About
Timothy W. Caldwell is a Counselor at Law with more than 30 years of legal experience serving clients in the Upper Valley. Since 1997, his practice has focused on estate planning law and settlement matters. He helps individuals and families prepare for the future through clear legal guidance, careful planning, and practical support. His work at Legacy Counsellors North, PLLC, dba Caldwell Law, includes helping clients protect assets, organize wishes, and make informed choices for loved ones.
Timothy completed undergraduate studies at Dartmouth College, graduating cum laude. He earned his J.D. from Georgetown University Law Center. This academic background gave him strong training in legal analysis, communication, and problem-solving. His education also helped build the foundation for a practice centered on planning, responsibility, and service to clients during important life and family decisions.
Timothy has used his legal career to guide clients through estate planning and settlement with steady attention to their goals. His work helps people create plans that address property, family needs, charitable wishes, and long-term care concerns. As a Respecting Choices Advance Care Planning Certified Facilitator, he also supports discussions about future medical and personal decisions. This role reflects his focus on helping clients prepare documents that match their values.
Timothy W. Caldwell has also contributed to professional and community organizations connected to planning, education, and charitable giving. He has served with groups including the Upper Valley Planned Giving Council and helped establish LeaveALegacy NH/VT. He serves as a Regional Advisor to the New Hampshire Charitable Foundation. Through these roles and his law practice, he has helped people understand planning options, reduce confusion, and make decisions with greater confidence. His career reflects practical legal service and a strong commitment to client needs.
Law Office Affiliations
- Counselor, Legacy Counsellors North, PLLC, dba Caldwell Law
- Member, New Hampshire Bar Association
Licensed State
- New Hampshire
Education
- Georgetown University Law Center
Juris Doctor (JD) - Dartmouth College
Graduated
Awards & Badges

- Elder Law
- Power of Attorney
- Probate
- Trusts




