One Is Usually Better, But Not Always

This week we’ll be looking at an idea I’ve touched on in the past, but in a new light, thanks to an interesting exchange I had at a conference I recently attended.

When I crafted the title to this blog, I was convinced that I’d be able to link to a previous post that I’d written specifically on the “Responding Versus Reacting” concept I so often mention when speaking with people, but alas, that blog exists only in my imagination.

I will, however, still be revisiting the idea, because the conversation noted above forced me into a few different reflections: on the subject itself, how universally true I thought it was, and on how I share my thoughts on it.

So far this has been rather vague, I realize, so thanks for indulging my meandering style of setting up these weekly missives.


The Perfect Set-Up for Sharing a Favourite Idea

Allow me to set the context for you. 

It’s the evening before the first day of the conference, so I headed down to the hotel bar to see who else flew in early.

After chatting with some long-time friends and acquaintances at a table, I’m heading back up to my room to get some sleep when I happened to recognize a face from last year at the bar.

Next thing you know I’m offered a drink and I’m suddenly chatting with a small group of mostly strangers here for the same gathering.

One of the men begins relating a story about tension between a father and son, and we start talking about ways the son can learn to avoid similar situations with his own, teenage son.

Next thing I know I’m sharing one of many Zig Ziglar stories I have in my repertoire. 

(Curious readers are invited to type “Ziglar” in the search feature of my website).


Responding Versus Reacting

So I begin sharing the key differences between responding to a situation and reacting to it.

The simplest way to remember it, is to consider a medical situation and how we speak about the interventions that happen at the hospital.

“They gave him medication and he is responding” is always positive, whereas, “He had a reaction to the medicine” is negative.

When we take a step back and compose ourselves and respond to something that happens or what someone says, we have a better chance of things going well, versus immediately reacting without thought, which often escalates a situation.

When taken aback, I sometimes deliberately pause and even say, “I want to take a moment to think about this so I can respond, rather than simply reacting”.


I Thought It Was Clear, Until….

I felt like I’d made my point well and the conversation veered into a few different directions.

But imagine my dismay, when a while later one of the guys was relaying another story, where this time the problem was that someone had become way too complacent with a situation, and the protagonist was not responsive enough.

And as he concluded, he pointed to me and said, “Like you said, he should have reacted!”

Wait, what? 

I felt stumped and was thankful that the number of beverages consumed by all made this fade away as the subject once again got changed.

But I now had some reflecting to do, as my concept had been turned on its head.


Time to Revisit This

I think it was on the plane back home a few days later that it hit me that I needed to circle back and reconsider what happened and how I talk about this important subject.

Did I not explain myself well enough, was there a problem with my metaphor, or is it something else?

I believe I did explain it well enough, but there are limits to every metaphor, this one included.

It is still a good idea, in most cases, to pause and take a moment to provide a considered response to something, rather than simply quickly giving your gut reaction.

And, there are also times when pausing for way too long can be sub-optimal.


Flexibility Is an Asset

We need to recognize the limits of rigidity and the benefits of flexibility in many areas.

How long we take to reflect before we respond is probably one of those areas, but I will continue to err on the side of pausing.

My Tenth In-Person Gathering with My Tribe

This is an easy blog for me to write each year, but also a difficult one.

I attended my first RendezVous of the Purposeful Planning Institute in 2014, as I was just discovering the world in which I am now fully immersed.

I vowed then to never miss this annual experience and I’ve been true to my word.

If you add in the two RendeZooms we did in 2020 and 2021, I’m now on a twelve-year streak.

If you’re wondering why this is difficult to write, it’s simply the challenge of converting a lived and felt experience into words.

But I think I’m above average at that, so I’ll give it my best shot.


Setting My Intention Going In

As I was getting ready for Monday’s opening reception, I decided to set an intention for the next few days.

This year, I was just going to try to “soak it all in”.

Over the years, I’ve played a variety of roles for this organization in preparation for this annual extravaganza, but I only had one small part to worry about, so just soaking everything in seemed like a good idea.

