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

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

Jill Mastroianni - Estate Planning & Probate Attorney/Lawyer for Women · Jill Mastroianni

80 episodesEN

Show overview

The Death Readiness Podcast: Not your dad’s estate planning podcast launched in 2025 and has put out 80 episodes, alongside 1 trailer or bonus episode in the time since. That works out to roughly 40 hours of audio in total. Releases follow a weekly cadence.

Episodes typically run twenty to thirty-five minutes — most land between 16 min and 34 min — though episode length varies meaningfully from one episode to the next. None of the episodes are flagged explicit by the publisher. It is catalogued as a EN-language Education show.

The show is actively publishing — the most recent episode landed 2 days ago, with 24 episodes already out so far this year. Published by Jill Mastroianni.

Episodes
80
Running
2025–2026 · 1y
Median length
21 min
Cadence
Weekly

From the publisher

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.

Latest Episodes

View all 80 episodes

How Do You Know If Mom Can Still Sign

May 19, 202614 min

How to Update Estate Planning After a Dementia Diagnosis

May 12, 202624 min

How to Take Your Estate Plan Off Script

May 5, 202617 min

Why your life insurance trust might not work

Apr 28, 202621 min

How Living Wills and Last Wills Get Confused All the Time

Apr 21, 202612 min

How assets get lost after death and what to do

Apr 14, 202612 min

Ep 73Why saying yes to serving as agent under a POA can backfire

Agreeing to serve as an executor, trustee, or agent under a power of attorney often feels like the right thing to do but it’s also one of the most overlooked risks in estate planning. In this episode, Jill flips the perspective and walks through what you need to evaluate before you say yes to a fiduciary role in someone else’s estate plan. From compensation and liability to knowing when to step in and how to step out, this episode highlights the gap between estate planning documents and real-life execution. Because a well-drafted estate plan only works if the people named in it are set up to succeed. What You’ll Learn in This Episode Why saying “yes” to serving in an estate plan can create unexpected stress, conflict, and liability The five key questions to ask before agreeing to serve as executor, trustee, or agent under a power of attorney How estate planning documents often fail to prepare fiduciaries for real-world responsibilities Why estate planning isn’t just about documents; it’s about implementation Key Takeaways for Estate Planning 1. Serving in an Estate Plan Is a Job—Not a Favor. Acting as executor, trustee, or power of attorney requires time, decision-making, and accountability. Estate planning documents should clearly address compensation. If compensation isn’t defined, it can lead to tension, burnout, or refusal to serve. 2. Understand When Your Authority Begins. Powers of attorney are either immediate or springing. “Incapacity” must be clearly defined within the power of attorney document. Without clarity, fiduciaries are left navigating gray areas with banks, doctors, and family members. 3. Know How to Step Down. Estate planning should include a clear resignation process for fiduciaries. Questions to ask include: Who needs to be notified? Is a successor already named? Are you required to continue until replaced? 4. Protect Yourself from Liability. Serving in an estate plan carries real legal risk. Non-professional fiduciaries often lack insurance protection. Estate planning documents should include indemnification language to protect you. 5. You Need Information to Do the Job. Most people step into estate roles with little to no asset visibility. A strong estate plan includes asset inventories, clear instructions and ongoing updates. Resources & Links Watch this episode on YouTube: https://youtu.be/QGPDhEcvktg Limitation of Liability Language: I recognize that the Executor of my Estate may be an individual who is not a professional fiduciary. In order to induce such individual to serve in such capacity, I hereby direct that the assets of the Estate be used to indemnify and hold any individual non-professional fiduciary serving as Executor harmless with respect to any and all acts, except for fraud and bad faith of such individual in connection with (i) the administration of my Estate, and (ii) the investment of assets with respect to my Estate. Mollie Lacher’s services: https://sunnycareservices.com/our-services/ The Death Readiness Playbook: www.deathreadiness.com/playbook The Death Readiness Playbook Co-Branding: www.deathreadiness.com/playbookbranding Connect with Jill: Website: DeathReadiness.com Email: [email protected] Learn more about Jill’s solutions Subscribe to the Death Readiness Dispatch! Submit a question for Tuesday Triage Did 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. 

