Demo

Legal Assistant

Drummond Woodsum
Portland, ME Full Time
POSTED ON 11/13/2025
AVAILABLE BEFORE 1/12/2026

Legal Assistant – School Law and Municipal Law Groups


Portland, Maine


Drummond Woodsum is seeking a full-time legal assistant in our Portland, Maine office. This position entails carrying out administrative services, providing support to legal professionals by preparing various documents including correspondence, legal forms, and other documents support to enhance attorney/timekeeper effectiveness, with a focus on special education, public finance, and general municipal law.


Responsibilities will include:

  • Complete administrative duties, such as making copies, answering and directing phone calls, and greeting clients
  • Proficiency with processing edits and red-lining in Word, and conversions and manipulations in PDF
  • Draft, proofread, and format legal documents, including correspondence, memoranda, pleadings, hearing exhibits and student records related to special education due process hearing requests, complaint investigations and or administrative proceedings
  • Handle incoming and outgoing mail
  • Keep documentation and corresponding deadlines organized and identified by calendaring
  • Provide litigation support, including preparation of pleading materials and case management
  • Additional duties as assigned

Qualifications:

  • Be accurate, detail-oriented, with strong attention to detail
  • Take initiative and be proactive; anticipate needs; reach out to become more involved
  • Strong writing and verbal communication skills; excellent spelling, punctuation, and grammar skills
  • System proficiency: general knowledge and experience with common software applications, such as Microsoft Office Suite and PDF processing; strong Excel and MS Word skills in particular
  • Motivated to learn and provide work of the highest quality

At Drummond Woodsum we are committed to the growth and development of our employees. Our focus is geared toward fostering a culture where you can work with and learn from diverse individuals, explore and expand your capabilities, and are valued for the contributions and perspectives you bring. We’re committed to providing our team members with the support they need to thrive both personally and professionally, and we are proud to offer the following benefits:

  • Insurance options, including domestic partner coverage, for health (either a co-pay-based plan or HSA with firm contributions), dental, and vision
  • 401(k) plan with pre- or post-tax investment options and firm contributions
  • Wellness support, including telehealth coverage, and on-site privacy rooms
  • Life insurance coverage at 1.5x your annual salary, plus supplemental voluntary coverage available
  • Leave plans, including paid parental leave, short- and long-term disability

Firm involvement, including:

  • Monthly firm lunch meetings to hear about all areas of the firm
  • Committee participation, such as our Community Service Committee which organizes a drive every December and our public outreach week in July
  • Social gatherings – 2024 included a field day BBQ, a holiday get-together, and our annual Halloween party for our families

For consideration, please either submit your resume and cover letter by email to hr@dwmlaw.com or click the apply now button on our website. We look forward to hearing from you.


Drummond Woodsum is an equal opportunity employer that does not discriminate on the basis of race, religion, color, national origin, sex, veteran’s status, age, disability, sexual orientation, gender identity, genetic information, creed, citizenship status, marital status, or any other characteristic protected by federal, state or local laws. Our Firm’s policy applies to all terms and conditions of employment. To achieve our goal of equal opportunity, Drummond Woodsum makes good faith efforts to recruit, hire and advance in employment qualified minorities, females, disabled individuals and covered veterans. EOE M/F/V/D

Salary.com Estimation for Legal Assistant in Portland, ME
$66,260 to $84,981
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