There was, as usual, a whole heck of a lot to soak in, and my proverbial sponge got quite heavy.

By the time Thursday rolled around, I was ready for a respite, if only to try to digest everything I took in.


It’s Not Like Any Other Conference

One of my favourite things to do during RendezVous is to find first-time attendees and ask them what their experience has been like.

Almost all remark that they’ve never been part of such a welcoming group of people, which is usually when I then share that by the end of the first day of my initial attendance, I told myself that if I could only attend one conference a year, it would be this one.

Someone noted that it wasn’t really a conference, it’s more of an experience, and I guess that’s a nice way to phrase it.


All Working Toward the Same Goal

There’s something about finding one’s “tribe”, and just coming together to share how we’re working our way through the many challenges we face in our work with families.

What we all have in common is that we’ve dedicated our careers to helping families plan for the transition of their businesses or wealth from one generation to the next.

While many professionals do work in this space, the vast majority do so in very technical specialty fields like law, accounting, banking and wealth management.

What brings the PPI community together is the work in what I sometimes call the “family circle”.

There’s a certain amount of “a calling” or vocation to the way many of us approach our work.


Still Feels Like a Niche

Because it’s a calling, people have very strong feelings about it, and when like-minded and “like-called” people meet, there’s a special attraction.

Many of us feel a bit lonely over the other 51 weeks of the year, so it’s a wonderful change to just be with and interact with others who are going through a similar life and career experience.

We all also know that there is a huge need out there from families who could use support with their challenges.

And as I like to put it, even though there is a huge need, that doesn’t necessarily mean that there’s a corresponding huge demand for our services.

The result is that we can all use each other’s support in trying to translate that need into demand for our services.


Who We Are Versus What We Do

We’re getting to the end here and I still haven’t shared any of the great content I picked up; fear not, many upcoming posts will dig into that.

Likewise, the entire RendezVous is more about who we are together and how we are together, and who we are becoming together, than about what we do.

It was, once again, an enriching experience because of the great folks I’ve met there over the years.

The fact that I got to go up on stage wearing my Fred Flintstone shirt again (as MC of the FRED Talks session) was just a bonus.

The laughs I shared over Thursday’s “family dinner” with KH and AK were a wonderful way to cap off the week.

See you there again next year.

All Happy Families Are the Same…

Most weeknights after having dinner and watching the news, my wife and I watch Jeopardy together.

A couple of months back while doing this, there was a clue that referred to a famous quote from Tolstoy’s Anna Karenina.

Because my wife was unfamiliar with it, I asked my friend Mr. Google to get me the exact line, which is actually the opening sentence of that classic book from the 1870’s.

It reads, “Happy families are all alike; every unhappy family is unhappy in its own way.”

Unfortunately, this highlights the fact that there are lots of ways for families to be unhappy.


99% Unhappy, 1% Happy?

The very next day we were driving somewhere together and for whatever reason, it came up again, and we talked about it.

She noted that there are way more unhappy families, suggesting the figure of 99%.

I chose not to argue with her, and we both agreed that I had the workings of a blog post about this, so here we are.

The title of this post is meant to highlight the fact that most families want to be perceived as “One Big Happy Family”, but that under the surface, very few of them actually are.

As someone who works with families on the important subjects relating to their future wealth transitions, helping move a family from “unhappy” to “happier” is part of what I’m usually going for.


Who Gets to Judge this Matter?

A constant challenge to this work is that the family is not one unit, it is a system of many interdependent human beings, who each have their own views, opinions, feelings, and behaviours.

Many of the professionals who handle the more technical aspects of this work can get away with thinking about the family as a unit, but those who work on the relationship angle between the family members are constantly confronted with individual differences in each person.

There are usually some people who think of their family as a happy one, where other members of that same family would disagree.

Who gets to decide if their family is happy? 

What if I think we’re happy but I’m the only one who thinks that?

Ideally, we can find a way for families to talk about this to find ways to make each person a bit happier, which should thereby make the family happier as a result.

Could it be that simple?


