When we think of Family Business Succession, we tend to picture a smooth handoff. Yet, the reality is usually fraught with disagreements, financial strain, and even emotional burnout. It takes careful planning, open dialogue, and a willingness to adapt to keep a company running across decades.
Curated Content Succession Lessons

The Truth About Family Business Succession: Why Many Fail

  • April 5, 2025
  • 1 minute read
Life-altering events may be unexpected, but that doesn’t mean you can’t plan for them. While no succession plan is foolproof, you can stay on track if you craft your succession plans with the 5 Ds in mind...
Curated Content Succession Lessons

Life is Unpredictable: The “5 Ds” of Succession Planning

  • January 28, 2025
  • 1 minute read
If you are considering when —or if— you can challenge a will in Ontario, it is important to understand that not every disagreement leads to a successful claim. Ontario courts respect testamentary freedom...
Curated Content Frequently Asked Questions

When Can You Challenge a Will in Ontario?

  • January 10, 2026
  • Less than a minute
Following the death of Ozzy Osbourne, headlines turned to an alleged change to his will, in which Ozzy stipulated that his widow, Sharon, is to receive a dozen black roses a week for the rest of her life...
Celebrity Estates Curated Content

Ozzy Osbourne’s “Black Roses” Request

  • August 14, 2025
  • 1 minute read
Holding Assets & Accounts Jointly with Your Kids: Know the Risks
Common Mistakes Curated Content

Holding Assets & Accounts Jointly with Your Kids: Know the Risks

  • February 24, 2025
  • 2 minutes read
Apple Blocks Widow from Honouring Husband's Dying Wish | Digital Distress | Online Accounts | Estates Gone Wrong
Curated Content Digital Distress

Apple Blocks Widow from Honouring Husband’s Dying Wish

  • February 11, 2021
  • 1 minute read
When it’s time to do your estate planning – and it’s actually never too soon to begin – you may find the process, at first, to be somewhat bewildering. Using a trust company can make things a lot easier when it’s time to plan and execute your estate.
Curated Content Related Resources

Who Can You Trust to Help Reduce the Stress of Estate Planning?

The Importance of Appointing a Digital Executor | Accessing and Protecting Digital Assets | Estate Planning | Estates Gone Wrong
Curated Content Digital Distress

The Importance of Appointing a Digital Executor

One widely shared social post says putting “everything you own” into a Trust could bypass probate, leaving more funds for your kids when passing on your estate. But that advice is far from universal.
Curated Content Frequently Asked Questions

Put “Everything in a Trust” to Bypass Probate: Is This Good Advice?

It seems that traditional approaches and societal norms are underpinning the practice of the daughter being given the caregiver role and the son looking after finances and property, even though their skills and abilities may not match those roles.
Curated Content Related Resources

Designating POA Responsibilities: Is Gender Playing a Role?

Learn the critical reasons why a will alone is insufficient for a comprehensive estate plan, and why incorporating trusts, beneficiary designations and incapacity planning is essential to ensure a seamless and protected transfer of your assets to your loved ones.
Common Mistakes Curated Content

Relying Solely on a Will? It Could Be a Costly Mistake!

valuable lessons learned from

Communication Breakdowns
& Family Disputes

Don’t Wait to Communicate Your Estate Plan | Three Reasons | Curated Content | Communication Breakdowns | Estates Gone Wrong
Communication Breakdowns Curated Content

The Importance of Communicating Your Estate Plan: 3 Big Reasons

  • July 8, 2024
  • Less than a minute
Homemade wills can create confusion, delay and heartbreak for the very people you’re trying to protect. A will is one of the most important legal documents a person will ever sign. Spending an hour with an estate lawyer is not a luxury — it’s a safeguard against the horrors of homemade wills.
Communication Breakdowns Curated Content

Cautionary Tales of DIY Gone Awry: The Horrors of Homemade

  • October 21, 2025
  • 3 minutes read
UK docuseries "Inheritance Wars" features gripping and shocking true stories of families dragged through the courts by grief and greed...
Dramatized Content Family Disputes

