Connection & Advocacy

Join a Team That Thinks Taxes Are Fun (Seriously.)

At TSG Your Trusted Accountant, we’re not your average accounting firm. We’re a collaborative crew of CPAs and tax planners who genuinely enjoy solving tax puzzles.

As Westbrook’s largest full-service tax, accounting, and consulting firm, we’re proud to be a Next Generation Accounting Firm. That means we focus on relationships over transactions, strategic guidance over cookie-cutter forms. We offer forward-thinking counsel helping small businesses grow, alongside traditional tax prep services. Led by a self-made, female entrepreneur, our team blends decades of expertise with fresh perspectives delivering top-tier service without sacrificing fun or flexibility.

About the Role: Tax Director

We’re searching for an ambitious, growth-minded Tax Director to step into a high-impact leadership role; someone who thrives on solving complex problems, enjoys client interaction, and wants to help shape the future of a firm. You’ll join a culture that respects your time and encourages your development, with unmatched flexibility, meaningful work, and a team you’ll actually enjoy working with.

What You’ll Bring

  • At least 10 years of experience preparing and reviewing tax returns across a wide range of entities – individual, corporate, partnership, estate/trust, and nonprofit.
  • Experience supervising and mentoring staff in a collaborative, team-driven environment
  • Knowledge of  evolving tax laws and enjoy educating others.
  • Ability to build and maintain strong client relationships.
  • Excitement about living and working in beautiful coastal Maine. (Our newly renovated, dog-friendly office sits on Main Street in Westbrook, across from the Presumpscot River!)

Compensation & Perks

We believe your compensation should grow with your impact:

  • No need to bring in new business we have plenty of work and will match it to your interest and capacity.
  • Start with ~$400K in client work with room to grow.
  • Base pay starting at $150,000
  • Unlimited PTO and make-your-own-schedule flexibility
  • 401(k) with 3% match
  • Health and dental insurance
  • Short- and long-term disability coverage
  • Group life insurance
  • Ongoing training and professional development

Apply now and come grow with us. Email resume to tabitha@yourtrustedaccountant.com

Our goal is to ESOP by December 31, 2030.