HOW TO LAUGH AT DEATH AND TAXES
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​KAPOW! Or KAPOA? (How powers of attorney can be misused...)

6/8/2025

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Willmakers beware. Say you’ve given a daughter a legal-form power of attorney. They think you’re declining physically and mentally after the death of your much-loved spouse. What do you think they’d do? Move you up the list for a
space in a facility? Think that an easy-to-manage one-bedroom unit, after you’ve lived your life in a house, would be in your best interests? Take you to the bank for a bank PoA to make things easier to manage? Let them cash in your investments to support you? These are, of course, trick questions, because it all depends. Listen to this cautionary interview with Kerry Cathers about PoA pitfalls. Although a sad tale, it has a happier ending and practical recommendations. It could be the most worthwhile 22 minutes you spend this week.

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To Heir Is Human... (Summer 2025 newsletter)

3/8/2025

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​Welcome to the latest issue of To Heir Is Human, the newsletter highlighting tips from my book, as well as new developments in preparing for and managing estates. BIG NEWS for those who love libraries (and – let’s face it – they’re air-conditioned!), or want to see the book before you die (oops) buy, it’s now in the Toronto Public Library (14 copies and 30 holds!) – reserve a copy now.
 
For willmakers we have “KAPOW! Or KAPOA?” about the risks of naming powers of attorney with tips to help you manage.
 
For executors, we have “Two for one:” what to think about if you own property in more than one jurisdiction (the proverbial family cottage - also known as heaven or hell depending on your family).
 
For heirs and beneficiaries, we have “Widows and orphans” – many Canadians new to this country may follow traditional habits and many may have property “back home.” Wherever you are or are from, traditions, religion, and other cultural factors may impede discussions of PoAs and wills or, following a death, result in actions incompatible with Canadian law, in both cases with possible unfortunate outcomes.
 
We conclude with the usual Things that matter, all about some crazy people's efforts to improve the tortuous twists and turns of estate management and the related administration.  

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From sad to glad – a father-daughter quest to scatter a loved one’s ashes

23/5/2025

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And now for a complete change of pace… Losing a parent is hard; watching the effect of the death on the surviving widow or widower can be equally heart-breaking for a child of any age. My friend Kerry has been helping her dad come to terms with his life after his wife died following 70 years of marriage. In this recording, she describes an unexpected bright spot (https://lnkd.in/gbNKGsWS) in darker times that made me rethink some of my own preconceptions and reminded me of my mixed emotions when I had some of the best discussions of my life with my mum only very late in her life. The recording also reminds us that we mustn’t lose sight – even as we plan administratively for the inevitable – of what’s most important: taking small pleasures in the continuing opportunity for human connection.
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K.K. Cathers (PhD) is the Toronto author of A Writer’s Guide to Nineteenth-Century Murder by Arsenic, a book that helps put the poison into the pen of writers of historical crime fiction. She describes her website, A Curiosity of Crime, as one for the “criminally curious.” Her first book was (and ones in the works are) for those who want to learn more about forensics and law enforcement between 1800 and 1940.  She has three degrees in history, two of which also are in medieval warfare (?!).Claims to fame beyond her work as freelance writer and editor in the publishing and business world include pulling pints while a student, acting as an extra in Cate Blanchett’s Elizabeth, and overseeing the licensing of slaughterers in Great Britain.  

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To Heir Is Human... (Winter 2025 newsletter)

24/3/2025

 
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Here’s your latest edition of "To Heir Is Human," with tips from How to Laugh At Death and Taxes: What Executors, Willmakers, Heirs, and Beneficiaries Need to Know, as well as new developments related to preparing for and managing estates (please "whitelist" this email to prevent future newsletters from going to spam). The Winter 2025 issue includes these topics:

Picking an executor… or power of attorney (PoA)
Don’t tempt fate by procrastinating:  why teens should set up a power of attorney when they reach the age of majority.

Prepping an executor / Preparing your willmaker
Mirror/reciprocal wills for couples are common but don’t – like Gene Hackman – forget Plan B.

Serving as executor
For every great story of an unexpected bequest (some fun ones here), there are thousands where beneficiaries aren’t treated right; legal profession – heal thyself (with a bonus: who says lawyers don’t have a sense of humour?!).

Making it better (or avoiding things getting worse…)
I’m now part of a group focused on finding cost-effective, implementable, nonpartisan solutions to make things as easy as possible for families and their executors as they ready for and cope with death.  Read the five ideas we have so far and please send me any pain points and common-sense solution ideas you’ve discovered!

