The #1 Mistake Financial Professionals Make

…is not leaving


Living!

Let’s start with the best money advice I’ve seen in 2022:

Don’t build a plan that requires your death to succeed.

Yes.


Rather, create a life that supports how you want to live.

How are we going to do that?

Get some money off the table.

How much?

5x “last year’s cost of living”

This is Core Capital – it is a function of your spending as well as your savings.

Once you have Core Capital, protect it.

The return on Core Capital doesn’t matter. Keeping it does!

It’s the most valuable money you will ever have, there are rapidly diminishing returns beyond this point.

Core capital doesn’t free you from the ability to stop working.

That’s OK.

You don’t want to stop, ever.

That’s another mistake the financial services industry makes => selling you a dream that you won’t enjoy.

You want the freedom to choose, to take chances with your time, to stay in the game.

You want this freedom to choose as soon as possible. Not late in life.

INVERT: You want the freedom to choose “not to.”

Not to deal with:

  • other people’s BS
  • fast money schemes
  • worry
  • golden handcuffs
  • creeps & crooks

Two weeks ago, in asking five questions, I gave you a nudge to start thinking about life.

  • Learning & Peers
  • Travel & Exploration
  • Values

That article introduced the concept of Lifestyle Sustainable => a low-cost base of operations where, ideally, you can live for free. The idea is to remove cost-of-housing from your financial concerns.

That’s the core financial asset for your portfolio. It cost me US$110,000 in 2000.

This is a great place to park your Core Capital.

Removing housing from your list of concerns gives you more than a financial return.


Alongside your key financial asset, I hope you have a loving, lifelong partner. This person is the most important decision, financial or otherwise, you’ll be making.

The highest return investments I made in my 30s & 40s, were not financial in nature. With a low-cost base of operations, & marketable skills, I was in a good place.

Many high-earners fail to see the value of what I just pointed out.

  • Low-cost base of operations
  • Marketable skills

Beyond that, most everything is lifestyle enhancement and ego.

Thankfully, I had a major setback in my early-30s (divorce) which gave me pause.

In 2000, I saw my future in front of me… lifestyle enhancement and ego… and I made a change.

A big one.

I became a world-class athlete. With (athletic) success came the realization that something was lacking.

So much success, still lacking!

  • If you’re good at making money…
  • If you’re good at playing the game of “career”…
  • If you are nearing the top of your field…

…then you’ll be tempted to keep doing what you are good at.

I’d encourage you to establish that low-cost base of operations, then try something really challenging…

The highest return investments I made were improving my suitability for marriage and learning how to parent. Most of my learning happened after I was married and my kids were born.

It is never too late to invest in the human capital of your family.

If you get these investments right then you might not notice the benefits. Honestly, a big driver in my life has been a fear of getting divorced again (not-divorced, winning)

Fear that drives positive action is useful.

I’ve been paid by less drama, and less problems (we don’t see all our wins).

I’ve also de-risked some of the challenges my future self will face (companionship, engagement, dementia). Study (the problems of) who you are likely to become.

You’ll notice my portfolio advice (still) doesn’t talk about asset allocation.

This is deliberate!

Asset selection is not the differentiating factor for a life well lived.

  • Marketable skills
  • Low-cost base of operations
  • Fixed-rate mortgage, if you like
  • Target date fund for your future self

Then focus on living your life and creating the friends/family with whom you’d like to share it.

Basic Estate Documents

Recently, a local lawyer advised a friend, “Sorting these documents, now, will save you a multiple of time, money and hassle – later.”

I would add… it is best to make end of life plans when stress is low.


With Andy’s death, I re-read my stuff last week. I was surprised how little needed to change.

Indeed, a good attorney saved my family time, money and hassle.

General Durable Power of Attorney – this lets someone I nominate act as “me” while I am alive – I do not need to be disabled.

The POA does not enable anyone of act on my behalf after I die. This limbo period (immediately after death) should be considered by you and your family.

The POA does not enable anyone to step into my work roles, say, as a fiduciary. This needs to be considered.

If you execute a POA then place the original in a fire safe where you can run it through a shredder (not joking) in case there’s an issue with the person you appointed – I’ve seen a lot of wacky stuff in my life, things change and this is a very powerful document.

Living Will – this covers how I’d like to be treated when I’m dying. Very useful for your family, who will be blasted if you’re in any sort of condition to need to dust off this document. Also useful for your medical representatives, who may be reluctant to deny you treatment.

Medical Durable Power of Attorney – just what it sounds like – who is authorized to make medical decisions on my behalf. Keep the contact details up to date and available to your family.

HIPAA Releases – who can receive my medical information. There could be people you’d like to have informed, but not act on your behalf.

