Legally Speaking with Hildebrand Law Firm

620 WTMJ
  • 0.0 (0)
  • Business
  • Updated Weekly

Hosted by attorney Kirsten Hildebrand, Legally Speaking is a podcast by lawyers for the rest of us. Hildebrand Law founder & Presidnet Kirsten Hildebrand pulls from years of working in private practice to break down the biggest legal stories of today and explain how they'll impact you tomorrow.

Episodes

  1. 4d ago

    Why You Need an Estate Plan | Legally Speaking with Hildebrand Law Firm

    Estate planning is about more than distributing your assets—it is about making sure your wishes, values, and legacy are protected. Kirsten Hildebrand is joined by client Moira Kelly, who shares her personal experience working with Hildebrand Law Firm and explains how estate planning gave her clarity, control, and peace of mind.

  2. Oct 10

    Cases for and against Flock cameras | Legally Speaking with Hildebrand Law Firm

    Flock cameras are spreading across Wisconsin, capturing license plates and vehicle information that can be used by law enforcement—but who is watching the watchers? Kirsten Hildebrand and attorney Pierce Mobley discuss the privacy concerns, potential benefits and legal gray areas surrounding automated license plate readers, GPS tracking, and government surveillance.

  3. Oct 3

    Why Wisconsin is Taking on Kalshi

    Are prediction markets like Kalshi a form of gambling, futures trading or something entirely different? Attorneys Kirsten Hildebrand and Mark Kaplan examine Wisconsin’s legal challenge to online prediction markets, the role of sports betting, federal versus state authority and the risks of insider trading and market manipulation.

  4. Sep 26

    Probate Problems: Don't Use LegalZoom to Make Your Will

    Probate is not always required—but when an estate is not properly planned, the process can become complicated, costly, and deeply personal. Kirsten Hildebrand and attorney Derek Daron discuss what happens when someone dies without a will, including intestate succession, unexpected heirs, minor beneficiaries, wrongful-death settlements, and family members who challenge an estate.

  5. Sep 19

    Probate Problems: When Family, Money and Missing Assets Collide

    What happens after someone dies—and who has the legal authority to manage their property? Attorneys Kirsten Hildebrand and attorney Derek Daron explain probate, personal representatives, informal versus formal administration, creditor claims, beneficiary designations, and the costly disputes that can arise when estate plans are unclear.

  6. Sep 11

    The Strange Rules Behind Betting, Casinos & Fantasy Sports

    What gambling is actually legal in Wisconsin? On this episode of Legally Speaking, Kirsten Hildebrand and Matt Kaplan break down Wisconsin’s surprisingly complicated gambling laws—from casinos and sports betting to fantasy football, raffles, bingo, bar gaming machines and even prediction markets. They explain why Wisconsin’s constitution broadly restricts gambling while state law still allows a long list of exceptions, how tribal casinos gained their unique legal status, and why something that’s illegal in your living room may be perfectly legal inside a casino. Kirsten and Matt also explore where the law draws the line between gambling and skill-based games, how the rise of online betting is changing the landscape, and why the legal definitions can become incredibly murky. Plus, they discuss the very real consequences of gambling addiction—and how estate planning can help protect family assets when a beneficiary struggles with compulsive gambling. This program is for informational purposes only and is not a substitute for individualized legal advice.

  7. Sep 4

    The Unpredictablity of Estate Planning

    What’s the difference between Medicare and Medicaid—and why could that distinction matter so much for your estate? On this episode of Legally Speaking, Kirsten Hildebrand and Matt Kaplan break down how Medicaid can help cover long-term nursing home care, why qualifying for benefits can become complicated, and how Wisconsin’s estate recovery program may seek reimbursement from assets after someone dies. They also explain the staggering cost of long-term care, why even a sizable nest egg can disappear quickly, and how poor estate planning can unintentionally send an inheritance straight toward nursing home expenses or Medicaid recovery. Through the story of two sisters, Kirsten and Matt show how a simple will—or a properly structured trust—can dramatically change what happens to family wealth when one beneficiary is already receiving Medicaid benefits. The takeaway: estate planning is about preparing before the crisis happens, protecting the people you love, and making sure your assets ultimately go where you intended. This program is for informational purposes only and is not a substitute for individualized legal advice.

  8. Aug 28

    How to Properly Protect Your Home, Assets & Estate

    What happens to your home, savings and property if you’ve spent decades with a partner—but never got married? On this episode of Legally Speaking, Kirsten Hildebrand and Matt Kaplan explain why unmarried couples in Wisconsin can face major estate-planning risks, including the important reality that Wisconsin does not recognize common-law marriage. They discuss how estate planning and asset protection trusts can help unmarried partners, siblings and other family members protect property and plan for long-term care. Plus, what happens when someone enters a nursing home, how Medicaid’s five-year look-back period works, why timing is critical and how nursing home expenses can quickly consume a lifetime of savings. Kirsten and Matt also explain why planning ahead can help preserve assets for the people you love—and share real-world examples of how even a relatively modest inheritance can make a lasting difference for the next generation. This program is for informational purposes and is not a substitute for individualized legal advice.

  9. Aug 22

    Can You Legally Walk Along Lake Michigan’s Shoreline?

    Can a Lake Michigan homeowner stop you from walking along the shoreline—or does Wisconsin law give the public a right to be there? On this episode of Legally Speaking, Kirsten Hildebrand and Matt Kaplan examine a Shorewood trespassing case involving a UWM professor who deliberately challenged a homeowner’s “No Trespassing” signs while walking along Lake Michigan. After refusing to leave, he received a citation and began a legal fight over exactly where private property ends and the public’s rights begin.

  10. Aug 14

    "I Ain't Saying She's A Gold Digger. But..."

    She aint messing with no broke lawyers. This hour, Kirsten & Matt dive into the legal landscape of predatory marriages. What are the signs a loved one might be in one? How do you prevent these kinds of problems, and how does doing your legal homework set you up for a successful marriage, maybe even after the marriage is over.

  11. Aug 7

    Can You Own a Tiger in Wisconsin? Exotic Animal Laws Explained

    Can you legally own a tiger, monkey, alligator or other exotic animal in Wisconsin? On this episode of Legally Speaking, Kirsten Hildebrand and attorney Matt Kaplan explore Wisconsin's unusual exotic animal laws, Milwaukee's new restrictions on dangerous and non-domesticated animals, and what can happen when an exotic pet escapes or injures someone.

  12. Aug 1

    The 5 Senses of The Law

    In the debut episode, Kirsten & Hildebrand Law Partner Matt dive into how the law affects all of your senses. But what if your senses are disrupted? Smell, sounds, unruly sights. They can be a nuisance, but can you sue over being inconvenienced? Even at a national level? This is Legally Speaking!

  • 12 Episodes

About

Hosted by attorney Kirsten Hildebrand, Legally Speaking is a podcast by lawyers for the rest of us. Hildebrand Law founder & Presidnet Kirsten Hildebrand pulls from years of working in private practice to break down the biggest legal stories of today and explain how they'll impact you tomorrow.

Information