Apr 7, 202616 min

Ep 72What You Can and Can’t Do with the Trust You Inherited

Can you stop your child from inheriting money, even if the trust says they should? In this estate planning episode, we walk through a real-life scenario where a mother is trying to protect her son from receiving a large inheritance at the wrong time. Along the way, we break down how estate planning tools like trusts actually work in real life, what trustees can and can’t do, and why you can’t simply “use up” a trust to avoid passing money on. We also introduce a powerful (and often overlooked) tool, a power of appointment, that might allow you to adjust what happens next, even when a trust is irrevocable. Because sometimes the plan is set… but not completely locked. What You’ll Learn about Estate Planning Why estate planning often includes trusts, even for families who don’t consider themselves wealthy What a trustee does and what fiduciary duty really means How the HEMS standard (health, education, maintenance, and support) shapes trust distributions in estate planning Real-life examples of what trusts allow, and don’t allow, when it comes to distributions Why you can’t “spend down” a trust to avoid passing assets in an estate plan How estate planning balances the needs of current and future beneficiaries What “irrevocable” means in estate planning, and where flexibility may still exist What a power of appointment is and how it functions within an estate plan The difference between a limited and general power of appointment in trusts Why exercising a power of appointment requires proper legal execution How estate planning can be adapted to better protect vulnerable beneficiaries Resources & Links Watch this episode on YouTube: https://youtu.be/YBOGjuhJkyA Estate Plan Audit: Understand your existing estate planning documents and how they actually work in real life: https://deathreadiness.com/audit Examples of powers of appointment: Limited Power of Appointment. Upon the Child’s death, the Child shall have the power, exercisable only by specific reference in such Child's valid Last Will and Testament or Qualified Revocable Trust, to appoint the income and principal of the Child's trust as they exist upon my Child’s death, in whole or in part, to or for the benefit of one or more of the descendants of my father, John Smith, and one or more of the descendants of my spouse’s father, Robert Carpenter, in such amounts and proportions, and on such terms and conditions, either outright or in trust, as the Child may direct, provided, this power shall not be exercised in favor of the Child, the Child's creditors, the Child's estate, creditors of the Child's estate, or in any manner that would result in any economic benefit to the Child. To the extent the Child does not exercise this testamentary limited power of appointment, the remaining assets of the Child’s Trust shall be administered as provided, below, following the Child’s death. General Power of Appointment. Upon the beneficiary’s death, the beneficiary shall have the power, only by specific reference to this power in the beneficiary’s valid Last Will and Testament, to appoint such portion or all of the assets otherwise distributable from such trust, to the beneficiary’s creditors, the creditors of the beneficiary’s estate, and the beneficiary’s estate. To the extent the beneficiary does not exercise this general power of appointment, the remaining assets of the trust shall be administered as provided, below, following the beneficiary’s death. Connect with Jill: Website: DeathReadiness.com Email: [email protected] Learn more about Jill’s solutions Subscribe to the Death Readiness Dispatch! Submit a question for Tuesday Triage Did 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. 

Mar 31, 202615 min

Ep 71Why That Retirement Account May Not Go Where You Think

What happens if you don’t name a beneficiary on your retirement account? Most people assume it goes to the estate. But that assumption can be dangerously wrong. In this episode, Jill walks through a real case where getting this wrong would have cost a surviving spouse more than $300,000, and explains what actually controls the outcome in your estate planning. What You’ll Learn in This Episode Why retirement accounts don’t follow your estate planning documents. Retirement accounts are generally non-probate assets if beneficiary designations are used, meaning they pass outside of your Will and traditional estate planning structure. The beneficiary designation controls. The estate planning mistake people (and professionals) make. Most people assume that if no beneficiary is named, the account automatically becomes part of your probate estate. In reality, the estate planning outcome depends on the plan agreement. Why “that’s just how it works” can derail your estate plan. When it comes to estate planning, assumptions can be expensive. The better question is:“How do we know that?” How intestate succession impacts your estate plan. If assets flow through your estate without a Will, state law controls distribution, often producing outcomes that don’t align with your intended estate planning goals. What effective estate planning actually looks like. Estate planning isn’t just documents—it’s understanding what controls each asset, asking better questions, and verifying the details instead of relying on assumptions. Resources & Links Watch the podcast on YouTube: https://youtu.be/nzQsb2bo9JY The Death Readiness Playbook (2nd Edition) A practical tool to support your estate planning and organize what actually matters:https://deathreadiness.com/playbook Weekly Newsletter (Estate Planning Insights) Get ongoing guidance and real-world estate planning examples:https://deathreadiness.com/subscribe Connect with Jill: Website: DeathReadiness.com Email: [email protected] Learn more about Jill’s solutions Subscribe to the Death Readiness Dispatch! Submit a question for Tuesday Triage Did 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. 