Looking Back at a Couple of Past Posts

Thinking about this subject conjured up a couple of posts I’ve written here that touch on this subject.

First, in On Wellness, Performance, and Relationships in Families, we looked at how those three subjects are a convenient way to consider how people are doing.

Are they feeling well? Can they do what they’re trying to get done? Do they get along with all the people they interact with?

I suggest that the more Yes’s you get to those questions, the happier you’ll be.

And if more members of a family can get 3 Yes’s, that family would likely be happier too.

Key Question: Are there ways for the family’s wealth to support and contribute to getting more Yes’s to those questions from more family members?


Should Happiness Be the Goal?

Unfortunately, many people put a bit too much focus on happiness as a goal, which can bring negative results.

Back in 2022, I shared Make Sure Happiness Is a By-Product, Not the Goal.

That post was inspired by a session at an FFI Conference where a person who specializes in addiction treatment and recovery was the one who stated the line I used as my title.

How many parents do we know who did everything to make their children happy, and then realized (and regretted) that their kids did not develop enough resilience and independence to launch into adulthood.


Maximizing Each Family Member’s Human Capital

As is so often the case, when I set out to write on this week’s topic, I didn’t know where it would lead.

Between you and me, that’s what keeps me coming back each week, but please keep that to yourself.

If you want a happy family, those “interdependent human beings” that compose the family should probably be your focus.

If you’re fortunate enough to have accumulated plenty of wealth, why not use a portion of it to try to enhance the “wellness, performance and relationships” of every family member?

Maybe that’ll help you have that One-Big-Happy-Family we all strive for.

What Happens When You Can’t See?

The virtual meeting world has certainly changed the way people meet, especially in the past half decade since the pandemic changed everything.

You’d think that after this many years, we’d have figured it all out, but alas, it seems like we have not.

Lest you think I’m getting tired of hearing “You’re on mute!” one time too many, that’s not where we’re going this week.

I’ve touched on some of the issues around virtual meetings in the past, notably in Who’s Zooming Who, and “I Can’t Hear” or “I Can’t Listen”?

But this week we’re going to look at what can happen when you purposely shut off a sense to good effect.


It Started with a Tech Glitch

A few months back I got on a call with a colleague and for whatever reason my camera did not work, so she couldn’t see me.

I was surprised to realize after a few minutes that the fact that I knew she couldn’t see me was affecting the way I spoke to her.

I you’ve ever been on a Zoom or Teams call with me, you know that I’m typically rather animated in my gestures and facial expressions.

Likewise, I prefer to be on calls where I see the others, because I also glean lots of information from non-verbal cues.

More recently, on another call with her, I mentioned this experience to her, it sparked her to mention the “hide self-view” feature in Zoom.

That’s where you can modify your settings on a Zoom call so that you still see everyone else who’s camera is on, but you don’t see yourself.


Try It, You’ll Like It

So we both immediately tried it for the rest of that call, and I’ve gotta admit, it was different, and maybe “more normal”?

Being somewhat slow to change habits, I haven’t incorporated this into my routine, yet!

Then a couple of weeks ago, on a call with my coach, she relayed an interesting experience she’d recently gone through as part of a leadership training exercise.

She and a group of people who’d been in the same cohort for a while were assembled in a group, and then blindfolds were handed out.

They were all instructed to put on the blindfolds, and then prompted to share something with the rest of the group.

Somehow, understandably, the quality of the sharing was deeper, because while blindfolded, there were fewer distractions that might otherwise have inhibited the person sharing.


Eliminating the Dominant Visual Cues

This story about the blindfolds prompted me to share what I just wrote above with her, and so she tried the hide self-view and liked it.

On our next call she told me she’d been using it ever since and loved it, so of course I mentioned that she had something stuck between her teeth and she believed me, for a second.

But this whole topic rang a bell about something she shared with me years ago, that difficult conversations sometimes go better while driving in a car, because the two people talking are not looking at each other.

When I reminded her of that, she mentioned that there’s research that proves that couples who go for walks together have longer relationships, quite possibly because they can have conversations where the dominant visual cues don’t actually harm the flow of ideas.


