Tax Attorney

About the role

Drummond Woodsum seeks an attorney to join its tax law practice full-time at its Portland, Maine office. The ideal candidate will possess experience in a wide range of transactional tax matters, including mergers, acquisitions, financing, and investment. Candidates should also have experience with partnership and corporate taxation. Experience with stock options, phantom, deferred compensation, and/or international taxation is a plus. Our tax practice is dedicated to delivering comprehensive guidance on federal, state, and Indian tax law issues that emerge during the structuring of strategic, commercial, and financial transactions. Drummond Woodsum is a full-service law firm with more than 100 attorneys and consultants providing a wide range of services for clients ranging from some of the nation’s largest corporations to small start‑up companies, financial institutions, Tribal Nations and Tribal enterprises, municipalities, school districts, and individuals. The firm emphasizes personal and professional growth through mentorship and a respect for work‑life balance.

Responsibilities

• Handle transactional tax matters such as mergers, acquisitions, financing, and investment
• Work on partnership and corporate taxation issues
• Provide guidance on federal, state, and Indian tax law issues arising in strategic, commercial, and financial transactions
• Advise on stock options, phantom, deferred compensation, and international taxation matters (as applicable)

Requirements

• Outstanding academic credentials
• Excellent research and writing skills
• Strong work ethic
• Ability to manage and work well on a team

Qualifications

• Maine bar admission strongly preferred
• 4‑5 years of prior experience preferred; excellent candidates with less experience may be considered

Skills

• Research and writing
• Team collaboration and management
• Knowledge of transactional tax, partnership/corporate taxation, stock options, deferred compensation, international taxation

Benefits

Drummond Woodsum fosters a culture where employees can work with and learn from diverse individuals, explore and expand their capabilities, and are valued for their contributions. The firm offers mentorship, supports work‑life balance, and provides opportunities to participate in internal committees, firm gatherings, and community volunteer activities.

• Medical insurance: choose from two plans, including an HSA‑eligible option
• Flexible Spending Account options, including dependent care
• Dental and vision insurance
• Group life insurance, with the option to purchase additional coverage for yourself and eligible dependents
• Firm‑paid premiums for short‑term disability, long‑term disability, and paid family and medical leave coverage
• Traditional and Roth 401(k) options, with annual profit‑sharing contributions
• 12 weeks of paid parental leave