Mar 24, 202614 min

Ep 70Why Giving Money Can Do More Harm Than Good

A viral GoFundMe campaign for a DooDash delivery driver reminds us that generosity, while beautiful, can have unintended consequences. In this episode, Jill walks through real-life examples from her law practice to explain how giving money, especially to someone receiving government benefits, can sometimes do more harm than good. Thoughtful generosity often requires slowing down and understanding the full picture. What You’ll Learn in This Episode Why good intentions aren’t always enough. Even well-meaning financial help can create serious legal and financial consequences when government benefits like Medicaid are involved. What “means-tested benefits” actually means. Programs like Medicaid require recipients to stay below strict income and asset limits to qualify and remain eligible. How a financial gift can backfire. A lump sum (like GoFundMe proceeds) count as income in the month received. If retained, the lump sum becomes a resource in the following month. Both an increase in income and an increase in resources can push someone over eligibility limits and cause a loss of government benefits The real cost of “help.” A $10,000 gift could trigger loss of coverage and result in tens of thousands of dollars in out-of-pocket medical or nursing home costs. Why Medicaid eligibility is not “set it and forget it.” Eligibility is reviewed regularly, and changes in income or assets can trigger reassessment or penalties. How small details can cause big problems. Even something like a life insurance policy structured incorrectly can jeopardize benefits eligibility. The hidden questions behind sudden wealth. When someone receives a large sum of money: (i) Can they manage it responsibly? (ii) Are they protected from scams or pressure to give or loan money? (iii) Do they have an estate plan in place? The core principle: “First, do no harm.” Sometimes the most compassionate action is to pause, ask questions, and ensure your help actually helps. Resources & Links Brittany and Richard’s News Clip on YouTube: https://www.youtube.com/watch?v=wnYmQH4Ivv4 Brittany’s GoFundMe campaign for Richard’s benefit: https://www.gofundme.com/f/give-richard-a-chance-to-rest-again Episode 20: What You Need to Know about Medicaid and Protecting Your Mom’s House: https://www.deathreadiness.com/podcast/episode-20-what-you-need-to-know-about-medicaid-and-protecting-your-moms-house Jill’s Tennessee Estate Planning Solution: Estate Planning Solution — Death Readiness Subscribe to Jill’s email newsletter: Subscribe — Death Readiness Connect with Jill: Website: DeathReadiness.com Email: [email protected] Learn more about Jill’s solutions Subscribe to the Death Readiness Dispatch! Submit a question for Tuesday Triage Did 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. 

