Senior Manager / Lead Educator - Tax & Accounting

Education at Work•Dedham, MA
•$50 - $65•Hybrid

About The Position

Education at Work (E@W), a national nonprofit focused on helping students gain work experience and develop critical skills, is seeking a Senior Manager / Lead Educator for its Tax Specialist Training & Support program with Intuit TurboTax. The role provides strategic, pedagogical, and operational leadership for a multi-site work-based learning program that trains college students as IRS- and Intuit TurboTax-certified Tax Specialists. The position is based in Dedham, Massachusetts, with site presence and flexible work-from-home options, and compensation of $50–$65 per hour depending on experience and availability to work evenings and weekends. The successful candidate will adapt partner-provided onboarding modules into student-centered curricula, lead training using Intuit’s online Tax Academy, and help implement a partner-developed durable-skills curriculum and train-the-trainer model. The role supports instructional delivery across in-person and digital environments, provides leadership and calibration across sites in Massachusetts, Arizona, and New Mexico, and mentors college interns. The position focuses on translating tax theory into workplace practice and strengthening students’ career readiness and workforce skills.

Requirements

  • Master’s degree in Accounting, Taxation, Finance, Higher Education Administration, Counseling, Education Administration, or a related field.
  • At least 1–2 years of experience leading teams, managing performance, or supervising frontline staff, or teaching Tax or Accounting courses at the post-secondary level.
  • Experience adapting partner-provided onboarding content into student-friendly curricula, designing training materials, and implementing a train-the-trainer model across online and in-person formats.
  • Ability to translate tax theory into practical customer support scenarios, facilitate debriefs and calibration sessions, and turn operational escalations into teachable case studies.
  • Prior post-secondary instruction, collegiate lecturing, adjunct teaching, or academic advising/mentorship experience, with commitment to undergraduate student development and retention.
  • Passion for work-based learning, experiential education, and closing equity gaps for working college students.
  • Exceptional interpersonal and verbal communication skills, empathetic leadership, adaptability, and high-impact problem-solving abilities.

Nice To Haves

  • Experience in a contact center, collegiate student affairs, or shared services environment.
  • Tax and accounting subject-matter experience.

Responsibilities

  • Design training materials using required Intuit/TurboTax content for student interns.
  • Lead structured debriefs, office hours, and calibration sessions that connect higher-education tax theory with practical customer scenarios.
  • Facilitate hands-on skill development and turn operational escalations into experiential learning opportunities and teachable case studies.
  • Share best practices with WBL Supervisors and adjust training materials and protocols to improve student satisfaction and meet delivery partners’ customer service requirements.
  • Work with the Data and Reporting team to monitor systems tracking student learning milestones and technical competencies.
  • Suggest improvements to data collection to identify student satisfaction or performance issues early.
  • Provide senior mentorship, instructional leadership, guidance, calibration, and strategic direction to peers across sites in Massachusetts, Arizona, and New Mexico.
  • Support students working remotely with Intuit delivery partners, manage relationships with supervisors, and help students receive and act on feedback.
  • Manage scheduling adherence and attendance with empathy while reinforcing workplace accountability.
  • Recognize and celebrate student achievements and exceptional performance in alignment with Education at Work values.
  • Conduct regular one-on-one developmental touchpoints focused on career readiness, performance as a Tax Specialist, and time management.
  • Help students develop a growth mindset and address challenging scenarios with resilience and tenacity.
  • Develop students’ critical thinking, conflict de-escalation, emotional intelligence, and business communication skills.
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