Tried and True Mediation Methods

Now that the ideas were flowing between the two of us, that roused in me the old mediation rule that you should try to avoid having opposing parties sit across from each other.

If you can get the people sitting beside one another, and put the “problem” on the table for both of them to look at from the same vantage point, your chances of success go up dramatically.

It seems looking at someone eye-to-eye may conjure up feelings of adversity that would be better off minimized.

This seems to be yet another case of “less is more”, where not having all the information or cues helps yield a better result.


Try Something Different for a Change

I’m hoping that this post might inspire readers to try to shake things up and try different ways of communicating, especially in relationships that may be getting stale.

Even that “hide self-view” feature on Zoom is something I think I may implement myself, because it probably feels more natural to talk to others without seeing myself on screen constantly!

The First Part of Is More Appealing than the Second

This week we’ll be looking at an aspect of the world of wealth transitions that I typically don’t put a lot of focus upon.

In some ways though, this is a subject that’s long overdue, and I finally have a good excuse to introduce it here now.

We’ll get into more details below, but I want to start with the words I put in my title this week, about how people in a wealthy family will eventually inherit wealth, but that wealth typically comes in some form of a “structure”, or more likely, “structures”, plural.

I recently heard someone put it that way, but the first person I heard it from years ago is a good friend who was recently my guest on a podcast I hosted, and because that episode just dropped, it’s fresh in my mind.


Stop Frankensteining It

The podcast was Family Enterprise Canada’s Let’s Talk Family Enterprise, episode 68, titled Stop Frankensteining It.

My guest was Cindy Radu, and she was the first one I ever heard say “people in families inherit wealth, AND structures”.

The Frankenstein part is all about how lots of different professionals are typically involved in the creation of said structures, and the result is often some abomination.

The take-away message for this part is that incoherent, overly complex and incompatible structures make it even worse.

I feel like I may be digressing too much so I want to just get back to what inheritors are actually going to inherit.

Suffice it to say that most are happy about the wealth part, and less enamored with the structures that invariably come along with the wealth.


Very Valid Reasons for Structure

There are of course a number of very good reasons why people create such structures, and so it’s important to acknowledge what they are.

The goal is typically one of wealth preservation over generations.

The cynical way to state this may be “I want my grandkids and great-grandkids to benefit from my hard work and good fortune, so I need to make sure my own kids don’t spend it all or allow it to fritter away”.

The most common reason espoused is to save taxes, wherein the government / tax man is the common enemy of the whole family.

It’s very easy for any wealth creator to be seduced by a plan that clearly shows, down to the last dollar and cent, that if you do nothing you’ll pay $XXX to the tax man, but, if you implement this great plan I’ve drawn up for you, that number shrinks or even disappears.

All too often, though, that “tax tail” ends up wagging the whole family dog.


Limiting Access and Maintaining Control

The structures that get put in place also usually limit access to the wealth to specific people at specific times and for specific reasons, all with the goal of maintaining the family wealth for posterity.

This is sometimes couched in reasoning like protection from creditors and former spouses too.

There’s usually some terms in place that allow for certain people to remain in control of the wealth, lest the heirs be allowed to use it at will.

You can imagine that those for whom all this is purportedly being done may look at these structures in a negative light, that somehow leaves them feeling less than perfectly trusted by their forebears.

And that’s why it’s important to take the time to discuss and explain everything to the stakeholders.


Preparing the Heirs for the Wealth

There’s an expression I like that says people spend lots of time preparing the wealth for the heirs (i.e. creating all these structures) and not nearly enough time preparing the heirs for the wealth.

Preparing those who will inherit is better than not preparing them of course, but what is sufficient preparation?

So many people immediately jump to “financial literacy”, and while important, it is rarely enough.

Regular readers know that I encourage regular meetings that include dialogue between generations, so that information can flow upwards as well as downwards.

This allows the family to learn how the wealth can and should be used and stewarded for future generations, and allows the structures to be understood and modified over the years to evolve as the family evolves.