Inheritance Wars | UK Documentary Series | 2023

  • September 17, 2023
  • 1 minute read
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All Celebrity Estates Family Disputes Charitable Misgivings Common Mistakes Bizarre Bequests Long-Term Care Crisis Communication Breakdowns Property Pitfalls Digital Distress Guardian Safeguards
Don't Let Denial Delay Long-Term Care Planning | Curated Content | Elder Care | Estate Planning | Estates Gone Wrong
Curated Content Long-Term Care Crisis

Don’t Let Denial Delay Long-Term Care Planning

  • August 27, 2024
  • 1 minute read
The Roy family is known for controlling the biggest media and entertainment company in the world. However, their world changes when their father steps down from the company.
Dramatized Content Family Disputes

Succession | Television Series | 2018-2023

  • June 3, 2018
  • 1 minute read
A commitment-phobic man goes in search of a bride to inherit his grandfather's one hundred million dollar inheritance.
Bizarre Bequests Dramatized Content

The Bachelor | American Comedy-Drama Film | 1999

  • November 5, 1999
  • 1 minute read
Priscilla Presley Settles Dispute with Granddaughter over Lisa Marie Presley's Estate | Curated Content | Celebrity Estates
Celebrity Estates Curated Content

Priscilla Presley Settles Dispute with Granddaughter over Estate

  • May 16, 2023
  • Less than a minute
Early inheritance is an increasingly popular route towards homeownership: a way for Canadian families to support younger generations...
Curated Content Property Pitfalls

Early Inheritance is Trending: Canada’s ‘Living Legacy’ Movement

  • March 27, 2025
  • 1 minute read
Inheriting property can be a blessing, but it may also bring challenges, particularly if disputes arise among heirs or co-owners. Understanding the legal and practical steps to manage these disputes is crucial for protecting your interests and resolving conflicts.
Curated Content Property Pitfalls

Inherited Property Disputes: Common Causes & Steps to Resolve

  • February 19, 2025
  • 1 minute read
Estate litigation lawyers across Canada are seeing a steady increase in undue influence estate disputes. Families are more frequently questioning whether a will truly reflects a loved one’s wishes or whether someone exerted pressure behind the scenes.
Curated Content Family Disputes

Steady Increase in Undue Influence Estate Disputes in Canada

  • March 23, 2026
  • Less than a minute
This case underscores that when emotional ties to family cottages are not managed by clear legal drafting, even well-intentioned estate plans can result in litigation.
Curated Content Family Disputes

Ontario Court Ruling: Sibling Dispute Over The Family Cottage

  • June 16, 2025
  • 1 minute read
Grieving Families Face "Grisly Problem" | Digital Access After Death | Passwords | Online Accounts | Biometrics | Estates Gone Wrong
Curated Content Digital Distress

Digital Access: Grieving Families Face “Grisly Problem”

  • March 15, 2023
  • 1 minute read
Families rarely plan for capacity disputes. They emerge in real time. Disputes often grow when families assume capacity is global. However, capacity is decision-specific. It is not a single, permanent label.
Curated Content Guardian Safeguards

Decision Making & Older Adults: Capacity Disputes in Ontario

  • March 20, 2026
  • 1 minute read
A charitable legacy can be an integral part of estate planning, providing a meaningful way to support community initiatives, educational institutions, medical research, or other important causes. The process involves allocating a portion of your estate to benefit causes or organizations you care about, but how is this done?
Charitable Misgivings Curated Content

How To Leave a Charitable Legacy through Your Estate Plan

  • January 9, 2025
  • 1 minute read
Preventing Loved Ones from Internet Scams: Powers of Attorney
Curated Content Digital Distress

Preventing Loved Ones from Internet Scams: Powers of Attorney

  • December 5, 2024
  • 1 minute read
guardian safeguards + eldercare nightmares

The Importance of Planning for
Custody & Long-Term Care

When we are young and vulnerable, our parents protect and care for our every need. As time moves on, we grow up, our parents age, and along the way, we fail to think there could ever be a day that they would be the ones that need looking after.
Curated Content Long-Term Care Crisis

Managing the Costs of Caring for Aging Parents in Canada

  • January 26, 2026
  • 1 minute read
Guardianship Scams: The Stuff of Recurring Nightmares | Ransacking the Wealth and Autonomy of Countless Older Americans | Estates Gone Wrong
Curated Content Guardian Safeguards