Mar 17, 202619 min

Ep 69Why Estate Plans Fail Adult Children

Your parents paid thousands of dollars for a revocable trust but none of the assets were ever transferred into it. Did their estate planning attorney make a mistake? In this episode of The Death Readiness Podcast, Jill Mastroianni explains what it actually means to fund a trust, why this step is essential for the plan to work, and who is typically responsible for doing it. She also walks through a real-world example showing how failing to fund a trust can cost families hundreds of thousands of dollars in probate fees and create a huge administrative burden for adult children. More importantly, Jill highlights the hidden emotional cost when estate planning work falls on family members instead of being handled during the parent’s lifetime. What You’ll Learn in This Episode What “Funding a Trust” Actually Means. A trust agreement by itself does not control your assets. For the trust to work, assets must be retitled in the name of the trust. If assets remain titled in an individual’s name, they may still go through probate, even if a trust exists. Why People Create Revocable Trusts. Revocable trusts are commonly used for two main purposes:(1) Asset Management During Life--A trust allows a successor trustee (often an adult child) to step in and help manage finances if the creator of the trust becomes ill or cognitively impaired, and (2)Avoiding Probate --Assets properly titled in a trust can pass directly to beneficiaries without going through the court-supervised probate process. Why Trust Funding Gets Overlooked. Many families believe their estate plan is finished once the documents are signed. But drafting the estate planning documents and implementing the estate plan are two different steps. Common reasons funding doesn’t happen include: clients assume the attorney handles everything, attorneys expect the client to complete the transfers, financial institutions make the process difficult, and the administrative work simply gets postponed. The Emotional Cost for Adult Children. Adult children often end up acting as: administrative assistants, financial coordinators, and the ones responsible for communicating with customer service representatives at banks and insurance companies, all while balancing their own work, families, and responsibilities. Good estate planning should reduce that burden, not create it. Who Should Handle Trust Funding? Attorneys typically draft the documents, but they may not handle the administrative work of transferring every asset in the trust. Funding a trust often involves contacting financial institutions, completing transfer paperwork, updating beneficiary designations, retitling property, and coordinating insurance policies. Because this work is time-consuming, Jill recommends working with a specialist who focuses on trust funding. Jill recommends Mollie Lacher at Sunny Care Services, LLC: https://sunnycareservices.com/ Simplifying Your Financial Life. Jill also recommends simplifying financial accounts. Having assets spread across multiple institutions can make trust funding, and future management, much harder. Working with a financial advisor and consolidating accounts can help reduce administrative complexity, ensure required minimum distributions are handled correctly, and make it easier for a successor trustee or family member to step in if needed. Jill recommends Blair Martin at RW Baird: https://lexingtondt.bairdwealth.com/team/blair-c-martin Resources & Links Episode 38, Why You Need (or Don’t Need) a Will in the show notes: https://www.deathreadiness.com/podcast/why-you-need-or-dont-need-a-will 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 Mollie Lacher, Sunny Care Services, LLC: https://sunnycareservices.com/ Blair Martin, RW Baird: https://lexingtondt.bairdwealth.com/team/blair-c-martin Connect with Jill: Website: DeathReadiness.com Email: [email protected] Learn more about Jill’s solutions Subscribe to the Death Readiness Dispatch! Submit a question for Tuesday Triage Did 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 attor

Mar 10, 202621 min

Ep 68Why Good Powers of Attorney Still Fail

Most people think signing a power of attorney is the hard part but the real challenge is making sure it actually works when someone you love needs to use it. In this episode, Jill shares a real-life story of a daughter trying to help her mother and running into unexpected roadblocks with a bank, even though the legal documents were properly signed years earlier. You’ll learn why “good” estate planning can still fail in the real world and the five practical steps you can take now to reduce friction later. This episode is about moving from legal theory to real-life implementation because Death Readiness isn’t just paperwork; it’s making sure your plan works when life gets messy. What You’ll Learn in This Episode First: Understanding the Basics A power of attorney (POA) is the legal document. The person named to make decisions on someone else’s behalf is the agent. The person granting authority is the principal. Capacity matters: once someone loses the ability to understand decisions, the window to create a power of attorney closes. Immediate vs. springing powers of attorney — and why that distinction matters in a crisis. Real-World Lesson: Why Good Documents Still Hit Roadblocks Banks often hesitate to accept older powers of attorney. Financial institutions prioritize fraud prevention and risk reduction. Front-line employees may not feel comfortable interpreting legal documents, even valid ones. A legally sound power of attorney doesn’t always match a bank’s internal expectations. Jill’s Five Real-World Power of Attorney Tips #1 Make effectiveness obvious. Clearly state when the power of attorney becomes effective so no one is guessing in a high-stress moment. #2 Include Third-Party Reliance language. Help banks and financial institutions feel protected when they rely on your document. #3 Get your power of attorney on file early. Don’t wait for a crisis. Ask each financial institution what they need now. And be careful: Agent ≠ Joint Owner Adding someone as joint owner can change ownership rights and estate outcomes. #4 Meet banks where they are. Banks are cautious for a reason. Proactive conversations and appointments before a crisis can prevent future delays. #5 Refresh documents periodically. Even if nothing changes, updated documents often feel more reliable to third parties and can reduce resistance. Resources & Links Episode 17, How Powers of Attorney Work, When to Use Them, and When It’s Too Late to Get One Power of Attorney – Third Party Reliance Section: https://drive.google.com/file/d/1PlbNW7Ty4VUxgvrRgOnVoGQJDnoc6hol/view?usp=drivesdk Connect with Jill: Website: DeathReadiness.com Email: [email protected] Learn more about Jill’s solutions Subscribe to the Death Readiness Dispatch! Submit a question for Tuesday Triage Did 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. 

