Legal Assistant – School Law and Municipal Law

About the role

Drummond Woodsum is seeking a full‑time legal assistant for its Portland, Maine office. The position provides administrative support to attorneys working in school law, public finance, and municipal law, helping to improve attorney and timekeeper efficiency.

Key responsibilities

• Perform administrative duties such as copying, answering phones, greeting clients, and handling mail.
• Draft, proofread, and format legal documents including correspondence, memoranda, pleadings, hearing exhibits, and student records.
• Process edits and red‑line documents in Microsoft Word and manipulate PDFs.
• Maintain calendars, track deadlines, and organize documentation for litigation and case management.
• Provide litigation support, including preparation of pleading materials and case files.

Required profile

• Accurate and detail‑oriented with strong attention to detail.
• Proactive and able to anticipate needs.
• Excellent written and verbal communication skills, including spelling, punctuation, and grammar.
• Motivated to learn and deliver high‑quality work.
• Previous experience as a legal assistant is preferred.

Required skills

• Microsoft Office Suite (Word, Excel, Outlook).
• Advanced Word editing and red‑lining.
• PDF creation, conversion, and manipulation.

What we offer

• Medical, dental, and vision insurance with multiple plan options.
• Flexible Spending Accounts, group life insurance, and disability coverage.
• Traditional and Roth 401(k) with profit‑sharing contributions.
• 12 weeks of paid parental leave, paid holidays, and PTO.
• Professional development and paid volunteer opportunities.