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

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

75 episodes listed below

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In their own words

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 roadm...

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

Episodes

  1. 1

    How to write your own Will (and why you shouldn’t)

    This episode explains why handwritten wills, while legally valid in some states like Michigan, often lead to probate disputes and unintended property distribution, offering guidance on avoiding these pitfalls.

    ·24m
  2. 2

    Why That Retirement Account May Not Go Where You Think

    This episode explores the critical importance of naming beneficiaries on retirement accounts through a real case where failing to do so could cost a surviving spouse over $300,000.

    ·14m
  3. 3

    How Business Interests Create Estate Planning Blind Spots

    This episode explains why business interests and stock grants often create blind spots in estate plans, using listener questions and real-world examples to discuss ownership, documentation, and proactive planning.

    ·23m
  4. 4

    Why You Should Question the Estate Planning Expert

    This episode discusses the importance of questioning estate planning experts and trusting your instincts to improve plans for real-life situations, using a personal story about overtraining to illustrate the pitfalls of rigid planning.

    ·17m
  5. 5

    Can you Inherit from Someone You Killed (or Tried to Kill)?

    This episode explores the legal complexities of the Slayer Statute, specifically whether someone can inherit from a person they attempted to kill if the victim dies naturally, blending estate planning with true crime elements.

    ·18m
  6. 6

    Why an Innocent Woman Spent 27 Years in Prison

    This episode explores Joyce Watkins' wrongful conviction and 27-year imprisonment, featuring an interview with Jason Gitchner of the Tennessee Innocence Project about legal advocacy, resilience, and maintaining personal agency.

    ·46m
  7. 7

    What Really Happens with DIY Wills and other Lessons from the Bench

    This episode features an interview with Judge Andra Hedrick discussing the pitfalls of DIY wills and estate plans, based on her experiences in probate court.

    ·40m
  8. 8

    6 Steps to Finding the Right Estate Planning Attorney for Your Situation

    This episode shares a personal story about hiring the wrong estate planning attorney despite a trusted referral, highlighting red flags and the importance of trusting your instincts when selecting legal representation.

    ·14m
  9. 9

    Why Your Business Needs an Estate Plan, Too

    This episode explains why business owners need estate plans, using a case study about a client who discovered her stock options were actually LLC units with binding operating agreements.

    ·17m
  10. 10

    How to Give Without Jeopardizing Government Benefits

    This episode explains how families can give financial gifts to loved ones with disabilities without jeopardizing their eligibility for government benefits through proper estate planning.

    ·18m
  11. 11

    Why You Should Beware of Tax Advice Via Social Media

    This episode debunks viral social media claims about California's Proposition 19 and inheritance taxes, using a real-world example to clarify estate planning complexities.

    ·22m
  12. 12

    Why Knowing Your Rights Isn't Enough

    A former estate attorney discusses immigration enforcement rights and school protocols after her daughter participates in an ICE protest, emphasizing that knowing legal rights isn't always sufficient for protection.

    ·32m
  13. 13

    How to Avoid Mistakes with Debt After Death

    This episode explains how debt is handled after someone dies, covering when debts must be paid, the priority of different types of bills, and practical advice for managing estate administration.

    ·19m
  14. 14

    What You Need to Know When Justice Feels Out of Reach

    This episode connects Dr.

    ·33m
  15. 15

    Why Selling the Lake House Can Rewrite Your Will

    This episode explores how selling a lake house can complicate a will by transforming a specific gift into cash, potentially leading to family disputes and legal uncertainty.

    ·16m
  16. 16

    How to Build a Legacy That’s Not About Money

    The host revisits a popular episode featuring a conversation with her dad about raising a child with Down syndrome, exploring family, responsibility, and creating a meaningful legacy beyond financial estate planning.

    ·1h 10m
  17. 17

    Why Housing Security Gets Overlooked in Blended Families

    This episode explores how housing security risks manifest in blended families and long-term relationships, offering practical guidance on legal tools like life estates and leases to ensure clarity and protection.

    ·21m
  18. 18

    How a Poet Helped Me Face What I Feared

    The host shares how poet Andrea Gibson's documentary and words helped her confront personal medical fears and find agency in small steps, while connecting it to broader themes of staying present in life.

    ·12m
  19. 19

    Why Giving Money Can Do More Harm Than Good

    This episode explores how well-intentioned financial assistance, like viral GoFundMe campaigns, can inadvertently create legal and financial complications, especially when interacting with government benefits.

    ·20m
  20. 20

    Why Your Teen’s Brain Can’t Outrun the Algorithm

    This episode explores how digital algorithms and online threats pose greater dangers to teenagers than physical environments, framing digital safety as essential for modern parenting.

    ·18m
  21. 21

    How Hosting This Podcast Taught Me to Face Grief

    The host reflects on how hosting a podcast about death and estate planning has taught her to personally confront grief after a family loss, rather than just discussing it professionally.

    ·15m
  22. 22

    How to Talk to Your Parents About Getting Help at Home

    This episode features Laura Lynn Morrissey discussing practical strategies for having difficult conversations with aging parents about getting help at home or moving to assisted living, while preserving their dignity and avoiding family conflict.