Guardianship Scams: The Stuff of Recurring Nightmares

  • February 23, 2021
  • 1 minute read
America's Elder Care Crisis is Here— And We're Not Ready | Long-Term Care | Elder Care | Estates Gone Wrong
Curated Content Long-Term Care Crisis

America’s Elder Care Crisis is Here & We’re Not Ready

  • December 15, 2023
  • 1 minute read
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Helpful Tips + Reference Guides

Related Resources

Talking about money is never easy, especially when it involves inheritance, and in many wealthy families, conversations about who gets what, when, and why can feel uncomfortable. Learn how to have constructive talks regarding wealth, values, legacy.
Curated Content Related Resources

Family Wealth Conversations: Strategies That Work

  • October 6, 2025
  • 1 minute read
Read More
Inheriting a Registered Pension Plan can offer significant financial support, but it also comes with complexities and potential tax challenges. This post explores how RPPs are handled after death and provides strategies for navigating the process.
Curated Content Related Resources

Inheriting a Registered Pension Plan: What You Need to Know

  • February 24, 2025
  • 1 minute read
Read More
These books offer the most current 2025 insights and can help you stay ahead of the curve in protecting your family and legacy with confidence.
Curated Content Related Resources

7 Future-Forward Estate Planning Books Defining 2025

  • June 27, 2025
  • 1 minute read
Read More
Your Living Will: a Crucial Component of a Complete Estate Plan
Curated Content Related Resources

Living Will: a Crucial Component of a Complete Estate Plan

  • May 28, 2024
  • 1 minute read
Read More
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Recent Posts

Over the past decade, a caregiving crisis has been building in the workplace. Currently, 35% of the Canadian workforce or 8 million people, are struggling and juggling their work responsibilities with caregiving duties.
May 25, 2026

Caregiving Crisis at Work: Millions of Canadians Struggling

Discretionary trusts can be an effective way to provide for beneficiaries without granting them fixed entitlements. However, these structures can create uncertainty for beneficiaries... Understanding the legal framework is critical for both sides.
May 21, 2026

Ontario Guide to Discretionary Trusts and Beneficiary Rights

What happens when the domestic tax rules of two different countries look at the same person and both conclude that the individual is a tax resident?
May 12, 2026

Navigating Dual-Residency: Canada’s Tax Treaty Tie-Breakers

One widely shared social post says putting “everything you own” into a Trust could bypass probate, leaving more funds for your kids when passing on your estate. But that advice is far from universal.
May 12, 2026

Put “Everything in a Trust” to Bypass Probate: Is This Good Advice?

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Infamous Feuds + Celebrity Estates

Cautionary Tales

After deliberating for almost one hour, jurors found that a handwritten will, discovered under a sofa cushion by Franklin’s niece after the singer’s death, was signed by the music legend in 2014 and does show her intent.
Celebrity Estates Curated Content

Jury Reaches Verdict in Battle over Aretha Franklin’s Estate

Actress Diane Keaton left behind not just a remarkable legacy but an important reminder about estate planning for our pets.
Celebrity Estates Curated Content

Pet Trusts: What We Can Learn from Diane Keaton’s Estate

James Brown’s Estate Reaches Settlement After Nearly 15-Year Dispute | Curated Content | Celebrity Estates | Estates Gone Wrong
Celebrity Estates Curated Content

James Brown’s Estate Reaches Settlement After Lengthy Dispute

An Ontario judge's looming decision on whether to compel the Stronach Group to disclose evidence of any coverup of sexual misconduct may add yet a new dimension to a deepening scandal surrounding the multinational's billionaire founder.
Curated Content Infamous Feuds

Succession-like Battle Over Family’s Billions: The Stronach Case

The Guinness family’s story shows that inheritance without structure can lead to division... When assets, wishes, and responsibilities are clearly defined, you’re not just protecting your property—you’re protecting your family’s relationships and legacy.
Curated Content Infamous Feuds

Inheritance Conflict & Division: Lessons from The Guinness Family

Murdoch Family Legal Battle Highlights a Harsh Reality: No Trust is Airtight | Family Disputes | Celebrity Estates | Estates Gone Wrong
Curated Content Infamous Feuds

Murdoch Family Legal Battle: “No Trust is Airtight!”