Living Trust – a very useful form of trust – assets can come in/out and it can be used to title financial and real property assets – a local attorney can tell you more.

These documents are not expensive to put in place.


My current will was done ~13 years ago and has seen 4 changes.

The changes were minor, inexpensive and easy to arrange. Once again, doing it right the first time saved us time, money and hassle.

The original will predates my kids. You might get a kick out how it played out.

Before my wife was pregnant, I was leaving my life to charity. At the signing meeting, my lawyer, who drafted the docs, smiled and said, “I bet I see you in a couple years to change that part.”

Sure enough, my kids arrived, I got to know them and I made some revisions. Those revisions start to get a little complex so I’ll outline them in another post.

Most people don’t need complexity. All my assets, eventually, flow into my living trust, which already holds title to most of my assets. Standard clauses are used to protect my spouse and follow the tax code.

Whatever you decide to do – double check what’s required for a will to be valid where you live. There are places where a handwritten letter, witnessed by the sole beneficiary, doesn’t work. Colorado is one of them – link is to what’s required for a will to be valid in Colorado.


A good attorney, familiar with the laws in your state, is essential. She will have you decide, in advance, on the areas where disputes happen.

Ask your attorney about something called Joint Tenancy with rights of Survivorship. It can be a useful way to hold property titles for some situations. Link from the Colorado Bar Association.

Also find out about successor beneficiaries for your assets. Certain jurisdictions will let you nominate where your assets go, separate from a will.

Your attorney will likely have a checklist of items for you to consider => 529 accounts, retirement accounts, death benefits… take time to think it through.

The US has something called Stepped-Up Basis – it is worth learning about. Basically, certain assets (like real estate) have their taxable basis reset at the date of death.

I’ll illustrate with a quick example: Grandpa G bought a house in 1980 and his taxable basis is $50,000. He dies in 2020 and the house is worth $1,000,000. If he sells the house the day before he dies the gain is $950,000. If his estate sells after his death then then gain is $0.

Be aware there are wrinkles to do with trusts and certain types of assets don’t qualify.

With all this stuff => ask an expert.


If you trust someone enough to give them a General Durable Power of Attorney then consider making them a signing officer on an “operating account.”

More than a decade before we needed it, a grandparent did this in our family. This made it easy for a trusted family member to pay bills before we were in a situation to invoke the POA.

It also removes the expectation for the wealthiest member of your family to finance everything, which can create an unnecessary distraction when you should be supporting each other.




Kids => If your kids end up orphaned then you might want to split their “care” from their “finances.” The skills of a Guardian could be very different than those a Conservator. Are you familiar with these terms? Ask your lawyer to explain.

Andy used to joke that all we needed to do was leave him with enough to cover a beach hut in Central America. With a small nest egg, he’d ensure our kids were well loved and became pro surfers…

We miss him dearly.


Final words of advice…

1/. There are good people who are useless under duress

2/. There are people who cope with grief by misusing veto power

Think carefully about who you put in charge and what you let them control.

I have a medical doctor and a military officer in my structure => individuals I trust to be compassionate, and execute my wishes, under duress.


This a quick outline – take expert advice from someone familiar with your jurisdiction.

I’m not an expert. Over the years, I have hired experts and it has proven to be money well spent.

Family Legal Structure

Was chatting with a doctor buddy and ran through a potential legal structure for an American family that contains one, or more, high earners.

It goes like this (picture at the bottom)…

Step One: Once you get married, you split the family balance sheet in half.

Step Two: As you have kids you:

  • set up 529 accounts for each kid 
  • set up minor accounts for each kid

Gift into kids 529 and minor accounts as desired and subject to gifting rules. 

Step Three: Main wage earner, often this is spouse with greatest potential for adverse legal judgements, gifts some, or all, of balance sheet to an irrevocable Grantor Trust that benefits other spouse and kids. Note – irrevocable. You can insert clause that spouses need to be together for a spouse to benefit else kids only. Look into lifetime gift and generation skipping tax exemptions for Settlor of the Grantor Trust. Never gift capital that you might need in your lifetime.

Step Four: Both spouses hold residual assets in name of revocable living trusts. Wills are structured to flow assets to Living Trusts. This makes it easier for your survivors to administer your affairs.

Step Five: Dynasty Trust receives any elder generation inheritance or gifting. This is to avoid taking capital directly that one generation is likely to pass to their kids or grandkids. Consult an expert about generation skipping taxes.

Step Six: All wills and living trusts flow funds to Dynasty Trust eventually.

Capacity to create, and implications of, the above structure vary by jurisdiction so take professional advice. This is a gross simplification but will point you, or your professional adviser, in the right direction.

A picture of the structure follows…

Family Legal Structure

This shows why people call the estate tax a voluntary tax and one way families structure around tax.