    ·46m
  23. 23

    Can You Leave Money to Your Dog?

    This episode explores how to legally include pets in estate planning through animal trusts, using the host's personal story about her dog Oliver to illustrate the importance of planning for pet care after death.

    ·13m
  24. 24

    Why Jane Goodall’s Lessons Matter More Than Ever

    This episode uses Jane Goodall's inspirational story to discuss the importance of estate planning and personal responsibility in preparing for life's uncertainties.

    ·18m
  25. 25

    Why you need (or don’t need) a Will

    This episode explores whether you need a will by explaining what a will is, its purpose, and common misconceptions, using a personal anecdote to illustrate how people often approach estate planning without understanding it.

    ·22m
  26. 26

    Why You Don’t Have to Take the Executor Job

    This episode explains that being named as an executor in a will does not legally require you to serve in that role, addressing common misconceptions and providing clarity on estate planning responsibilities.

    ·11m
  27. 27

    Why Your Old Will Might Leave Out Your New Baby

    This episode explains why updating a will after having more children is crucial, using real-life examples and legal insights to highlight the risks of outdated estate plans.

    ·15m
  28. 28

    Why Banks Reject Powers of Attorney for Trust Accounts

    This episode explains why banks often reject powers of attorney for trust accounts, highlighting the legal distinctions between personal financial management and roles requiring election or appointment.

    ·12m
  29. 29

    Avoiding the Hidden Tax Trap in Lifetime Gifts

    This episode explains the complexities and common misunderstandings of irrevocable trusts in estate planning, focusing on avoiding hidden tax traps in lifetime gifts.

    ·27m
  30. 30

    How Poor Estate Planning Cost a First Lady Her Home

    This episode explores how poor estate planning led to the loss of President James Polk's historic home, Polk Place, illustrating the importance of clear legal documents to preserve legacies.

    ·25m
  31. 31

    Why Medical Aid in Dying and Assisted Suicide are not the same thing

    This episode clarifies the distinction between medical aid in dying and assisted suicide while exploring end-of-life options and legal considerations for families.

    ·14m
  32. 32

    Why Losing Your Original Will Could Cost Your Family Everything

    This episode addresses what happens when you lose your original will and provides guidance on proper filing and estate planning.

    ·21m
  33. 33

    Why Estate Plans Fail Adult Children

    This episode explains why trusts often fail when assets aren't properly transferred into them, detailing the financial and emotional costs to adult children who must handle this administrative work.

    ·21m
  34. 34

    Why Good Powers of Attorney Still Fail

    This episode discusses why powers of attorney often fail in real-world situations and offers practical steps to ensure they work effectively during family crises.

    ·21m
  35. 35

    Why that holiday “thank you” might be taxable

    This episode explains how the IRS treats holiday gifts and bonuses given to employees or independent contractors differently from family gifts, covering tax implications for items like cash, gift cards, and branded swag.

    ·23m
  36. 36

    Why Small Acts of Care Matter More Than You Think

    This episode explores how small, inconvenient acts like fostering a puppy connect to estate planning and personal agency, emphasizing that preparation and knowledge create power in uncertain times.

    ·13m
  37. 37

    When Deeds Promise to Avoid Probate but Create Chaos

    This episode explains what a ladybird deed is, how it can help avoid probate for real estate, and why it might create complications, based on the host's experience as an estate attorney.

    ·32m
  38. 38

    How to Protect Your Aging Parents and Avoid Probate Court

    This episode explains the differences between power of attorney and guardianship while offering practical steps to protect aging parents and avoid probate court.

    ·13m
  39. 39

    How Small Gaps in Your Will Become Big Problems

    This episode explains how legal gaps in wills can lead to family conflicts, using a personal story about inherited jewelry to illustrate practical estate planning tips.

    ·17m
  40. 40

    Why Your Aging Parents Aren’t Planning and How to Change It

    This episode discusses how to compassionately guide aging parents through life care and estate planning by moving them from problem awareness to solution awareness.

    ·35m
  41. 41

    How to Keep Your Ex Out of Your Estate Plan

    This episode addresses how to prevent ex-spouses from accidentally inheriting money through estate planning mistakes, using listener questions and real cases.

    ·20m
  42. 42

    How to be Fair to Your Children in Your Estate Plan

    This episode explores how to maintain fairness among children in estate planning, addressing lifetime gifts, wills, beneficiary designations, and real-world legal complications.

    ·18m
  43. 43

    How to Stop the Family Camp from Splitting Siblings

    This episode explores the challenges of keeping family properties like cottages or lake houses in the family across generations, addressing both emotional attachments and practical estate planning considerations.

    ·22m
  44. 44

    How to Give Money Without Triggering Gift Tax

    This episode explains how to give money during the holidays without triggering IRS gift tax reporting requirements, using personal stories to illustrate the importance of understanding tax rules.

    ·22m
  45. 45

    How Geography Can Wreck Your Estate Plan

    This episode explains how geography and state laws impact estate planning, focusing on estate and inheritance taxes across different states.