The structures are necessary, as we noted, but they don’t need to become the bogeyman.

It’s Important to Find the Right Balance

Welcome to another episode of word play, where I have fun juxtaposing similar words in new, useful and entertaining ways.

This blog style may feel familiar to regular readers, many of whom also live and/or work in the family wealth transition space like I do.

Helping families overcome some of the challenges with transitioning their business or wealth to the next generation is quite the little niche, but over the years I’ve come across lots of folks here, from all over the world.

Many of us are drawn to do this kind of work as a sort of “calling”, which is one of the words I often use to describe my own A-Ha moment when I finally figured out what I wanted to be when I grew up, which occurred when I was 48.

So that’s where I’ll start, with the idea that this kind of work is often a true vocation.


Vocation as a Strong Feeling

I just asked my friend Mr. Google for the meaning of “vocation”, and he says it’s a strong feeling of suitability for a particular career or occupation.

I’m not sure I could sum it up much better or in fewer words, so let’s go with that.

That strong feeling brings with it a lot of positives, of course. 

“It doesn’t feel like work when I’m doing this” is a common statement made by those who are lucky enough to have found theirs.

But naturally, I think, such positives usually have a corresponding negative, and that’s where we’ll go next.

It won’t surprise some of you that a recent peer group meeting is at the genesis of this blog post.

In fact, this is already the second post to emerge from that particular encounter, the first one being Circle Gets the Square – Non-Hollywood Version.


“I Really Need a Vacation”

This peer group runs on a “school year” calendar, from September to June.

So the wrap-up for the year just took place, and it was a full day, in person get-together.

As we were each doing our check-in with the group, I was struck by how many of us, myself included, mentioned how tired we were, and how much we were looking forward to some time off this summer.

That got me thinking that perhaps this wasn’t just some coincidence, but that maybe there’s something to this worth exploring further.

To do this work well, you need to put more than just your brain to work, because when you work with families, emotions are never far away.

While we also work hard not to become enmeshed with clients, that’s also another workload to consider.


Rodeo Clown and Court Jester

Things can get messy and scary at times when you’re playing a facilitation or mediation role among family members.

The ability to bring some levity to situations that are getting serious has us sometimes play the role of a “court jester”.

Other times, we need to jump in and be the rodeo clown, you know, those guys who jump in the ring with the wild bull after the rider gets bucked off, so everyone can escape without getting hurt.

Having said that, I just completed a wonderful family meeting recently with a family I’ve been working with for a few years, and I left feeling great, and on a high.

But, I was burnt out too, because the job of holding that space is exhausting, with much of the effort going into making it look easy.


We Are the Main Instrument in our Work

Sitting in a room with members of the same family when you are the only outsider (or one of a very small group of outsiders) is a special privilege that not many people get to experience.

We arrive with a proverbial toolbox and our experience, but we are there to take care of the process, while the family members supply the content.

That means that while we can (and do) plan these meetings, we don’t always know how things will play out

We need to bring our whole selves to such meetings; we are the main instrument of our work, the craftsman who brings the toolbox.

The tools themselves are not worth much in the wrong hands.

It’s hard work. And it’s rewarding

And you need to take time off to rest and recover before you burn yourself out.

Working Hard So They Won’t Have To

There are some challenges that people in my line of work see over and over again, but that usually lie somewhere beneath the surface.

We’re talking about transitioning family wealth from one generation to the next in a productive and meaningful way, which is so challenging because the creation of the wealth and its eventual transition typically occur in very different contexts.

Most wealth creators began from a place of scarcity and true need to do something to put food on their literal and figurative tables.

Decades later, when they get around to planning for the transition of that wealth to their heirs, those conditions are quite far in the rear view mirror for them, and possibly nowhere in the memories of those heirs.

Unfortunately, the value of “industry” does not always fall close to the tree.


A Confluence of Client Situations Creates a Spark

Some version of this challenge is percolating to the surface with a few clients with whom I’m currently working, which is what made it a salient subject for a blog post.

