yr
  • On-site
  • New York City
  • Full-Time
  • Senior

Job Description

Identifying high-value use cases, building AI-assisted workflows and prompt libraries, training attorneys and staff, and managing AI tool selection, administer core Firm systems: Active Directory/Microsoft 365 administration, patching, backups, and basic security operations. This is a hands-on, builder role — not a strategy-only position — -facing AI innovation and back-office systems– MUST HAVE LAW firm experience

  1. AI Tool & Workflow Development

• Design, build, and maintain AI-assisted workflows for recurring transactional tasks (e.g., first-pass lease and PSA review, loan document comparison, title/survey exception summarization, closing checklist generation, diligence memo drafting).

• Design, build, and maintain AI-assisted workflows for litigation tasks (e.g., deposition and document review support, chronology and timeline building, legal research synthesis, motion and brief drafting

assistance, e-discovery workflows).

• Develop, test, and version-control a firm prompt library and reusable templates, tailored to NY real estate and litigation practice, that produce reliable, attorney-usable output.

• Integrate AI tools with existing practice systems (document management, DMS/iManage or equivalent, billing/time entry, contract lifecycle tools) where appropriate.

  1. AI Enablement & Training

• Train attorneys, paralegals, and staff — across both practice groups — on effective prompt construction, tool capabilities and limits, and practical use cases specific to their work.

• Act as first-line resource for attorneys experimenting with AI on a matter, including advising on when a use case is appropriate to attempt versus better left to traditional methods.

  1. AI Governance, Ethics & Risk

• Confidentiality and privilege: ensure AI tools and workflows are configured and used in a manner consistent with client confidentiality obligations, joint-defense/common-interest considerations, and protection of privileged and work-product material (no client data enters non-vetted/consumer-grade tools).

• Professional responsibility: stay current on evolving guidance applicable to AI use by NY attorneys -.

• Accuracy controls: implement verification protocols to guard against hallucinated citations, misstated facts,

or unsupported numerical outputs before any AI-assisted work product reaches a client or a filing.

• Data governance: work with IT/security to vet new AI tools for data handling, retention, training-oncustomer-data practices, and vendor contract terms (including indemnification and IP ownership of outputs).

  1. AI Tool & Vendor Evaluation

• Evaluate legal-AI vendors and platforms (e.g., contract analysis, litigation support, legal research, drafting assistants) via pilots and structured comparison against cost, accuracy, security posture, and integration effort.

• Maintain relationships with existing AI/legal-tech vendors and negotiate scope of pilots with Firm procurement.

  1. AI Measurement & Reporting.

  2. Systems Administration

• Administer Active Directory / Azure AD (or equivalent) user accounts, groups, and permissions; manage

Microsoft 365 tenant administration (Exchange Online, Teams, SharePoint, OneDrive, Intune device

management).

• Manage the Firm’s Citrix environment (published apps/desktops, session hosts) to support secure remote and hybrid access to firm systems.

Skills

  • active-directory
  • microsoft-active-directory
  • azure-active-directory
  • microsoft-azure
  • microsoft-exchange-online
  • microsoft-teams
  • microsoft-sharepoint
  • onedrive
  • microsoft-onedrive
  • microsoft-intune

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