Jobs · Education

Legal Technology Trainer

Briefly · Boston, MA · 1 mo ago
RemoteRemoteEducationFull-time

Description

Train and facilitate live virtual training sessions, webinars, and small-group workshops for attorneys and legal staff across multiple firms. Deliver engaging, role-based training on enterprise legal software platforms and productivity tools, ensuring content is relevant to attorneys' day-to-day workflows. Adapt delivery style and content complexity to varied audiences, from tech-savvy associates to senior partners with varying levels of software proficiency. Serve as a responsive training resource for individual and group questions, providing guidance on best practices and platform-specific workflows.

Training Content Development

Design and develop a comprehensive library of training materials including step-by-step user guides, reference cards, job aids, and policy-aligned documentation. Produce professional-quality instructional videos and on-demand eLearning content that attorneys and staff can access asynchronously. Build and maintain modular training curricula that can be scaled across the multi-firm environment as the organization grows toward 1,500 attorneys. Collaborate with the Director, User Experience and other stakeholders to ensure training content reflects current platform versions, firm-specific configurations, and evolving best practices. Continuously assess and refresh existing training materials to reflect software updates, new feature rollouts, and user feedback.

Needs Assessment & Program Strategy

Conduct training needs assessments to identify skill gaps, adoption barriers, and opportunities for targeted learning interventions. Partner with IT, practice group leaders, and firm administrators to understand operational workflows and align training programs accordingly. Track training participation, completion, and effectiveness metrics; report insights to the Director, User Experience and recommend improvements. Support the onboarding of lateral hires and new attorneys with structured software orientation programs.

Stakeholder Collaboration

Work closely with firm leadership, practice group coordinators, and department heads to anticipate training needs driven by firm growth and new software deployments. Serve as a liaison between end users and the IT team, surfacing usability challenges and user feedback to inform platform configurations and support strategies. Maintain strong relationships across a geographically dispersed, remote-first organization, demonstrating the ability to build trust and credibility without in-person interaction.

Requirements

  • Minimum of 5 years of professional experience within the legal industry, with direct exposure to the operational and technological needs of attorneys in a law firm environment.
  • Prior experience in a BigLaw or global law firm setting is required; familiarity with multi-office or multi-firm environments is strongly preferred.
  • Demonstrated understanding of legal workflows, attorney work habits, and the unique demands of a high-performance legal practice environment.
  • Hands-on, practical experience with the following platforms and tool categories:
    • Microsoft 365 / Office Suite
    • iManage
    • Aderant, Clio, Intapp
    • Litera
    • Docketing Platforms
    • Legal Research Platforms
    • AI Tools, such as Claude, CoPilot, Harvey and other tools currently used in the legal industry

Training Design & Delivery

  • Proven experience designing and facilitating virtual training sessions, live webinars, and on-demand instructional video content for a professional audience.
  • Strong writing skills with experience developing polished user guides, training manuals, quick reference cards, and other instructional documentation.
  • Familiarity with eLearning authoring tools (e.g., Articulate 360, Camtasia, Adobe Captivate, or equivalent) and video production workflows.
  • Ability to translate complex technical functionality into clear, attorney-friendly language without unnecessary jargon.

Professional Competencies

  • Self-directed and highly organized, with the ability to manage multiple priorities and deadlines in a fully remote work environment.
  • Excellent interpersonal and communication skills; comfortable presenting to and engaging with attorneys and senior stakeholders.
  • Strong attention to detail and commitment to delivering training materials of the highest professional quality.
  • Collaborative team player who can work cross-functionally with IT colleagues, practice group leadership, and firm administrators.

Work Environment & Logistics

This is a full-time, exempt, remote-first position open to US-based candidates. The expectation is that the selected individual will be fully effective in a distributed, virtual work environment — collaborating with colleagues, attorney users, and leadership across time zones primarily through video conferencing, messaging platforms, and asynchronous communication tools. Travel is minimal and is not a regular expectation of this role. Occasional travel may arise for firm-wide events, strategic planning sessions, or specific onboarding engagements, but such instances are expected to be rare.

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