
The Death Readiness Podcast: Not your dad’s estate planning podcast
Jill Mastroianni - Estate Planning & Probate Attorney/Lawyer for Women
75 episodes listed below
PRESS PLAY
Find your next episode
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...
Talks about
Podcasts like The Death Readiness Podcast: Not your dad’s estate planning podcast

Cost of Living (CBC)CBCPaul Haavardsrud unpacks Canadian money stories, from ski-hill VIP pricing to French butter tariffs.



Master Passive Income Podcast NetworkMaster Passive Income NetworkReal-estate freedom, taught in plain numbers.
Episodes
- 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
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
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
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
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
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
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
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
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
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
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
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
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
What You Need to Know When Justice Feels Out of Reach
This episode connects Dr.
·33m - 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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
Why You Need (or Don't Need) a Trust
Jul 15, 2025·16m - 57
What to Do with a Dead Body, Who’s in Charge, and Who Pays
Jul 11, 2025·52m - 58
How Powers of Attorney Work, When to Use Them, and When It’s Too Late to Get One
Jul 8, 2025·11m - 59
How to Prevent your Estate Plan from Becoming a Family Battlefield
Jun 27, 2025·48m - 60
How our favorite movies trained us to accept less
Jun 13, 2025·19m - 61
How to Succeed in the Caregiving Role No One Trained You For
May 30, 2025·1h 18m - 62
What You Need to Know About Embalming, Cremation, and Eco-Friendly Funerals
May 16, 2025·1h 20m - 63
Why Talking About Your Parent's Death Can’t Wait
May 2, 2025·45m - 64
Start Your Own Family Podcast with these Simple Steps
Apr 18, 2025·34m - 65
How to Start the Senior Care Conversation
Apr 4, 2025·1h - 66
How to Choose the Right Special Needs Estate Planning Team
Mar 21, 2025·1h - 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
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
What to Know Before Choosing an Executor or Agreeing to Serve as One
Feb 14, 2025·1h 2m - 70
Why You Shouldn’t Worry About the Estate Tax
Feb 7, 2025·30m - 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
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
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
The Real Cost of Dying Without an Estate Plan
Jan 10, 2025·16m - 75
Trailer
Jan 6, 2025·2m