I wanted to find a phrase that captures it well, and settled on the “value of industry”.

It’s not perfect, but I like the fact that it leans towards a much less common use of the word “industry” than we usually come across.

I often share Google search results here, and now they arrive in the form of an AI summary, to wit:

   “When used to describe a person, “industry” signifies diligence, effort,                      and a persistent habit of working hard

    It implies a dedication to work and a strong commitment to                     achieving goals through sustained effort.”

Every hardworking wealth creator I’ve ever met hopes that this part of their DNA will live inside each of their offspring and all future generations.

Many end up disappointed.


Big Safety Net – Pros and Cons

Quite simply, most rising generation members of wealthy families become accustomed to living with a large safety net.

Many of those who don’t suffer from this are those whose parents worked extra hard to hide their true financial wealth exactly because of this fear.  But that method comes with its own set of drawbacks.

The word “entitlement” may be front and center as you read this. I’ll remind you that children become entitled in large part because of how they are raised. Entitlement Road is a two-way street.

Parents all say they don’t want their offspring to be entitled, and then many unwittingly parent them in ways that foster it.

The safety net is good, as most things with “safety” in their name are, but the other side of it is that it almost can’t help but erode the “industry gene’s influence” on how people choose to live their lives.


No Simple Solutions

I like to think that regular readers are used to the fact that I rarely provide simple solutions to the many challenges I share here weekly.

I sometimes talk about parents instilling a love of business to their rising generation, rather than a love of the specific family business they are currently involved in.

If everyone in the family has the “entrepreneur gene”, this can work well.

But societal norms are a huge headwind for many parents in their 60’s whose thirty- and forty-somethings do not value the 70-80 hour weeks of years gone by.

As I write this, I just received an email with the subject line, “Why younger clients want to retire early”; I could not make this up.

I know that the elders worry that their preteen and teen grandkids are getting a much different household vibe around the value of a job at which one toils for most of their adult life.


Sharing Stories and Co-Creating a Future

One thing I do know, though, is that parents lamenting this and keeping it to themselves isn’t usually helpful.

But regularly complaining about it in a judgemental way as a method to counteract it isn’t any better.

Perhaps the best antidote is regularly meeting as a family and talking about such matters, in and adult-to-adult fashion.

Sharing stories about hard work and its benefits and trying to help co-create a future in which this value of industry is a worthwhile pursuit for all family members can help normalize it as a laudable family trait.

It’s better that ignoring it or complaining about it.

Sounds Good, But Is It Real?

This week’s topic falls into the category of “I can’t believe I haven’t written about this yet”.

I’ve been sharing thoughts on the challenges in the family wealth space here every week for over a decade, and I don’t think I’ve ever dealt with this specific topic.

Not only that, but the catalyst for this post was a call I had recently with an old friend and former work colleague, who doesn’t fall into the wealth category that most of my clients inhabit.

Nevertheless, when we were catching up recently after far too long, he lamented the fact that he wasn’t wanting for more money, but was certainly being stretched for time.

That got me thinking that people who have plenty of money often believe they’ll be able to exchange some of that money for more time, but that that equation is not as straightforward as they’d like.


Wouldn’t It Be Nice

With a timely hat tip to the recently departed Brian Wilson, wouldn’t it be nice if you could actually buy more time?

Unfortunately, many people bust their hump for decades with the hope that some day, eventually, they can stop working so hard so that they’ll have more time for other things.

Of course there are some people for whom this does work out quite well, and maybe we should be asking them for their tips.

But if you take a look at my aforementioned friend, he’s dealing with an aging and ailing parent, and some very young grandkids who are clamouring for his time.

At the same time, his work life is now at a point where he’s busier than ever, and can’t see a short term solution to his being needed so much.

I happen to be a trustee of his family trust and we were talking about the fact that he needed me to sign some distribution cheques with big numbers on them.

“As you can see, money is not what I need more of, I need more time!” he said.


Do We Care Too Much?

Together we agreed that his biggest problem is that he cares too much about others, and if he were selfish, a lot of his problems would go away.

