Senior Manager / Lead Educator - Tax & Accounting

Senior Manager / Lead Educator – Tax & Accounting

Organization: Education at Work (E@W)

Position: Senior Manager / Lead Educator – Tax & Accounting

Program: Tax Specialist Training & Support - Intuit TurboTax

Employment Type: Part-Time or Full-Time Leadership Role / Hybrid (Dedham, MA site presence with flexible WFH options)

Location: Dedham, MA

About Education at Work

Education at Work (E@W) is a national non-profit organization dedicated to helping students gain valuable work experience and develop critical skills. We partner with cities, states, workforce agencies, higher education institutions and forward-thinking companies to provide work-based learning (WBL) experiences to secondary and post-secondary students, ensuring a smoother transition from ninth grade to a good first job.

Position Summary

Education at Work (E@W) is seeking a strategic leader, master educator, and tax expert to serve as Senior Manager / Lead Educator for our high-impact work-based learning program training students as Tax Specialists, certified by the IRS and Intuit TurboTax. Positioned at the intersection of higher education and industry performance, this role offers competitive compensation ($50–$65/hr) for an experienced executive or senior academic leader eager to shape the next generation of accounting and finance talent in the Greater Boston market.

In this key leadership role, you will serve as the primary pedagogical and operational lead across a multi-site implementation, you will translate partner-provided onboarding modules into a dynamic, student-centered curriculum. You will lead the training and delivery of students as “Tax Specialists” leveraging Intuit’s online Tax Academy. You will also integrate durable skill training that is being developed by a partner and ensure the "Train the Trainer" model to empower is executed with fidelity. You will also drive high-impact instructional strategies across in-person and digital learning environments, and mentor high-potential college interns. By converting complex tax theory into workplace mastery, you will accelerate career readiness and workforce skills for college students grappling with the realities of AI in their careers.

Key Responsibilities

Applied Learning & Subject Matter Coaching:.

• Design training materials using required content from Intuit/TurboTax for delivery to student interns. Lead structured debriefs, office hours, and calibration sessions that bridge higher-education tax theory with practical customer scenarios.
• Facilitate hands-on skill development, transforming operational escalations into experiential learning opportunities and teachable case studies. Share best practices with fellow WBL Supervisors and adjust training materials and protocols as needed to improve student satisfaction and that meets customer service requirements of our delivery partners.
• Work with the Data and Reporting team to monitor the systems that track individual learning milestones and technical competencies, ensuring students develop fluency in Intuit software and real-time financial problem-solving. Suggest improvements to data collection in order to identify issues with student satisfaction or performance early in their tenure.

Operational Team Leadership:

• Serve as the senior mentor and instructional leader across sites in MA, AZ and NM providing guidance, calibration, and strategic direction to peers
• Provide support to students working remotely with Intuit delivery partners to manage relationships with Supervisors and working to accept feedback and improve performance.
• Proactively manage scheduling adherence and attendance with empathy, reinforcing workplace accountability within a flexible, student-first framework.
• Recognize and celebrate student achievements and exceptional performance in alignment with Education at Work values.

Student Mentorship & Coaching:

• Serve as a primary mentor and student success champion, conducting regular 1-on-1 developmental touchpoints focused on career readiness, excelling in their Tax Specialist role, and time management.
• Help students to develop a growth mindset to tackle challenging scenarios with resilience and tenacity.
• Equip students with durable core competencies—critical thinking, conflict de-escalation, emotional intelligence, and business communication—to accelerate their post-graduation career placement in accounting and finance.

Qualifications & Skills

Given the advanced compensation scale ($50–$65/hour) and strategic oversight of this position, we are seeking candidates with proven leadership experience in higher education or corporate learning with experience in tax and accounting subject matter a bonus.

REQUIRED:

• Curriculum Design & Training Delivery: Proven experience adapting partner-provided onboarding content into student-friendly curricula, designing training materials, and implementing a "train-the-trainer" model for peers and staff across online and in-person formats.
• Teaching or Supervisory Experience: Minimum 1–2 years of experience leading teams, managing performance, or supervising frontline staff (contact center, collegiate student affairs, or shared services environment preferred) or teaching Tax or Accounting courses at the post-secondary level.
• Education Requirements: Master’s degree in Accounting, Taxation, Finance, Higher Education Administration, Counseling, Education Administration or a related field required.
• Coaching & Applied Learning: Ability to translate tax theory into practical customer support scenarios, facilitate debriefs and calibration sessions, and transform operational escalations into teachable case studies.
• Instructional & Mentorship Background: Prior experience in post-secondary instruction, collegiate lecturing, adjunct teaching, or academic advising/mentorship, with a demonstrated commitment to undergraduate student development and retention.
• Student-Centered Approach: Strong passion for work-based learning, experiential education, and closing equity gaps for working college students.

Core Competencies: Exceptional interpersonal and verbal communication skills, empathetic leadership, adaptability, and high-impact problem-solving abilities.

Salary Range:

The salary range for this position, depending on experience and availability to work evenings and weekends is $50/hour - $65/hour.

Why Join Us?

This is a high-impact leadership role that places you at the intersection of education, workforce, and professional development. You will drive E@W's mission to bridge the gap between school and career, directly impacting working students and helping them build professional capital toward landing a good first job.