JAMES L. CUNNINGHAM, JR.


Partner, Certified Specialist – Estate, Trust, and Probate Law at CunninghamLegal

Jim Cunningham is a second-generation California attorney in his third decade of practice. Jim and the firm he founded have helped thousands of families and individuals plan their estates—and preserve their legacies. Certified by the State Bar of California’s Board of Specialization as a Specialist in Estate Planning, Trust, and Probate Law, Jim holds a Bachelor of Arts in History from the University of California at Santa Cruz (Honors in the Major) and a Juris Doctor from Whittier College of Law.

Jim is also a real estate investor, California real estate broker, and recognized expert on California property taxation.

A good attorney will de-escalate and resolve issues so they don’t drive families apart.

His many professional memberships include the California State Bar, Marin County Bar Association, Vistage International, WealthCounsel, California Advocates for Nursing Care Reform (CANHR), and ProVisors.

As a third-generation pilot, he says he’s the only one of the pilots in his family never to have crashed a plane–certainly an important distinction.

Jim is the best-selling author of Savvy Estate Planning, a book that takes the complex topics of living trusts, wills, probate, estate planning, and estate administration and puts them into simple, easy-to-understand language anyone can understand. As Jim says, “It may not be ‘Harry Potter and the Sorcerer’s Stone,’ but it is surprisingly fun to read—and will definitely give you a strong, straightforward foundation in estate law.”

Estate Planning: Far More than Writing Up Wills

Although it’s a highly specialized discipline, the field of estate law casts a pretty wide net, requiring attorneys with a vast expanse of skills. “Estate Planning often goes beyond even these issues to business planning, asset protection, and much more.” Jim frequently helps family-owned businesses, from retail to ranchers, plan for their future. As a licensed broker, Jim handles complex private real estate transactions between siblings, landlords to tenants, and the like.

Often, Jim and the other attorneys at CunninghamLegal advise and assist families facing long-term care issues. “For example, if you find out that Grandma needs to go to a nursing home and it’s going to cost you $15,000 a month, we help families qualify for public assistance benefits while still preserving their assets.”

Specialized Expertise

As a certified specialist in estate planning, Jim reports he is one of a surprisingly small number of attorneys who specialize in this field: “Out of about 190,000 attorneys, only about 1,100 specialize in estate planning, trust, and probate law in California.”  For those of you doing the math, that’s just 0.58% of attorneys in the state. Lots of attorneys do estates as a sideline, but it really does require that kind of focused expertise to do it right.

So, what makes estate planning such a challenging field? Along with knowledge and experience, it requires patience, compassion, and dealing with people when they are at their most vulnerable.

Indeed, estate planning can sometimes involve more family drama than a reality show. Rivalries, irresponsible family members, and even family secrets can all play a role in making an already tough situation even tougher. A good attorney should de-escalate and resolve these issues so they don’t drive families apart.

As Jim notes, “Sometimes people come into my office with shoe boxes and folders full of documents with no clue where to start. Sometimes they’re at a low point emotionally. Maybe a loved one is sick or they’re going through a divorce or an estranged sibling is holding things up. It’s my job to not only to sort out their legal and monetary issues, but to protect them from predators, irresponsible family members, and sometimes, even themselves.”

Helping Clients Face Their Fears

For the average person, dealing with estate planning can feel like staring at the “CHECK ENGINE” light on a car. No one wants to face the mechanic, but everyone knows if they don’t, they run the risk of getting into serious trouble later on. The problem, as Jim explains, is that the victim of your procrastination may be someone other than yourself: “You really don’t know what you don’t know, and some of your uninformed decisions can do a lot of unintended damage to your children and their relationships with one another.”

For the average person, dealing with estate planning can feel like staring at the “CHECK ENGINE” light on a car. No one wants to face the mechanic, but everyone knows if they don’t, they run the risk of getting into serious trouble later on.

“Look,” continues Jim, “I understand that dealing with the loss of a loved one, or even dealing with an incapacitated loved one, is one of the hardest things each of us will ever face in life. The overarching goal is to protect your assets while you are living and make sure that your wishes are carried out after you die. We want to make sure your loved ones have an easier process and your assets are maximized.”

Of the many challenges Jim helps his clients face, he says he has a clear favorite: “Many clients seek out our firm to help them with an aging parent. I think helping adult children with aging parents is the most gratifying aspect of this area of law. It’s deeply satisfying to help people sort through the legal and financial issues of long-term care. And in my own way, I am able to facilitate the peaceful transfer of legacies to the next generation.”

Personal Life

Jim was born in San Diego, raised in Santa Barbara County, and then Ventura County: riding horses with his mother, Evelyn, and windsurfing with his dad, Jim Sr.

Jim chose UC Santa Cruz (go Slugs!), but spent much of his time immersed in travel abroad programs in France and Spain, becoming proficient in both languages. Shortly after graduation, Jim met and married Lori, and Jim was sworn to practice law on November 22, 1994.

Soon the first Cunningham Law office opened—with six more eventually springing up across both Northern and Southern California.

Jim and Lori have three children: Nick, Katia, and Masha. The headquarters of CunninghamLegal eventually moved to Auburn, California, and the Cunninghams divide their time between Marin County and Sacramento.

When asked to explain what the Cunningham brand stands for, Jim cites neither revenue nor awards, not even its long list of accomplishments. Instead he offers a philosophy that anyone who knows him would expect: “That we care in a world where there isn’t enough caring.”

Contact Jim and CunninghamLegal

Jim Cunningham heads a team of lawyers in offices covering both Northern and Southern California. Please contact CunninghamLegal at (866) 988-3956 or simply click here to book an appointment with a client specialist.

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