That’s almost a subject for a whole other blog post, but that may be too depressing to consider, because I think many people suffer from a similar condition!

But it does underscore the fact that simply taking some of one’s plentiful stock of money and believing that you can easily exchange it for more time is not as simple as you think.

And that’s true for a variety of reasons, most of which come down to the reality that dealing with human beings is rarely as simple as we’d like!


Where It Works Well

There are some straightforward areas where you can “buy” more time.

You can pay someone to mow your lawn or paint your house, thereby freeing yourself up for more enjoyable tasks.

But when you’re building a business that you’ve been dedicating your life to, it can be difficult to stop leaning forward and learn to lean back instead.

It can be done, and some people manage to accomplish it, but it doesn’t just happen


What Else Do We Need to Do?

There are a few things one needs to do to make this work.

I’m going to try to make them easier to remember by making them all start with the same letter.

Decide

Like so many other important steps we take in life, it starts with a decision. 

This might come as a result of a specific incident that sparks a lightbulb moment, or it might come as a result of an accumulation of exhausting days or weeks.

Either way, you need to make up your mind that you’re now going to change.

Delegate

Unless you don’t care about others and are ready to just drop everything, you’ll need to find others to step up and fill in.

This isn’t as easy as it sounds and can take time.

Even if you need to spend time training someone else, you’ll get that time back many times over later.

Don’t Back Up

Things will not go in a straight line or easily, but you need to continue to push forward, and never let up.

Whatever you do, don’t back up, or back down!

Throwing Another Analogy onto the Fire

If the quote in my title sounds familiar, you’re probably a boomer like me, who watched lots of American TV in the 70’s.

Peter Marshall, then host of the original Hollywood Squares TV show would utter that line several times an episode.

And that all has zero to do with my topic this week, i.e. circles and squares, and an analogy shared by a colleague recently, which I immediately embraced.

We’ll take a look at it together, as well as share an article I wrote a couple of years ago that deserves to be revived here too, because many readers probably haven’t seen it.

So we’re going to look at the Ten Domains of Wealth model from the UHNWI, bring in a piece I wrote a while back, and then layer in some circles and squares.

Let’s get started.


Ten Domains, and Ways to Look at Them

When the Ten Domains model came into being just a few short years ago, it resonated with me immediately.

It has evolved and been refined since then, and I like it even better now, because it clearly distinguishes between the four more technical domains across the top of the model and the five more relational domains along the bottom.

“Wealth Creation and Stewardship” is the label for the first four, while “Cultivation of Family Capital” is the moniker for the other five.

A couple of years ago I wrote a piece for CanadianFamilyOffices.com, which they titled “As Clients Demand More, Ten Domains Model Can Help Family Offices Deliver”.

That article was the first time I labeled the domains as “nine slices of a pie with a scoop of ice cream in the middle”.

The ice cream is the tenth domain, (or maybe it’s #1?) and it’s called “Family Advisory Relationships”.


So What About the Squares and Circles?

With that context now in place, we’ll move on to the squares and circles, and for that I need to thank a guy. That guy is actually named Guy, by the way.

As part of my participation in a local French-speaking group called Collectif Oria, I got to spend a whole day with my colleagues, discussing all matters relating to our work with families.

It’s a diverse group, and Guy noted that he considered himself and others who have a technical practice (he’s a financial planner) as “des carrés” (squares) while the relational experts (including me) are “des cercles” (circles).

He noted this early in the day, and as we progressed, I couldn’t help notice how many times it resurfaced in my head during a variety of discussions, and I shared those instances with the group at least a handful of times. 


Finding New Shapes, Squaring the Circle

Something that comes up in discussions with professionals who work with families who each arrive at this work from some “profession of origin”, is that many of us come in from one preferred “shape”, square or circle, in this instance.

But we quickly recognize that if we’re to be able to serve families well, we need to learn to appreciate the other shape, and understand them and their legitimate place at the table.

Many work very hard to learn to take on some hybrid shape, sort of a square with rounded corners, or perhaps a circle within a square or vice versa.

