The Death Readiness Podcast: Not your dad’s estate planning podcast

Jill Mastroianni - Estate Planning & Probate Consultant for Women

You’re the one prepping for your child’s IEP meeting while trying to talk your aging dad out of getting a puppy. You’re booking medical appointments, managing the money, juggling work emails during school pickup and still expected to keep the fridge stocked and know who has practice, rehearsal, or a field trip tomorrow. Your parents are struggling, but they still insist they’re fine. You see the mobility issues, the memory slips, the unopened mail, but every offer to help feels like an argument. You’re scared to push. You’re scared to wait. And there’s no clear roadmap for how to do any of this without losing your mind or your family. Hosted by Jill Mastroianni, a former estate planning attorney turned trusted guide for women holding it all together, this podcast is your space to untangle the mess. With more than a decade of legal experience, Jill brings clarity to the hardest conversations most families avoid until it’s too late. Each episode offers honest stories, practical tools, and bite-sized steps you can actually take, even if you’re overwhelmed, even if you’re grieving, even if you’re still waiting for your mom to give you the password to the computer. You don’t need a perfect plan. You just need a place to start. Death readiness isn’t about control. It’s about love and the courage to face what’s next with open eyes and a steady hand.

  1. Why You Should Beware of Tax Advice Via Social Media

    20H AGO

    Why You Should Beware of Tax Advice Via Social Media

    A viral Instagram reel claims California’s Proposition 19 “hijacks your kids’ inheritance.” In this Tuesday Triage episode, Jill walks through the facts behind the fear. Using a real-world example, she explains how California property taxes actually work, what changed under Proposition 19, and why federal tax rules like step-up in tax basis still protect many beneficiaries. This episode is about slowing down, adding context, and replacing social-media sound bites with real understanding. What You’ll Learn in This Episode Why estate-planning advice from social media can be misleading without context The difference between property taxes and capital gains taxes How Proposition 13 created predictable property-tax increases in California What Proposition 19 changed about parent-to-child property transfers How reassessment works when real estate is inherited The primary residence exception under Proposition 19 Filing requirements for the parent-child reassessment exclusion Why step-up in tax basis remains a powerful tax benefit when inheriting property Financial options after inheriting a home, including selling or renting What property taxes actually fund in local communities Resources & Links Tennessee Estate Planning Services: https://www.deathreadiness.com/estate-planning-solution True Hustle Podcast YouTube Clip re: Proposition 19: Start at 2:35 https://www.youtube.com/watch?v=Az1bbDbiYRo Proposition 19: https://leginfo.legislature.ca.gov/faces/billNavClient.xhtml?bill_id=201920200ACA11 Connect with Jill: Website: DeathReadiness.comEmail: jill@deathreadiness.comLearn more about Jill’s SolutionsSubscribe to the Death Readiness Dispatch!Submit a question for Tuesday TriageDid you enjoy this episode? Share it with someone you care about. This podcast provides estate planning guidance for women and discusses real, practical issues, from caregiving, pre-planning a funeral, how to avoid probate using beneficiary designations, planning for individuals with special needs (and special needs trusts), whether you need a professional fiduciary (trustee or executor), how the estate tax works and how to preserve your legacy.   Tuesday Triage episodes answer questions from listeners like you, from powers of attorney, healthcare advance directives (and whether they work when you’re pregnant), what a Last Will and Testament really is, whether you need a trust, how Medicaid works and how to have senior and elder care conversations and how to care for aging parents.   Disclaimer: This podcast and all related content are for educational purposes only and do not constitute legal advice. No attorney-client relationship is established here. Use of this information without careful analysis and review by your attorney, CPA, and/or financial advisor may cause serious adverse consequences. For legal guidance tailored to your unique situation, consult with a licensed attorney in your state.