Following the death of Ozzy Osbourne, headlines turned to an alleged change to his will, in which Ozzy stipulated that his widow, Sharon, is to receive a dozen black roses a week for the rest of her life...
Celebrity Estates Curated Content

Ozzy Osbourne’s “Black Roses” Request

Billionaire Family Feuds: The 7 Biggest Disputes
Curated Content Infamous Feuds

Billionaire Family Feuds: Seven High-Profile Disputes

Inside Billionaire Rupert Murdoch’s Family Trust Battle
Curated Content Infamous Feuds

Inside Billionaire Rupert Murdoch’s Family Trust Battle

Gore-Tex Heiress, Susan Gore, has been denied the right to adopt her 65-year-old ex-husband as a means to boost her family's inheritance fortune.
Curated Content Infamous Feuds

Court Ruling: Heiress Cannot Adopt Ex-Husband for Inheritance

The Legacy of Bob Ross: Lessons in Succession Planning
Celebrity Estates Curated Content

The Legacy of Bob Ross: Lessons in Succession Planning

Agreement Reached in Dispute over Charley Pride's Will
Celebrity Estates Curated Content

Agreement Reached in Dispute over Charley Pride’s Will

Succession-style feud settled as court sides with Edward Rogers: The fight for Rogers Communications has riven one of Canada’s richest families— and it began with an accidental 'butt dial'...
Curated Content Infamous Feuds

Succession-Style Feud: The Fight for Rogers Communications

The members of one of Canada’s wealthiest dynasties are now openly accusing each other of reckless spending, incompetent leadership and outright fraud... in a web of litigation so complex it could keep them bound up in court for years to come.
Curated Content Infamous Feuds

Stronach Family Trust Dispute: Inside the $500-Million Feud

Thirty paintings created by the bushy-haired, soft-spoken Bob Ross will soon be up for auction to defray the costs of programming for small and rural public television stations suffering under cuts in federal funding.
Celebrity Estates Curated Content

Bob Ross Paintings to be Auctioned to Support Public TV Stations

Daughters of late Hollywood legend Paul Newman filed a lawsuit against the Newman's Own Foundation (NOF), claiming their father's legacy is "under assault" by the "very organization he founded in an effort to preserve and expand that legacy."
Celebrity Estates Curated Content

Paul Newman’s Daughters Claim Father’s Legacy is ‘Under Assault’

Few narrative devices expose human venality with the precision of inheritance theft. This collection of ten films rigorously examines the subgenre to explore the psychological and legal intricacies of usurped fortunes.
Dramatized Content Infamous Feuds

Estate Disputes & Inheritance Theft Themes Explored in 10 Films

Controversial Prince Documentary Cancelled Over Estate Dispute
Celebrity Estates Curated Content

Controversial Prince Documentary Cancelled Over Estate Dispute

Barry White’s estate story is a heartbreaking reminder of how simple updates to your estate plan can save your family from unnecessary pain. His estate saga serves as a cautionary tale about the consequences of neglecting to update your estate plan after major life changes.
Celebrity Estates Curated Content

Keep Your Documents Up-to-Date: Lessons from Barry White’s Estate

From legendary musicians to business moguls, read on to discover some of the bitterest inheritance battles of all time. 
Curated Content Infamous Feuds

Battle of Wills: 25 Infamous Inheritance Disputes

Suit claimed Dudesy podcast violated Carlin’s copyright, calling it ‘a casual theft of a great American artist’s work’... The lawsuit was one of the first in the US to focus on the legality of deepfakes imitating a celebrity’s likeness.
Celebrity Estates Curated Content

George Carlin’s Estate Settles Lawsuit Over “AI Doppelganger”

Mercedes Kilmer addresses mixed reactions to her late Father's precedent-setting AI-generated posthumous performance in "As Deep as the Grave"...
Celebrity Estates Curated Content

Kilmer’s Daughter Defends Late Father’s AI-Generated Performance

Inside The Bitter Family Feuds of America’s Richest Billionaire Clans
Curated Content Infamous Feuds

Inside The Bitter Feuds of America’s Richest Families

Divergent Estate Plans of Ike & Tina Turner Provide Valuable Insights: The contrasting estate plans of Tina Turner and Ike Turner serve as instructive examples of the importance of effective estate planning.
Celebrity Estates Curated Content