    ·23m
  46. 46

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

    This episode explores how a mother can protect her son from potential harm of inheriting money through trust provisions, discussing trustee powers and estate planning strategies.

    ·15m
  47. 47

    How One Boy Survived Auschwitz and Found His Dog

    This episode of The Death Readiness Podcast shares the story of Emery Grossinger, a boy who survived Auschwitz and lost both parents by age 13, framed within Jill Mastroianni's reflections on the Holocaust and estate planning.

    ·1h 7m·5 clips
  48. 48

    Why Disinheritance Can Be the Riskiest Estate Plan

    This episode explores why disinheritance can be a risky estate planning strategy and offers practical alternatives to prevent family conflict.

    ·22m
  49. 49

    What Happens When a Pregnant Woman Is Declared Brain Dead?

    This episode explores a complex medical ethics case where a pregnant woman is declared brain dead, raising questions about autonomy, abortion law, and end-of-life decisions.

    ·18m·1 clip
  50. 50

    Why Naming the Caregiver Adult Child (instead of your Spouse with Dementia) as Beneficiary of your IRA Can Backfire

    This episode explores the risks of naming a caregiver adult child as the beneficiary of an IRA, using a real listener's question about parents with dementia to highlight pitfalls and safer alternatives in estate planning.

    ·11m·1 clip
  51. 51

    How assets get lost after death and what to do

    An estate planning attorney discusses what happens to assets when someone dies and the importance of documenting them to avoid family scavenger hunts.

    Apr 14, 2026·13m
  52. 52

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

    The host discusses five critical questions to ask before agreeing to be an executor or agent under a power of attorney, emphasizing the real responsibilities and potential need to say no.

    Apr 7, 2026·17m
  53. 53

    What Every Parent Needs to Know When Their Child Turns 18

    The episode discusses the importance of legal documents for 18-year-olds to ensure their wishes are respected in medical emergencies.

    Jul 29, 2025·17m
  54. 54

    Why Prenups Aren't Just for the Rich (or the Divorcing)

    This episode discusses how prenuptial agreements can foster healthier relationships, using a case study to highlight the importance of estate planning.

    Jul 25, 2025·40m
  55. 55

    What You Need to Know About Medicaid and Protecting Your Mom’s House

    An estate planning attorney explains whether putting a house in a trust protects it from Medicaid nursing home costs.

    Jul 22, 2025·16m
  56. 56

    Why You Need (or Don't Need) a Trust

    Jul 15, 2025·16m
  57. 57

    What to Do with a Dead Body, Who’s in Charge, and Who Pays

    Jul 11, 2025·52m
  58. 58

    How Powers of Attorney Work, When to Use Them, and When It’s Too Late to Get One

    Jul 8, 2025·11m
  59. 59

    How to Prevent your Estate Plan from Becoming a Family Battlefield

    Jun 27, 2025·48m
  60. 60

    How our favorite movies trained us to accept less

    Jun 13, 2025·19m
  61. 61

    How to Succeed in the Caregiving Role No One Trained You For

    May 30, 2025·1h 18m
  62. 62

    What You Need to Know About Embalming, Cremation, and Eco-Friendly Funerals

    May 16, 2025·1h 20m
  63. 63

    Why Talking About Your Parent's Death Can’t Wait

    May 2, 2025·45m
  64. 64

    Start Your Own Family Podcast with these Simple Steps

    Apr 18, 2025·34m
  65. 65

    How to Start the Senior Care Conversation

    Apr 4, 2025·1h
  66. 66

    How to Choose the Right Special Needs Estate Planning Team

    Mar 21, 2025·1h
  67. 67

    A Parents’ Guide to Special Needs Estate Planning

    An attorney explains how special needs estate planning differs from traditional estate planning and interviews a guest about securing the future of a loved one with special needs.

    Mar 7, 2025·1h 11m
  68. 68

    What it Takes to Raise a Child with Special Needs

    Jill Mastroianni interviews her father about raising a child with Down syndrome and navigating estate planning and advocacy.

    Feb 21, 2025·1h 9m
  69. 69

    What to Know Before Choosing an Executor or Agreeing to Serve as One

    Feb 14, 2025·1h 2m
  70. 70

    Why You Shouldn’t Worry About the Estate Tax

    Feb 7, 2025·30m
  71. 71

    How to Talk to Your Parents about Death

    Attorney Jill Mastroianni interviews grief educator Megan Malick about navigating end-of-life conversations and emotional readiness.

    Jan 31, 2025·54m
  72. 72

    What Probate Really Means and How to Avoid It

    Attorney Jill Mastroianni introduces her podcast on estate planning and end-of-life preparation, sharing how she met her co-host at a networking event.

    Jan 24, 2025·1h 1m
  73. 73

    How to Organize and Preserve Your Legacy

    An attorney interviews a professional organizer about the importance of going through belongings and the emotional journey of end-of-life preparation.

    Jan 17, 2025·58m
  74. 74

    The Real Cost of Dying Without an Estate Plan

    Jan 10, 2025·16m
  75. 75

    Trailer

    Jan 6, 2025·2m