    22 min
  2. How to be Fair to Your Children in Your Estate Plan

    FEB 10

    How to be Fair to Your Children in Your Estate Plan

    What happens when you give one child a house during your lifetime but want to keep your estate plan “equal” later? In this Tuesday Triage episode, Jill answers a listener question about lifetime gifts, equalizing inheritances, and how beneficiary designations can complicate even the best intentions. Through practical examples, Michigan law, and a real court case, this episode explains why documentation matters when fairness between children is at stake. What You’ll Learn in This Episode A lifetime gift to one child does not automatically count toward that child’s inheritance.In Michigan, when a person has a Will, this concept is called ademption by satisfaction.For a lifetime gift to count toward inheritance, there must be written evidence of intent.That writing can come from: (i) the Will itself, (ii) contemporaneous written statement by the parent, and (iii) written acknowledgment by the child receiving the giftBeneficiary designations override the Will, which can make equalization difficult.Equalization clauses in a Will generally cannot control non-probate assets.One strategy to allow equalization is to name the estate as beneficiary of certain accounts, bringing them under the Will’s control.The value of a lifetime gift is typically measured when the recipient receives it, not at death.Appreciation and the time value of money can make “equal” distributions feel unequal later.Clear documentation helps prevent family conflict and litigation.Resources & Links Sample provision equalization clause: https://drive.google.com/file/d/1sl10acDgZ9hxhwxJGHO17NYbB9DE633A/view?usp=drivesdk Episode 59: Why Selling the Lake House Can Rewrite Your Will: https://www.deathreadiness.com/podcast/59 Connect with Jill: Website: DeathReadiness.comEmail: jill@deathreadiness.comLearn more about Jill’s servicesSubscribe to the Death Readiness Dispatch!Submit a question for Tuesday TriageDid you enjoy this episode? Share it with someone you care about. This podcast provides estate planning guidance for women and discusses real, practical issues, from caregiving, pre-planning a funeral, how to avoid probate using beneficiary designations, planning for individuals with special needs (and special needs trusts), whether you need a professional fiduciary (trustee or executor), how the estate tax works and how to preserve your legacy.   Tuesday Triage episodes answer questions from listeners like you, from powers of attorney, healthcare advance directives (and whether they work when you’re pregnant), what a Last Will and Testament really is, whether you need a trust, how Medicaid works and how to have senior and elder care conversations and how to care for aging parents.   Disclaimer: This podcast and all related content are for educational purposes only and do not constitute legal advice. No attorney-client relationship is established here. Use of this information without careful analysis and review by your attorney, CPA, and/or financial advisor may cause serious adverse consequences. For legal guidance tailored to your unique situation, consult with a licensed attorney in your state.

