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Sr. Director - LEGAL Workforce Training/Strategy (Legal Industry Exp. Req, $165K-$185K) REMOTE

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Posted Jun 27, 2026

Remote · US Full Time
$165K – $185K/yr

Overview

A remote opportunity is available for a Senior Director of Training & Workforce Strategy with experience in the legal industry. This full-time role requires working Eastern Standard Time hours (Monday to Friday, 9:00 am – 5:30 pm EST) and offers a salary range of $165,000 to $185,000 plus an annual bonus and benefits. The position involves leading workforce development programs, training cohorts, and AI-enabled workflow initiatives to support legal professionals serving small and midsize law firms.

Responsibilities

  • Develop and own the strategy and roadmap for legal workforce development and training programs
  • Design and enhance learning cohorts across various legal support functions
  • Identify law firm needs and translate insights into effective training initiatives
  • Review and approve curriculum created by cohort leaders
  • Create role playbooks, competency models, and AI-enabled workflows
  • Analyze law firm operations to identify capability gaps and opportunities for improvement
  • Drive continuous skill development across legal support teams
  • Evaluate emerging AI tools and integrate practical use cases into training programs
  • Collaborate with operations, sales, and account management teams
  • Conduct client discovery to identify challenges and market trends
  • Establish key performance indicators (KPIs) to measure training effectiveness and client impact
  • Participate in weekly alignment meetings
  • Lead cross-functional initiatives aimed at improving client value and retention

Requirements

  • Deep operational knowledge of law firm functions
  • Experience in legal operations, legal consulting, legal staffing, or legal technology
  • Proven experience in workforce strategy, training design, and customer discovery
  • Strong commercial understanding of client value, retention, and market demand
  • Experience utilizing AI tools to enhance workflows and operational efficiency

Compensation & Benefits

  • Salary: $165,000 - $185,000 annually
  • Annual bonus
  • Medical, dental, and vision insurance
  • Paid time off (PTO)
  • Two retirement plans: 401(k) with match and cash balance plan

Additional Information

  • Location: Remote within the United States (must work EST hours)
  • Travel: Approximately 5 trips per year (2-4 days each) for conferences, trade shows, and client visits
  • Start Date: As soon as possible
  • Sponsorship: Not available