Divergent Estate Plans of Ike & Tina Turner Provide Valuable Insights

Elvis Presley’s Estate Planning Mistakes: Lessons for Us All | Curated Content | Celebrity Estates | Estates Gone Wrong
Celebrity Estates Curated Content

Elvis Presley’s Estate Planning Mistakes: Lessons for Us All

Robbie Robertson’s Children Accuse Widow of "Financial Elder Abuse" | Family Disputes | Celebrity Estates | Estates Gone Wrong
Celebrity Estates Curated Content

Robbie Robertson’s Children Accuse Widow of “Financial Elder Abuse”

Family in Legal Battle with Housekeeper over Richard Simmons' Estate
Celebrity Estates Curated Content

Richard Simmons’ Estate: Family in Legal Battle with Housekeeper

real repercussions of inheriting real estate

Property Pitfalls

The right planning can ensure you pass down your home without your kids facing large tax liabilities. Here's a simple guide to how it works...
Curated Content Property Pitfalls

How to Leave Property to Your Kids Tax-Free

  • September 10, 2025
  • Less than a minute
It is important to understand the limited purpose and necessity behind 'Net Family Property' clauses. They are not a catchall for sheltering and protecting the inheritance of a divorcing beneficiary, although they usually have the appearance of trying to achieve this objective.
Curated Content Property Pitfalls

Understanding the ‘Net Family Property’ Exclusion Clause: Ontario

  • August 12, 2025
  • 1 minute read
Home Ownership: Joint Tenants vs Tenants in Common | There are three main ways that a homeowner can own a home, and the way title is held dramatically affects their estate and heirs...
Curated Content Property Pitfalls

Home Ownership: Joint Tenants vs Tenants in Common

  • February 4, 2025
  • Less than a minute
Transferring Property Title to a Trustee: Step-by-Step Guide
Curated Content Property Pitfalls

Transferring Property Title to a Trustee: Step-by-Step Guide

  • September 13, 2024
  • 1 minute read
Transferring property to heirs "inter vivos" offers emotional benefits and potential probate fee reduction, but can trigger an immediate capital gains tax liability and means a loss of control and potential exposure to your heir's creditors. 
Generated Content Property Pitfalls

Gifting Property to Your Heirs “Inter Vivos”: Pros and Cons

  • December 2, 2025
  • 2 minutes read
The Pitfalls of Joint Ownership: Know the Risks
Curated Content Property Pitfalls

The Pitfalls of Joint Ownership: Know the Risks

  • May 22, 2025
  • 1 minute read
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Explore Topics

Dying Saskatchewan Farmer’s Will Goes Down in History | Curated Content | Strange Bequests | Estates Gone Wrong

Bizarre Bequests

30
Priscilla Presley Settles Dispute with Granddaughter over Lisa Marie Presley's Estate | Curated Content | Celebrity Estates

Celebrity Estates

56
Family Conflict Results in Long-Term Estate Litigation over Secret Trust and Mutual Wills Agreement | Family Disputes | Estates Gone Wrong

Charitable Misgivings

32
Estate Planning: 6 Big Mistakes You Might Be Making | Curated Content | Common Mistakes | Estates Gone Wrong

Common Mistakes

44
What to Do when the Executor Is Not Communicating with Beneficiaries? | Curated Content | Communication Breakdowns | Estates Gone Wrong

Communication Breakdowns

42
Top 8 Risks: The Dangers of Improper Estate Planning | Common Mistakes | Cautionary Tales | Inheritance Horror Stories | Estates Gone Wrong

Digital Distress

54
Fights Over Estates Can Tear Families Apart | Curated Content | Family Disputes | Inheritance Horror Stories | Estates Gone Wrong

Family Disputes

68
Abusive Guardianships: Prevention & Taking Action

Guardian Safeguards

36
High Costs for Long-Term Care are 'Unforgivable' | Curated Content | Elder Care Nightmares | Estates Gone Wrong

Long-Term Care Crisis

36
What to Do if You Inherit a House with a Mortgage | Curated Content | Property Pitfalls | Real Estate | Inheriting Debt | Estates Gone Wrong

Property Pitfalls

50
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