    18 min
  3. FEB 6

    Why Knowing Your Rights Isn't Enough

    After her daughter attends a student-organized ICE protest at school, Jill steps back to examine the legal framework behind immigration enforcement, protest, and constitutional rights. This episode walks through what ICE can and cannot legally do, how the Fourth, Fifth, Sixth, and Second Amendments apply in real-world encounters, and why preparation matters even when you understand your rights. The goal isn’t to tell listeners what to do; it’s to help them understand the law well enough to make informed decisions in uncertain moments. Key Takeaways Understanding ICE and local cooperation Immigration and Customs Enforcement (ICE) is a federal agency within the Department of Homeland Security responsible for immigration enforcement.State and local governments cannot be forced to enforce federal immigration law.However, they can voluntarily cooperate through agreements under Section 287(g) of the Immigration and Nationality Act.The Supreme Court’s decision in Printz v. United States confirms the federal government cannot commandeer state officials to enforce federal programs.Sensitive locations and changing enforcement policy For decades, federal guidance discouraged immigration enforcement in “sensitive locations,” including: schools, hospitals, places of worship, social-service locations, demonstrations and community gatheringsThat guidance was revoked in January 2025.Agency policies can change but constitutional protections remain constant.The Fourth Amendment protects everyone, citizens and non-citizens, from unreasonable searches and seizures. Key distinctions: Public spaces: ICE generally may enter without a warrant.Private spaces: ICE typically needs consent, or a judicial warrant signed by a judge.Important differences: Judicial warrant → issued by a judicial court; can authorize entry/search.Administrative warrant → issued by DHS; does not authorize entry into private space.Reasonable suspicion vs. probable cause Reasonable suspicion allows officers to briefly stop and question someone.Probable cause allows officers to arrest someone or obtain a warrant.Warrantless arrests and the 2026 ICE memo Federal law allows warrantless arrests if a person is believed to be undocumented and “likely to escape.”A January 2026 ICE memorandum broadened the interpretation of “likely to escape.”This change may lead to more frequent warrantless arrests.The Fourth Amendment also regulates how arrests are carried out, including use of force. Courts evaluate the severity of the suspected crime, the immediate threat to officers or others, and whether the person is resisting or fleeing. Force is unconstitutional when it is objectively unreasonable under the circumstances. This episode also explores: The Second Amendment right to possess firearmsThe Fifth Amendment guarantee of due processThe Sixth Amendment right to a jury trial and legal counselThe role of grand juries and jury nullificationThese protections apply broadly, including to undocumented immigrants, because the Constitution protects persons, not just citizens. Constitutional safeguards shape what happens after legal encounters begin — but they do not eliminate risk. Preparation can reduce chaos in difficult situations. Practical steps include organizing identification and legal documents, sharing document access with a trusted person, memorizing an attorney’s phone number, and creating a care plan for children if detention or deportation occurs. Resources & Links National Immigration Law Center: Judicial Warrant v. Immigration Warrant.pdf - Google Drive Immigrant Safety Plan (Legal Counsel for Youth and Children): https://lcycwa.org/isp Connect with Jill: Website: DeathReadiness.comEmail: jill@deathreadiness.comLearn more about Jill’s solutionsSubscribe to the Death Readiness Dispatch!Submit a question for Tuesday TriageDid you enjoy this episode? Share it with someone you care about. This podcast provides estate planning guidance for women and discusses real, practical issues, from caregiving, pre-planning a funeral, how to avoid probate using beneficiary designations, planning for individuals with special needs (and special needs trusts), whether you need a professional fiduciary (trustee or executor), how the estate tax works and how to preserve your legacy.   Tuesday Triage episodes answer questions from listeners like you, from powers of attorney, healthcare advance directives (and whether they work when you’re pregnant), what a Last Will and Testament really is, whether you need a trust, how Medicaid works and how to have senior and elder care conversations and how to care for aging parents.   Disclaimer: This podcast and all related content are for educational purposes only and do not constitute legal advice. No attorney-client relationship is established here. Use of this information without careful analysis and review by your attorney, CPA, and/or financial advisor may cause serious adverse consequences. For legal guidance tailored to your unique situation, consult with a licensed attorney in your state.

    32 min
  4. How Geography Can Wreck Your Estate Plan

    FEB 3

    How Geography Can Wreck Your Estate Plan

    Where you live can cost, or save, your estate hundreds of thousands of dollars. In this Tuesday Triage episode, Jill Mastroianni breaks down a listener question about estate taxes, domicile, and owning property in multiple states. Using a real-world scenario involving Washington, D.C., Maine, Georgia, and Kentucky, Jill explains how state estate and inheritance taxes actually work, why domicile is more than just a mailing address, and where people get tripped up when geography and estate planning collide. This episode helps separate fear from facts so you can make informed decisions about where, and how, you live. What You’ll Learn in This Episode Why “where you live” is a legal decision, not just a lifestyle choice. Domicile is about intent and objective facts, not where you’d prefer to be.What domicile really means for estate tax purposes. Courts look at factors like driver’s licenses, voting registration, and where you actually spend your time, not just property ownership.Why federal estate taxes aren’t the real issue for most people. With a 2026 exemption of $15 million per person, most estates won’t owe federal estate tax.How state estate taxes can create very different outcomes. The same $10 million estate can trigger dramatically different tax bills depending on whether you live in Washington, D.C., Maine, Georgia, or Kentucky.Why owning property in another state can still trigger taxes. States like Maine can impose estate tax on non-residents who own real estate there and may place liens until a return is filed.The difference between estate taxes and inheritance taxes. Estate taxes are paid by the estate. Inheritance taxes are paid by the beneficiary.Why beneficiary relationships affect tax outcomes. In states like Kentucky, close family members may be exempt, while friends or non-relatives could face significant inheritance tax bills.How multi-state property ownership can create multiple probates. Without planning, your estate could be probated in every state where you own real estate.One common strategy to avoid ancillary probate. How revocable trusts can help consolidate administration when property is spread across states.Resources & Links Change of Domicile Checklist:  https://www.deathreadiness.com/domicile-change-checklist Episode 5: Why You Shouldn’t Worry About the Estate Tax: https://www.deathreadiness.com/podcast/why-you-shouldnt-worry-about-the-estate-tax Episode 19: Why You Need (or Don’t Need) a Trust: https://www.deathreadiness.com/podcast/episode-19-how-to-know-if-you-need-a-trust Get organized with The Death Readiness Playbook: https://www.deathreadiness.com/playbook Submit a question for a future Tuesday Triage episode: https://www.deathreadiness.com/tuesdaytriage Connect with Jill: Website: DeathReadiness.comEmail: jill@deathreadiness.comLearn more about Jill’s solutionsSubscribe to the Death Readiness Dispatch!Submit a question for Tuesday TriageDid you enjoy this episode? Share it with someone you care about. This podcast provides estate planning guidance for women and discusses real, practical issues, from caregiving, pre-planning a funeral, how to avoid probate using beneficiary designations, planning for individuals with special needs (and special needs trusts), whether you need a professional fiduciary (trustee or executor), how the estate tax works and how to preserve your legacy.   Tuesday Triage episodes answer questions from listeners like you, from powers of attorney, healthcare advance directives (and whether they work when you’re pregnant), what a Last Will and Testament really is, whether you need a trust, how Medicaid works and how to have senior and elder care conversations and how to care for aging parents.   Disclaimer: This podcast and all related content are for educational purposes only and do not constitute legal advice. No attorney-client relationship is established here. Use of this information without careful analysis and review by your attorney, CPA, and/or financial advisor may cause serious adverse consequences. For legal guidance tailored to your unique situation, consult with a licensed attorney in your state.

