Open Positions

Portland, Maine

At Drummond Woodsum, we pride ourselves on being more than just another law firm. We understand that our people are our greatest asset, which is why we’ve intentionally cultivated an environment that promotes personal and professional growth through challenging and interesting work and mentorship, fosters a supportive team atmosphere, recognizes the importance of a healthy work-life balance, and offers benefits that reflect our genuine care for our colleagues.

We seek an attorney to join the Trial Services Group in our Portland, Maine office. If you’re someone who’s gained litigation experience in a law firm, government practice, or through clerking, we want to hear from you!

This is a general litigation role where you will work closely with other skilled litigators and subject matter experts across practice groups, collaborating on the complex legal issues that arise in these cases from the start of a dispute, to trial, and on appeal. You will have the opportunity to showcase your expertise with clients, other practitioners, and in the courtroom.

If you have top-notch research, writing, and oral advocacy skills, a passion for the law, a strong work ethic, a desire to work closely with others, exceptional client relation skills, and impressive academic credentials, we encourage you to apply. Experience in handling discovery, motion practice, and oral advocacy is beneficial and Maine bar admission is strongly preferred.

If this sounds like the opportunity you’ve been waiting for, we invite you to submit a letter of interest and your resume to hr@dwmlaw.com. No phone calls, please. All inquiries are held in the strictest of confidence. We look forward to hearing from you.

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 partnerships with SoulBeing and Calm, 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
• Hybrid office option
• Professional development, including costs for dues and continuing education
• Firm involvement
• 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

Portland, Maine

Drummond Woodsum is seeking a Legal Assistant to work in our Portland, ME office. Legal Assistants are responsible for carrying out administrative services, providing support to legal professionals by preparing various documents including correspondence, legal forms and other types of documents, and providing information-management support to enhance attorney/timekeeper effectiveness. This position will support various attorneys in our Business Services Group, with a particular emphasis on real estate transactions.

Day-to-Day Responsibilities:

• Complete administrative duties, such as making copies, answering and directing phone calls, and greeting clients in a professional and courteous manner
• Document preparation by processing edits and red-lining in Word, and conversions and manipulations in PDF
• Handle incoming and outgoing mail
• Keeping files and corresponding deadlines organized and identified
• Perform various administrative functions such as conflict checks, opening new matters, and timekeeping management as needed
• Assist attorneys with real estate closings, including disbursing of funds and documents in a timely manner, and compiling electronic closing binders
• Obtain recorded documents from Registry of Deeds, as well as assessing information from Towns including status of taxes
• Additional duties as assigned

Qualifications:

• Be accurate, detail-oriented, and have strong attention to detail
• 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
• Familiarity with Simplifile, DocuSign, and Maine Secretary of State website are a plus
• Motivated to learn and provide work of the highest quality
• Able to multitask and balance priorities

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 partnerships with SoulBeing, 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 submit your resume and cover letter by email to hr@dwmlaw.com. We look forward to hearing from you.

Portland, Maine

Drummond Woodsum is seeking a full-time File Assistant to join our firm’s Facilities Department in our Portland office. This role is responsible for maintaining the firm’s physical and digital legal records and ensuring the security and confidentiality of sensitive legal documents in compliance with internal policies and legal regulations. The File Assistant will work closely with attorneys, management, and support staff to support efficient document management processes. Additionally, this role will serve as the primary backup to the firm’s receptionist, assisting with front desk coverage, interoffice mail runs, and additional duties as assigned.

Responsibilities include:

• Organize, maintain, and archive legal files in physical format and coordinate with the Director of Information Technology and Director of Facilities to manage digital file storage
• Retrieve and distribute files as requested by attorneys and staff
• Coordinate with offsite storage providers when necessary
• Conduct regular audits of stored documents to ensure accuracy and proper destruction of outdated materials
• Act as primary backup receptionist, covering daily lunch breaks, sick days, and PTO
• Receive, sort, and distribute mail, packages, and courier deliveries

Skill Requirements:

• Exceptional organizational skills and attention to detail
• Ability to work independently and manage multiple projects at once
• Strong ability to adapt quickly to new software and technologies
• Professional demeanor with a customer service-oriented mindset
• Problem-solving skills and ability to handle confidential information with discretion
• Ability to multitask and prioritize responsibilities in a fast-paced environment

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 partnerships with SoulBeing, 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 submit your resume and cover letter by email to hr@dwmlaw.com. We look forward to hearing from you.