It can get better - simplifying end-of-life work

20/2/2025

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As I was proofreading How to Laugh at Death and Taxes, I remembered the frustrations and time delays caused by so many of the little administrative requirements – probate, tax, financial, and others – and promised myself that some day I would do something about them.  Despite the image here of Don Quixote charging off to do battle – and we all know what happened with him – we think that governments, professionals, and everyone else know there are problems and want to improve things.
If people are unprepared, the well-being of not just people affected today, but also those in the future, will suffer.  This is not just an old-folks issue – it spans all ages.  Baby boomers currently make up nearly a quarter of all Canadians. With baby boomer deaths increasing, the process to transfer wealth – in excess of $1 trillion this decade – between generations is messy and getting messier because it’s occurring in an increasingly complex legal, tax, and financial environment ill-prepared to cope with the onslaught of work despite government efforts to streamline.  For example, some professionals estimate that the time needed to probate a will in the Greater Toronto Area has now more than doubled to 8-9 months; the time for tax authorities to issue tax clearance certificates now exceeds a year as compared to the CRA's goal of 6 months).  This means many people will have to pay probate fees and taxes well before estate proceeds are available to pay them.

After speaking to several people on a mission to help Canadians prepare for the inevitable end of life, we decided to do something about it.  We picked five issues we think can be addressed with little or no legislative change or cost, and that will materially help make things as easy as possible for families and their executors preparing for and coping with the death of a family member.  The five are:
  1. Expedite delivery of notices of death: The delay of governments, financial institutions, and consumer reporting agencies receiving notices of death causes problems and adds financial risk for executors and beneficiaries.
  2. Promote getting powers of attorney (PoAs) and wills: Too few Canadians – less than half – have them and this creates a whole new level of problem when someone becomes incapacitated or dies.
  3. Help executors act:  Many people named as PoAs and executors have no experience or training in what is required, which can lead to errors and delays.
  4. Materially reduce the opportunity for financial identity theft:  Credit reporting agencies are a key linchpin in preventing financial losses and making executors aware of debts of the deceased.
  5. Making the right information at the right time more accessible:  Many people grappling with settling a person’s estate don’t know where to go or what to do and they delay in engaging estate lawyers and tax professionals because of cost concerns.

For more detail on the things we think need to be addressed, please read our letter to the Ontario government (use Chrome or Edge to access this if you can't open this link).  And how about you? Have you come up against blocks as you try to move forward to prepare for or settle an estate?  Please let us know by emailing [email protected] because these five are just the beginning.

#executor #estate #probate #taxes #wills


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To Heir Is Human... to Inherit divine?

3/12/2024

 
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Here's Alice in Wonderland wondering whether she should drink the strange potion that could change her life. I can't really say that drinking in the latest (OK, second) issue -- Fall 2024 -- of the How to Laugh at Death and Taxes newsletter will be life-changing.  But give it a whirl because it has a few tips for executors, willmakers, heirs, and beneficiaries that may be helpful.  And there's one article about credit rating agencies that everyone can benefit from.  Enjoy and let me know what topics you'd like to see covered in future issues.  

Nortel anybody? The taxes are to die for

29/8/2024

 
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This week I had the opportunity to talk on my favourite topic - planning surrounding estates - with portfolio manager and author John De Goey, as part of his regular Make Better Decisions BullShift podcast series (podcasts.apple.com/gb/podcast/ep-97-make-better-wealth-decisions-how-to-laugh-at/id1658651612?i=1000666955752). We agreed some of the most important traits of an investment advisor are the same as those of an executor: independence, self-awareness, and the ability to recognize and deal with conflicts of interest.  John's most recent book (BullShift) makes it clear that investors and financial advisers aren't always the "rational decisionmakers" that economic theory assumes them to be, and that standard (traditional) advice is not always sound. The same can also be said of willmakers and executors, who need to recognize and grapple with their own biases and beliefs, and not make assumptions. You don't know what you don't know. 
In this vein, John shared a great (if not for the beneficiaries) story - if you were wondering, here's where Nortel comes in. 
When a person dies, the value of all RRIF assets is deemed to immediately be taken into the deceased's income at fair market value as at the date of their death and taxed. For those too young to recall Nortel's collapse, share prices went from a high of $124.50 in mid-2000 to just 39 cents before the company filed for bankruptcy in early 2009. In John's example, a person who ignored warnings not to put too many eggs in an undiversified basket paid $1 million for Nortel securities in the early 2000s (say 10,000 shares at $100 each) and held them - 80% or so of his portfolio - until his death, expecting that the sale of the securities by the executor would cover taxes due when the time came. Instead of a big inheritance, the deceased would have left beneficiaries with a big shock: a BIG tax bill and little to pay it with. Here's how:
  • Purchase: 10,000 shares x $100/share = $1,000,000 investment
  • Less sale price if shares held until near bankruptcy: 10,000 shares x (say) $0.50/share = $5,000
  • Net gain: $1,000,000 - $5,000 = $950,000
  • Tax at a marginal rate of, say, 50% due: $475,000
The $5,000 made from the final sale of the Nortel shares would leave, in this simplified example, net tax to pay of $470,000.