    23 min
  5. How to Avoid Mistakes with Debt After Death

    JAN 27

    How to Avoid Mistakes with Debt After Death

    When someone dies, their bills don’t generally become yours, but the wrong step can make them yours. In this episode, Jill Mastroianni breaks down what really happens to debt after death, when you can walk away, when you can’t, and why the order in which you pay bills matters more than the amount you owe. Using a real client story, listener Tracy’s question from Virginia, and clear legal examples, Jill explains how fear, grief, and misinformation lead people to pay debts they don’t legally owe, and how to protect yourself instead.  What You’ll Learn in This Episode 1. The general rule: You are not personally responsible for a loved one’s debts, even if you’re the surviving spouse. That doesn’t mean the estate isn’t responsible. It just means creditors usually can’t come after your money. 2. The four exceptions that can make you personally liable. You may be responsible if: (i) You co-signed the debt, (ii) You are a joint account holder (not just an authorized user), (iii)You’re a surviving spouse in a “Doctrine of Necessaries” state, or (iv) You’re a surviving spouse and you live in a community property state (Arizona, California, Idaho, Louisiana, Nevada, New Mexico, Texas, Washington, Wisconsin) 3. Student loans: what dies and what doesn’t. Federal student loans are discharged at death. Private student loans depend on the contract. Private student loan co-signers may be released on the death of the student borrower only if the loan was signed on or after November 20, 2018. 4. Why even “non-probate” accounts can be pulled back. In Virginia, joint and P.O.D. accounts can still be used to pay estate debts if probate assets run out. This means “avoiding probate” does not always mean “protected from creditors.” 5. Who gets paid first when there’s not enough money. Each state sets a strict priority order. Resources & Links The Death Readiness Playbook: www.deathreadiness.com/playbook Code of Virginia § 64.2-528. Order in which debts and demands of decedents to be paid. Code of Virginia § 6.2-611. Liability of surviving party for debts and other liabilities of decedent's estate. Code of Virginia § 64.2-309. Family allowance. Code of Virginia § 64.2-310. Exempt property. Code of Virginia § 64.2-311. Homestead allowance. Discharge Due to Death | Federal Student Aid Economic Growth, Regulatory Relief, and Consumer Protection Act. Public Law 115–174—MAY 24, 2018, 132 STAT. 1296 Connect with Jill: Website: DeathReadiness.comEmail: jill@deathreadiness.comLearn more about Jill’s solutionsSubscribe to the Death Readiness Dispatch!Submit a question for Tuesday TriageDid you enjoy this episode? Share it with someone you care about. This podcast provides estate planning guidance for women and discusses real, practical issues, from caregiving, pre-planning a funeral, how to avoid probate using beneficiary designations, planning for individuals with special needs (and special needs trusts), whether you need a professional fiduciary (trustee or executor), how the estate tax works and how to preserve your legacy.   Tuesday Triage episodes answer questions from listeners like you, from powers of attorney, healthcare advance directives (and whether they work when you’re pregnant), what a Last Will and Testament really is, whether you need a trust, how Medicaid works and how to have senior and elder care conversations and how to care for aging parents.   Disclaimer: This podcast and all related content are for educational purposes only and do not constitute legal advice. No attorney-client relationship is established here. Use of this information without careful analysis and review by your attorney, CPA, and/or financial advisor may cause serious adverse consequences. For legal guidance tailored to your unique situation, consult with a licensed attorney in your state.

