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Tax Engagement Director

Job in Worcester, Worcester County, Massachusetts, 01609, USA
Listing for: Cunningham-
Per diem position
Listed on 2026-06-23
Job specializations:
  • Finance & Banking
    Financial Compliance, Accounting & Finance, Wealth Management, Financial Advisor / Consultant
  • Management
    Wealth Management
Salary/Wage Range or Industry Benchmark: 25000 - 50000 USD Yearly USD 25000.00 50000.00 YEAR
Job Description & How to Apply Below

Opportunity Overview - Tax Engagement Director

Tax Engagement Directors do not operate in silos. You are supported by:

  • A dedicated back-office team handling preparation and technical execution
  • Practice area leadership and structured review processes
  • Clear systems, standards, and defined scopes

This structure allows our Tax Engagement Directors to focus on where they add the most value: clients, planning, leadership, and opportunity identification -- not grinding through technical work.

The Tax Engagement Director Opportunity

The Tax Engagement Director role is a leadership position and a natural progression for experienced tax professionals who want greater client ownership, influence, and impact.

This role is not about preparing returns. It is about:

  • Leading client relationships
  • Managing engagement scope and expectations
  • Driving planning conversations
  • Reviewing and guiding work prepared by a dedicated back office
  • Identifying additional advisory opportunities

Tax Engagement Directors operate as the quarterback for their clients -- supported by strong internal systems and technical teams.

Key Responsibilities
  • Serve as the primary point of contact for assigned clients
  • Lead annual and ongoing tax planning and advisory conversations
  • Manage engagement scope, deliverables, and client expectations

    Review work prepared by internal teams for accuracy and alignment
  • Coach and develop team members through review and training
  • Identify opportunities for expanded tax, financial, and valuation services
What Makes This Role Different

Success is measured by client outcomes, relationship depth, and long-term value -- not hours billed or returns processed.

  • Emphasis on relationship management and strategy, not volume compliance
  • Dedicated back office handling preparation and execution
  • Fixed-fee, results-based advisory model
  • Clear expectations, systems, and leadership support
  • Opportunity to build long-term client relationships and advisory depth
Experience & Credentials

This is not a traditional role, and as such, we are looking at candidates who might come with a Senior Tax, Tax Supervisor, Tax Manager, or Fractional CFO background. Additionally:

  • 5+ years of experience in tax or related advisory roles
  • Active credential required:
    Certified Public Accountant (CPA), or
  • Enrolled Agent (EA), or
  • Certified Valuation Analyst (CVA)
  • Strong client-facing communication skills
  • Desire to lead, review, and plan -- not just execute
Location & Flexibility
  • Targeting candidates located in New England
  • Flexible office schedule and geographic flexibility for the right candidate
Compensation, Growth & Long-Term Opportunity Base Salary + Retention Bonus
  • 50% paid after successful completion of the 90-day probationary period
  • 50% paid at the one-year anniversary
Incentive & Profit Sharing (Beginning After Year
1)
  • Eligibility for the firm's incentive and profit-sharing program
  • Additional compensation potential estimated at $25,000 - $50,000+ annually, based on performance, client relationships, and firm growth
Professional Development & Credential Growth
  • Additional compensation opportunities tied to continued professional development, advanced credentials, and expanded areas of expertise
  • Ongoing investment in leadership development and advisory skill building
Career Progression & Partnership Opportunity
  • Engagement Directors are viewed as long-term leaders within the firm
  • As the firm continues to grow, Engagement Directors play a central role in shaping client relationships, developing future leaders, and expanding the firm's advisory platform
  • For high-performing Engagement Directors who demonstrate leadership, relationship ownership, and sustained impact, a path to senior leadership and potential partnership is available
Who Thrives Here

This role is not a fit for professionals who prefer purely technical work or limited client interaction.

This role is ideal for professionals who:

  • Enjoy building deep, trusted client relationships
  • Think strategically and proactively
  • Want ownership and leadership responsibility
  • Are ready to move beyond traditional tax manager roles
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