How Business Interests Create Estate Planning Blind Spots episode artwork

EPISODE · Jan 13, 2026 · 22 MIN

How Business Interests Create Estate Planning Blind Spots

from The Death Readiness Podcast: Not your dad’s estate planning podcast · host Jill Mastroianni

A beautiful estate planning binder doesn’t mean your plan is complete, especially when business interests or stock grants are involved. In this Tuesday Triage episode, Jill Mastroianni unpacks a listener question about distributing a family business in a blended family and uses it to expose one of the most common estate-planning blind spots: assumptions about ownership.Through real-world examples and practical guidance, Jill walks listeners through how to identify who actually owns a business interest, what that ownership really means, and why these details matter long before a crisis forces the issue.What You’ll Learn in This EpisodeWhy business interests and stock grants are often the weakest link in an otherwise solid estate planHow a “perfect” estate planning binder can still be full of gapsWhy contributing money to a business does not automatically mean you own the business interestHow to use tax documents like Schedule K-1s and Form 1099-DIVs to identify ownershipThe difference between pass-through entities and C corporations, and why that mattersHow buy-sell agreements work in family businesses and how life insurance funds themA practical starting point for gathering reliable business information using the Secretary of State’s recordsResources & LinksThe Death Readiness Playbook. A practical system to help you translate documents into real-world readiness and fill in the gaps that estate plans often miss. https://www.deathreadiness.com/playbookTennessee Secretary of State – Business Entity Search. Use this link to look up entity details and historical filings): https://tncab.tnsos.gov/business-entity-searchConnect 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. 

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How Business Interests Create Estate Planning Blind Spots

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This episode is 22 minutes long.

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This episode was published on January 13, 2026.

What is this episode about?

A beautiful estate planning binder doesn’t mean your plan is complete, especially when business interests or stock grants are involved. In this Tuesday Triage episode, Jill Mastroianni unpacks a listener question about distributing a family business...

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