Legal Assistant – Labor & Employment​/School Law Groups

Legal Assistant – Labor & Employment / School Law Groups

Portland, Maine

Drummond Woodsum is seeking a full-time legal assistant for our Labor & Employment and School Law Groups 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 types of documents, and support to enhance attorney/timekeeper effectiveness.

• Complete administrative duties, such as making copies, answering and directing phone calls, and greeting clients in a professional and courteous manner
• Prepare documents and forms by completing initial drafts, processing edits and red-lining in Word, and conversions and manipulations in PDF
• Handle incoming and outgoing mail
• Communicate with clients
• Keep files and corresponding deadlines organized and identified
• Provide exceptional service to all clients
• Additional duties as assigned

• Be accurate, detail-oriented, and have 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

• 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 – 2025 included a field day BBQ, a holiday get-together, and our annual Halloween party for our families

For consideration, please click apply or submit your resume and cover letter by email to

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