As a Canadian, the shape of a hockey rink comes to mind, which is not an ellipse but a “rectangle with rounded corners” as my friend Google just told me.

The article noted above talks about the fact that those who come from the professions who originate in the four domains of Wealth Creation and Stewardship typically know each other and are used to at least cooperating, and the same is true of those who work in the five Cultivation of Family Capital sections.

Can labeling them as squares and circles help make this more understandable?


Soft Versus Hard, Process Versus Content

There are many ways that I’ve written about this subject over the years, about soft skills versus hard, process or content specialists, and STEM versus liberal arts.

Getting back to Hollywood Squares, which is essentially Tic-Tac-Toe, at the end of every game there are both X’s and O’s all over the board, in different places.

In order to play a key role in Family Advisory Relationships, you need to be fluent and comfortable with all shapes.

Lots of Ways to Say It, and to Think About It

There are words in every language that are used in a wide variety of ways, and as someone who bangs out over 700 of them every week here, I’ve developed a certain appreciation for many.

This week, we’re going to hone in on the word “enough”, especially as it relates to the kinds of family clients that I deal with regularly, i.e. those who’ve created a business or amassed a certain level of wealth, and who are now concerned with transitioning those to their rising generation.

I had jotted down the idea of “enough” as a blog idea, and was wondering how to turn it into a longer title, and decided to go with translations into the languages with which I have some familiarity.

But rather than focusing on the concept in various forms used in different places around the world, I instead want to break my thinking down into its use with a few different verbs, to wit: Having, Being, and Doing.


Having Enough – How Much Does It Take?

The initial impetus for the idea behind this post came from something I saw online, probably on LinkedIn, that I clipped and emailed to myself.

It was a snippet from The Psychology of Money, by Morgan Housel, a book that’s chock full of wonderful anecdotes.

It describes a scene in which two guests at a party being hosted by a very wealthy man are discussing how much money their host had recently made in a single day.

One of them states to his friend, “Yes, but I have something he will never have: enough!”

And therein lies the obvious question when discussing the ultra rich: how much is enough?

I recall an interesting response to this that I once heard, which was “About 25% more than I have now”.

The man quoted in the story did have enough, while his much wealthier host seemingly did not, and the assumption is that no matter what, he never would.

And which of them is happier, I wonder?


I Am Enough – Not Always Easy

While the idea of having enough or not will often be a question we consider when thinking of those who created lots of wealth, let’s move now to something that will more typically affect their offspring, being enough.

Friend and colleague Dr. Jamie Weiner refers to this dilemma faced by many rising gens as the “Quest for Legitimacy”, and he wrote a book about it a few years ago. 

You can listen to The Quest for Legitimacy podcast I recorded with him.

His premise is that those who grow up in the shadow of very prominent parents so often suffer silently from the feeling that they’ll never be able to live up to the standards that those extraordinary parents have set for them.

This boils down to feeling like no matter what they accomplish, they will still never be enough.

Another friend and colleague, Danielle Saputo, wrote a book titled “I Am Enough” about her own version of this challenge.


I’ve Done Enough

My guess is that for many readers, the first two concepts above are ideas they’ve considered at some point, especially if they live or work in the family wealth and legacy space.

Let’s see if that continues to be true as we now pivot to the question of doing enough, or actually better stated as “having done enough”.

We are now in the world of “over-functioning” that some parents have a hard time letting go of.

We’re also back to the idea of having enough, so that we can now slow down and begin to thrive without having to strive as much.

See Striving Before Thriving in a Family Enterprise

The stages of life through which we progress are full of twists and turns, and how we occupy the majority of our time is naturally one that offers lots of opportunities for reflection.

What have I done, or accomplished, feeds into what should I do next.

Is there some “unfinished business” that needs to be tended to?


More of the Same, Or a New Direction

I began a fresh new decade of my life last year, which has me now asking such questions of myself.

It strikes me, though, as someone who works with multiple generations in families, that the questions around having enough, being enough, and doing enough are constantly sitting there.

I hope this framework helps you with your reflections.