Executors, of course, are not responsible for market moves, a willmaker's poor investment decisions, or a company's bankruptcy, but executors are responsible for safeguarding assets, that is, trying to maintain or protect market value. If the willmaker had died when the shares had declined in value to $500,000, a financial or tax advisor could have recommended selling the shares to at least recover enough to pay the tax due. Executors should get financial advice to minimize their liability and avoid beneficiary charges that they did not take logical steps to try to mitigate losses.

To Heir is Human... To inherit divine?

31/7/2024

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It's a big big big day in the life of How to Laugh at Death and Taxes - this is first edition of To Heir Is Human, the related newsletter ready for you.  The book is full to the brim with facts and tips, but “the more things change, well, ... the more things change.” This newsletter aims to highlight some of these changes, and other challenges and pitfalls.  Without being legal, accounting, or other advice (go to professional lawyers, accountants, trust and estate professionals (TEPs) or certified executor advisors (CEAs) for that), it will give you insights into what to ask for your particular situation.  Each issue will cover one or more of the book’s sections, as well as other other bits and pieces.  
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Gone, but not forgotten

23/7/2024

 
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Many want to remember people they love after they die; as many want to be remembered and show that they lived.  Once referred to as headstones, gravestones, or tombstones, a more generic term is now often used – a marker –​ which can refer to funeral monuments, intended for caskets or buried ashes, or cinerary monuments, that are for urns bearing cremated remains.  As you can imagine, there are quite a lot of unusual markers. Some go out of their way to make a statement.  If you are digging deep for inspiration, look no further.  Ideas abound in this October 13, 2016 article by Molly McBride Jacobson: 27 Headstones That Defied Expectations: Consider this your burial marker mood board.  Headstones are one thing; epitaphs – another. I'll write more on epitaphs in future blogs, but for now, zoom in on this photo taken by Jacob Reibel in Stoney Ridge, New York.  These particular "last words" will last a very long time... ​

Executor: No experience required?

28/6/2024

 
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David Wilkie, 1891, The Readiing of the Will, plus public domain image from the Gloucester City News.net
Dear Mary is surprised because at the reading of the will, she learned for the first time that she had been named as executor.  This shouldn't have happened to a lovely person like Mary, but having bought How to Laugh at Death and Taxes: What willwriters, executors, heirs, and beneficiaries need to know, she's now feeling a bit more comfortable.

But what are the requirements to be a good executor? Sandra Arsenault, a Law Clerk at Fasken Martineau DuMoulin LLP, has written a clever tongue-in-cheek summary of executor qualifications in a June 28, 2024 post titled You are hired…wait, did I even apply? Well worth the read!

In debtors’ prison for bankruptcy: A cautionary tale for executors

28/6/2024

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‘Ah,’ said the cobbler, ‘... What do you supposed ruined me, now?’
‘Wy,’ said Sam ... ‘I s’pose the beginnin’ wos, that you got into debt, eh?’
‘Never owed a farden [farthing],’ said the cobbler, ‘try again.’
‘Well perhaps,’ said Sam, you bought houses, which is delicate English for going mad, or took the buildin’, which is a medical term for being incurable.’
The cobbler shook his head and said, ‘Try again.’
‘You didn’t go to law, I hope?’ said Sam suspiciously.
‘Never in my life,’ replied the cobbler. ‘The fact is, I was ruined by having money left me.’


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Interview live: Topic death

10/5/2024

 
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Watch financial literacy expert Elizabeth Naumovski interview Barb about her book.

Today let's wax philosophical – to whom do you want to leave your assets?

20/12/2023

 
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Many people choose to leave their money and property to family and friends. Others want to provide for organizations or projects that are near to their hearts. How to share out assets is a question that plagues many when planning their wills, and – speaking from experience – your views on the distribution can change drastically over your lifetime. ​This The Guardian article shows that the debate has been around for centuries.  And, so, more recently, has the issue of an inheritance tax (no doubt the subject of a future post). If it helps as you mull your decision on who or what should benefit from your death, consider the following:

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What Executors, Willmakers, Heirs, and Beneficiaries Need to Know
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