Mar 3, 202620 min

Ep 67How to Give Without Jeopardizing Government Benefits

A grandmother wants to divide her wealth equally among her grandchildren — but one grandchild has Down syndrome, and a simple gift could unintentionally jeopardize eligibility for important government benefits. In this Tuesday Triage episode, Jill walks through required minimum distributions (RMDs), why “equal” doesn’t always mean “fair,” and how thoughtful planning protects both generosity and long-term support. You’ll learn how special needs planning tools like ABLE accounts and third-party special needs trusts help families give with love without causing unintended consequences. What You’ll Learn in This Episode The Real Question Behind the Gift. Why a grandmother’s desire to treat grandchildren equally can create hidden risks, how generosity and fairness sometimes require different planning strategies, and the importance of slowing down before writing checks. Understanding Required Minimum Distributions (RMDs). What an RMD actually is and why age 73 matters, how the IRS calculates your RMD using life expectancy tables, and the difference between a traditional IRA and a Roth IRA when it comes to RMD rules. Family Dynamics Most People Skip. Why conversations with parents matter before giving money to grandchildren, common emotional expectations that quietly attach themselves to gifts, how financial gifts can create tension between generations, even when well intended, and alternatives to cash gifts that still feel meaningful Accounts for Minors Explained Simply. What a 529 account is and when it makes sense, the difference between UTMA and UGMA accounts, and why custodial accounts legally belong to the child. Special Needs Planning Essentials. What “means-tested benefits” actually means,why direct gifts can unintentionally reduce or eliminate SSI or Medicaid eligibility, how eligibility thresholds work and why even temporary increases matter, and the long-term consequences of well-intentioned gifts. Tools That Help Families Give Safely Third-party special needs trusts. Funded by parents or grandparents and assets don’t count against benefits. when properly drafted ABLE accounts. What ABLE stands for (Achieving a Better Life Experience), how these accounts allow savings for individuals with disabilities, 2026 contribution limits and key restrictions, and why coordination with parents is crucial. The Bigger Lesson. Why communication matters as much as the money itself, how mismatched expectations can create family conflict, andwhy thoughtful planning is an act of love, not just a legal exercise. Resources & Links Tennessee Estate Planning Services with Jill Mastroianni: https://www.deathreadiness.com/estate-planning-solution Connect with Jill: Website: DeathReadiness.com Email: [email protected] Learn more about Jill’s solutions Subscribe to the Death Readiness Dispatch! Submit a question for Tuesday Triage Did 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. 

Feb 24, 202618 min

Ep 66Why Small Acts of Care Matter More Than You Think

In this Friday episode, Jill shares the unexpected lessons she’s learning from fostering a puppy named Boots, and how chaos, inconvenience, and small acts of care reveal what agency really looks like. Through stories about raising a guide dog puppy as a child, parenting, and estate planning, this episode reframes death readiness as something much more human: choosing small, meaningful actions even when the outcome isn’t guaranteed. What You’ll Learn in This Episode Agency isn’t always big or visible. Sometimes it looks like fostering one dog, making one appointment, or organizing one folder, small actions that still move life forward. Discomfort is often part of meaningful care. Whether it’s fostering a puppy or updating your estate planning documents, the things that matter most are often inconvenient, and worth it anyway. Preparation creates power. Jill reflects on responding to overwhelming world events by returning to what she knows best: knowledge, planning, and helping others feel more prepared. What we model matters. Fostering Boots becomes a way for Jill to show her daughter that small acts still have value, even if they don’t change the whole world. Estate planning and fostering share surprising parallels. Both require patience, emotional risk, and planning for a future you may not personally see. You don’t have to enjoy something for it to be important. Jill compares updating her records to running: she never regrets doing it, even when she doesn’t feel like starting. Small acts compound into legacy. The episode reminds listeners that legacy is built through consistent, imperfect, everyday decisions, not grand gestures. Resources & Links Detroit Dog Rescue: https://detroitdogrescue.com/ Connect with Jill: Website: DeathReadiness.com Email: [email protected] Learn more about Jill’s Solutions Subscribe to the Death Readiness Dispatch! Submit a question for Tuesday Triage Did 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. 

