Matthew J. Underwood, Attorney

Attorney Matthew Underwood is an estate planning and business attorney at Wilson Law Group, LLC. Matt helps families, individuals, and businesses take hold of their future with customized planning and advice. Matt’s goal is to empower you to understand your planning decisions so you can take ownership of your plan and proceed in life with feelings of comfort and accomplishment.

Who Matt Helps

Whether you are planning for your personal, family, or business future, Matt seeks to understand you and your situation, to build a meaningful relationship with you, and ultimately gain your trust.

  • Individuals and Families. Matt enjoys helping families and individuals protect their life savings and legacy from probate, estate taxes, and long-term care costs. He helps parents provide for and protect minor children or children with special needs. Matt also helps clients take control of their future by establishing health care directives and financial powers of attorney.
  • Business Owners. Matt helps business owners establish a strong legal foundation on which to grow and thrive. Some examples of Matt’s business work include establishing legal entities such as LLCs and Corporations, reviewing and drafting contracts, and developing succession plans.

Matt in the Greater Dane County Community

Matt takes his leadership and planning out into the community. Matt is a Director with the Ice Age Trail Alliance, a non-profit whose mission is to support and protect a thousand-mile hiking trail across Wisconsin. He is also the vice chair of the Madison Chamber of Commerce Ambassadors group, a member of the Middleton Chamber of Commerce, and serves as a mentor through the Rubin for Kids program.


Matt earned his law degree from the University of Wisconsin Law School and his bachelor’s degree in Economics from the University of Wisconsin – Madison.

The Early Years

Matt was born and raised in Oshkosh, Wisconsin. His interest in estate planning has its roots in his upbringing regarding the value of planning ahead and investing for one’s future.

After graduating law school, Matt served as an estate planner for the Ho-Chunk Nation through the Institute for Indian Estate Planning and Probate. He then went on to found Underwood Legal, LLC, a general practice firm. Fulfilling his desire to focus on estate planning, he merged his firm with Wilson Law Group.

On a Personal Note

Matt lives on the east side of Madison with his wife, Chong Lor. Matt and Chong enjoy visiting National Parks, hiking and generally experiencing the great outdoors.

In Matt’s Words

Favorite National Park Experience: I loved hiking the Grand Canyon. From the top, we dropped 5,000 feet in elevation to the Colorado River and had to climb back up to the in the same day. What amazed me was that every level of the hike looked completely different with stunning views at every turn.

Ideal Vacation: A nice road trip to anywhere. On a recent two-week road trip out West, my wife and I drove over 3,000 miles, hiked nearly 50 miles, summiting some of the tallest peaks in the lower 48. We love stopping by the classic roadside attractions like the world’s largest ball of twine, Wigwam Motel, and the world’s smallest courthouse.

What Others Say About Matt

“Matt is friendly, patient and pleasant to work with. He is good at making complicated legal concepts more clear and understandable, to those less familiar, including the use of visuals. When we worked with Matt, he explained all of our options and the trade-offs without trying to steer us toward the most expensive option. We would (and plan to) work with Matt again.”      -Andy

“Matt Underwood exceeded our expectations. He took the time to get to know us so he could provide advice for our situation, and he explained everything in an easy to understand way. He is very knowledgeable, and we appreciated him taking the time to answer all of our questions. Matt was also very responsive to our emails and phone calls. We have already recommended him to our friends.”      -Elle

“Matt took the time to get to know me and my long term plans. We discussed my immediate plans to move across the country as well as how to amend my documents once I moved and/or married. His sincerity was demonstrated by his thoughtful questions and his interest in my personal goals. I recommend him to anyone planning their estate.”      -Mike

Professional Credentials, Associations and Memberships

WealthCounsel, LLC Wisconsin Council of Estate Planning Attorneys

ElderCounsel, LLC Madison Estate Council

Ice Age Trail Alliance Middleton Chamber of Commerce

CONNECT Madison Madison Chamber of Commerce

With Offices in Madison, WI and Evansville, WI, the attorneys at the Wilson Law Group assist clients with Estate & Business Planning, Probate & Trust Administration, Elder Law and Medicaid Planning throughout Southern Wisconsin including Verona, Middleton, Sun Prairie, Cross Plains, Oregon, Black Earth, Janesville, Jefferson, Fort Atkinson, Baraboo, Reedsburg, Richland Center, Mount Horeb, Monroe, Beaver Dam, Dane County, Rock County, Green County, Iowa County, Richland County, Sauk County, Columbia County, Dodge County and Jefferson County.

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7633 Ganser Way, Suite 100, Madison, WI 53719
| Phone: 608-833-4001
15 W. Main Street, P.O. Box 142, Evansville, WI 53536
| Phone: 608-882-6300


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