    19 min
  6. JAN 23

    What You Need to Know When Justice Feels Out of Reach

    What happens when someone is killed by a federal officer—and no criminal investigation follows? In this episode, Jill connects Dr. Martin Luther King, Jr.’s final words to the modern-day death of Renée Good, then walks through the legal doctrines that shape accountability in the United States. You’ll learn how immunity works, why investigations matter, and what legal paths, however limited, may still exist when the system feels silent. What You’ll Learn in This Episode Why Dr. King’s final speech still speaks to moments of national confusion and grief The story of Renée Good and why the absence of an investigation changes everything What absolute immunity is and why it protects certain government functions How immunity is tied to roles and actions, not people What 42 U.S.C. § 1983 is and when it can be used How qualified immunity makes civil accountability nearly impossible in many cases Why criminal accountability depends on investigation  How the George Floyd case differs from Renée Good’s case What supremacy clause immunity means for state prosecution of federal officers Why complete evidence, not opinions or video clips, determines whether a case can move forward How the Federal Tort Claims Act may offer one limited civil path for families Connect with Jill: Website: DeathReadiness.comEmail: jill@deathreadiness.comLearn more about Jill’s servicesSubscribe to the Death Readiness Dispatch!Submit a question for Tuesday TriageDid you enjoy this episode? Share it with someone you care about. This podcast provides estate planning guidance for women and discusses real, practical issues, from caregiving, pre-planning a funeral, how to avoid probate using beneficiary designations, planning for individuals with special needs (and special needs trusts), whether you need a professional fiduciary (trustee or executor), how the estate tax works and how to preserve your legacy.   Tuesday Triage episodes answer questions from listeners like you, from powers of attorney, healthcare advance directives (and whether they work when you’re pregnant), what a Last Will and Testament really is, whether you need a trust, how Medicaid works and how to have senior and elder care conversations and how to care for aging parents.   Disclaimer: This podcast and all related content are for educational purposes only and do not constitute legal advice. No attorney-client relationship is established here. Use of this information without careful analysis and review by your attorney, CPA, and/or financial advisor may cause serious adverse consequences. For legal guidance tailored to your unique situation, consult with a licensed attorney in your state.

    33 min
  7. Why Selling the Lake House Can Rewrite Your Will

    JAN 20

    Why Selling the Lake House Can Rewrite Your Will

    A listener in Michigan asks what happens when her Will leaves a lake house that she sold years ago. Jill breaks down how Michigan law treats the sale of specifically gifted property, why the gift doesn’t disappear the way it would under traditional ademption rules, and how that one missing update can unintentionally shift millions of dollars and destroy family relationships.  What You’ll Learn in This Episode What “ademption” means and why it wipes out gifts in many statesWhy Michigan law doesn’t automatically cancel a sold asset giftHow Michigan converts a sold house into a cash inheritanceThe dangerous ambiguity around what “value” really meansHow market swings can drastically change what one child receivesWhy buying a “replacement” property can trigger litigationResources & Links Michigan Estates & Protected Individuals Code, Section 700.2606 (Specific devises; nonademption rules) Purchase The Death Readiness Playbook: https://www.deathreadiness.com/playbook Connect with Jill: Website: DeathReadiness.comEmail: jill@deathreadiness.comLearn more about Jill’s solutionsSubscribe to the Death Readiness Dispatch!Submit a question for Tuesday TriageDid you enjoy this episode? Share it with someone you care about.   This podcast provides estate planning guidance for women and discusses real, practical issues, from caregiving, pre-planning a funeral, how to avoid probate using beneficiary designations, planning for individuals with special needs (and special needs trusts), whether you need a professional fiduciary (trustee or executor), how the estate tax works and how to preserve your legacy.   Tuesday Triage episodes answer questions from listeners like you, from powers of attorney, healthcare advance directives (and whether they work when you’re pregnant), what a Last Will and Testament really is, whether you need a trust, how Medicaid works and how to have senior and elder care conversations and how to care for aging parents.   Disclaimer: This podcast and all related content are for educational purposes only and do not constitute legal advice. No attorney-client relationship is established here. Use of this information without careful analysis and review by your attorney, CPA, and/or financial advisor may cause serious adverse consequences. For legal guidance tailored to your unique situation, consult with a licensed attorney in your state.