Feb 20, 202613 min

Ep 65Why 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 EpisodeWhy estate-planning advice from social media can be misleading without contextThe difference between property taxes and capital gains taxesHow Proposition 13 created predictable property-tax increases in CaliforniaWhat Proposition 19 changed about parent-to-child property transfersHow reassessment works when real estate is inheritedThe primary residence exception under Proposition 19Filing requirements for the parent-child reassessment exclusionWhy step-up in tax basis remains a powerful tax benefit when inheriting propertyFinancial options after inheriting a home, including selling or rentingWhat property taxes actually fund in local communitiesResources & LinksTennessee Estate Planning Services: https://www.deathreadiness.com/estate-planning-solutionTrue Hustle Podcast YouTube Clip re: Proposition 19: Start at 2:35 https://www.youtube.com/watch?v=Az1bbDbiYRoProposition 19: https://leginfo.legislature.ca.gov/faces/billNavClient.xhtml?bill_id=201920200ACA11Connect with Jill:Website: DeathReadiness.comEmail: [email protected] 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. 

Feb 17, 202621 min

Ep 64How 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 EpisodeA 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 & LinksSample provision equalization clause: https://drive.google.com/file/d/1sl10acDgZ9hxhwxJGHO17NYbB9DE633A/view?usp=drivesdkEpisode 59: Why Selling the Lake House Can Rewrite Your Will: https://www.deathreadiness.com/podcast/59Connect with Jill:Website: DeathReadiness.comEmail: [email protected] 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. 

Feb 10, 202618 min

Ep 63Why 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 TakeawaysUnderstanding ICE and local cooperationImmigration 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 policyFor 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 causeReasonable 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 memoFederal 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 & LinksNational Immigration Law Center: Judicial Warrant v. Immigration Warrant.pdf - Google DriveImmigrant Safety Plan (Legal Counsel for Youth and Children):https://lcycwa.org/ispConnect with Jill:Website: DeathReadiness.comEmail: [email protected] 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 wit

Feb 6, 202631 min

Ep 62How 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 EpisodeWhy “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 & LinksChange of Domicile Checklist: https://www.deathreadiness.com/domicile-change-checklistEpisode 5: Why You Shouldn’t Worry About the Estate Tax:https://www.deathreadiness.com/podcast/why-you-shouldnt-worry-about-the-estate-taxEpisode 19: Why You Need (or Don’t Need) a Trust:https://www.deathreadiness.com/podcast/episode-19-how-to-know-if-you-need-a-trustGet organized with The Death Readiness Playbook:https://www.deathreadiness.com/playbookSubmit a question for a future Tuesday Triage episode:https://www.deathreadiness.com/tuesdaytriageConnect with Jill:Website: DeathReadiness.comEmail: [email protected] 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. 

Feb 3, 202622 min

Ep 61How 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 Episode1. 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 & LinksThe Death Readiness Playbook: www.deathreadiness.com/playbookCode 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 AidEconomic Growth, Regulatory Relief, and Consumer Protection Act. Public Law 115–174—MAY 24, 2018, 132 STAT. 1296Connect with Jill:Website: DeathReadiness.comEmail: [email protected] 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. 

Jan 27, 202618 min

Ep 60What 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 EpisodeWhy Dr. King’s final speech still speaks to moments of national confusion and griefThe story of Renée Good and why the absence of an investigation changes everythingWhat absolute immunity is and why it protects certain government functionsHow immunity is tied to roles and actions, not peopleWhat 42 U.S.C. § 1983 is and when it can be usedHow qualified immunity makes civil accountability nearly impossible in many casesWhy criminal accountability depends on investigation How the George Floyd case differs from Renée Good’s caseWhat supremacy clause immunity means for state prosecution of federal officersWhy complete evidence, not opinions or video clips, determines whether a case can move forwardHow the Federal Tort Claims Act may offer one limited civil path for familiesConnect with Jill:Website: DeathReadiness.comEmail: [email protected] 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. 

Jan 23, 202633 min
2025-2026 The Death Readiness Podcast