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[Remote] Sr. Director - LEGAL Workforce Dev. (Legal Industry Req.) REMOTE

Remote, USA Full-time Posted 2026-06-21

Note: The job is a remote job and is open to candidates in USA. #twiceasnice Recruiting is seeking a Sr. Director of Training & Workforce Strategy to join their remote team in the legal staffing industry. This role will lead the development of workforce programs and training initiatives aimed at enhancing the efficiency of legal professionals serving small and midsize law firms.

Responsibilities

  • Own the strategy and roadmap for legal workforce development & training programs
  • Design and enhance learning cohorts across legal support functions
  • Identify law firm needs and translate insights into training initiatives
  • Review and approve curriculum developed by cohort leaders
  • Develop role playbooks, competency models, and AI-enabled workflows
  • Analyze law firm operations to identify capability gaps and opportunities
  • Drive continuous skill development across legal support teams
  • Evaluate emerging AI tools and integrate practical use cases into training
  • Partner with operations, sales, and account management teams
  • Conduct client discovery to identify challenges and market trends
  • Establish KPIs to measure training effectiveness and client impact
  • Attend level 10 weekly meetings to ensure alignment
  • Lead cross-functional initiatives that improve client value and retention

Skills

  • Deep operational knowledge of how law firms' function is required
  • Experience within legal operations, legal consulting, legal staffing, or legal technology is required
  • Experience with workforce strategy, training design, and/or customer discovery is required
  • Strong commercial understanding of client value, retention, & market demand is required
  • Experience utilizing AI tools to improve workflows and operational efficiency is required
  • Workforce strategy or training design: 1 year
  • Customer discovery: 1 year
  • AI workflow enhancement: 1 year

Benefits

  • Annual Bonus
  • Medical
  • Dental
  • Vision
  • PTO
  • 2 Retirement Plans (401K w/ Match & Cash Balance)
  • 401(k)
  • Dental insurance
  • Health insurance
  • Paid time off
  • Retirement plan
  • Vision insurance
  • ~5 trips per year (2-4 days each) for conferences, trade shows, client visits

Company Overview

  • #twiceasnice is a national direct-placement recruiting firm that builds every search from scratch, headhunts for every role, charges a 9.9 percent fee, and backs every placement with an 18-month guarantee. It was founded in 2017, and is headquartered in Boston, Massachusetts, USA, with a workforce of 51-200 employees. Its website is https://twonice.com/.
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