    16 min
  8. How Business Interests Create Estate Planning Blind Spots

    JAN 13

    How Business Interests Create Estate Planning Blind Spots

    A beautiful estate planning binder doesn’t mean your plan is complete, especially when business interests or stock grants are involved. In this Tuesday Triage episode, Jill Mastroianni unpacks a listener question about distributing a family business in a blended family and uses it to expose one of the most common estate-planning blind spots: assumptions about ownership. Through real-world examples and practical guidance, Jill walks listeners through how to identify who actually owns a business interest, what that ownership really means, and why these details matter long before a crisis forces the issue. What You’ll Learn in This Episode Why business interests and stock grants are often the weakest link in an otherwise solid estate plan How a “perfect” estate planning binder can still be full of gaps Why contributing money to a business does not automatically mean you own the business interest How to use tax documents like Schedule K-1s and Form 1099-DIVs to identify ownership The difference between pass-through entities and C corporations, and why that matters How buy-sell agreements work in family businesses and how life insurance funds them A practical starting point for gathering reliable business information using the Secretary of State’s records Resources & Links The Death Readiness Playbook. A practical system to help you translate documents into real-world readiness and fill in the gaps that estate plans often miss. https://www.deathreadiness.com/playbook Tennessee Secretary of State – Business Entity Search. Use this link to look up entity details and historical filings): https://tncab.tnsos.gov/business-entity-search Connect with Jill: Website: DeathReadiness.comEmail: jill@deathreadiness.comLearn more about Jill’s servicesSubscribe to the Death Readiness Dispatch!Submit a question for Tuesday TriageDid you enjoy this episode? Share it with someone you care about. This podcast provides estate planning guidance for women and discusses real, practical issues, from caregiving, pre-planning a funeral, how to avoid probate using beneficiary designations, planning for individuals with special needs (and special needs trusts), whether you need a professional fiduciary (trustee or executor), how the estate tax works and how to preserve your legacy.   Tuesday Triage episodes answer questions from listeners like you, from powers of attorney, healthcare advance directives (and whether they work when you’re pregnant), what a Last Will and Testament really is, whether you need a trust, how Medicaid works and how to have senior and elder care conversations and how to care for aging parents.   Disclaimer: This podcast and all related content are for educational purposes only and do not constitute legal advice. No attorney-client relationship is established here. Use of this information without careful analysis and review by your attorney, CPA, and/or financial advisor may cause serious adverse consequences. For legal guidance tailored to your unique situation, consult with a licensed attorney in your state.

    23 min

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About

You’re the one prepping for your child’s IEP meeting while trying to talk your aging dad out of getting a puppy. You’re booking medical appointments, managing the money, juggling work emails during school pickup and still expected to keep the fridge stocked and know who has practice, rehearsal, or a field trip tomorrow. Your parents are struggling, but they still insist they’re fine. You see the mobility issues, the memory slips, the unopened mail, but every offer to help feels like an argument. You’re scared to push. You’re scared to wait. And there’s no clear roadmap for how to do any of this without losing your mind or your family. Hosted by Jill Mastroianni, a former estate planning attorney turned trusted guide for women holding it all together, this podcast is your space to untangle the mess. With more than a decade of legal experience, Jill brings clarity to the hardest conversations most families avoid until it’s too late. Each episode offers honest stories, practical tools, and bite-sized steps you can actually take, even if you’re overwhelmed, even if you’re grieving, even if you’re still waiting for your mom to give you the password to the computer. You don’t need a perfect plan. You just need a place to start. Death readiness isn’t about control. It’s about love and the courage to face what’s next with open eyes and a steady hand.

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