The Two Approaches Are SO Different

Enterprising families preparing to transition responsibilities and asset ownership to their next generation typically rely on various experts along the way.

Regular readers of mine know that I specialize in accompanying families on such journeys, trying to help them get things right.

You’ll also recognize that I’m sometimes frustrated that this “human relationship” work often plays second fiddle to that of the experts who support families with easier to understand services, like investment management, tax strategies and trust structures.

Each week here I try to illuminate some of the challenges in this work and this post is no exception.

I’m also a life-long learner, always working on finding new and better ways to support those who choose to work with me.


Family Systems Theory as a Base

It’s been over a decade since I first immersed myself into learning about Family Systems Theory, specifically the Bowen variety.

I even wrote a book about this effort, Interdependent Wealth, published in 2019.

More recently, I stumbled upon a course on Systems Thinking (i.e. general, not simply family systems) and decided it was worth taking.

I knew I’d learn a lot from it and I did, and this week I want to share one specific learning for the benefit of others involved in family continuity work like me.

The title of this piece gives a strong hint, yet I know that I need to put this all into proper context to make it make sense.

Let’s just start with what I think is obvious, that those who serve families with products and services like those noted above are problem solvers.

And families do have problems to be solved, so those problem solvers are very much needed.


Please Don’t Stop There. More Work Lies Ahead!

What so often occurs, however, is that once one of those “problem solutions” is put into place, the family believes that their work is done and that everything else will automatically take care of itself.

So many of those who serve families come from the “solution provider” angle, and not enough of us come from the “how can we improve your family situation?” side of things.

The Systems Thinking course I took gave me a fresh way to think about and talk about this challenge, as I had hoped it would.

The “problem solving” versus “improving a situation”, comes from two different kinds of systems thinking, unfortunately named “hard” and “soft”.


Hard Systems Thinking and Soft Systems Thinking

When I use the word “unfortunate” above, it’s because it just repeats a term that gets misconstrued in this work, which so often has the area in which I specialize categorized as “soft skills”.

I’m not sure why, but soft skills are frequently denigrated as less important.

I’ve written plenty on this, notably in Liberal Arts vs. STEM Skills to Serve Families, and Circle Gets the Square, Non-Hollywood Version.

In short, hard systems thinking is about solving a specific problem, while soft systems thinking is about improving a situation.

Here’s what Google’s A.I. summary shared when I asked it:

        Hard systems thinking applies quantitative, structured methods to solve well-defined technical problems with single, optimal solutions, focusing on objective criteria and predictable outcomes. 

         Soft systems thinking uses qualitative, human-centered approaches to address complex, ambiguous problems involving multiple, subjective perspectives, aiming for achievable and desirable changes rather than a single perfect solution. 

(Emphasis added in bold and italics)


More Metaphors and Analogies

It struck me that because I deal with families, I should share some analogies or metaphors related to families.

So here goes.

Having just celebrated my 33rd wedding anniversary, let’s go there. We had a wedding, during which we signed some documents to officialise our union.

That was a one-day event, and the following 33 years of our marriage have been all about learning to live with each other.

The priest who married us took care of solving our problem of not yet being married, but the work of a marriage and living together is much deeper.


Along Came the Children

Years l later, my wife delivered two great children to the household, assisted by some doctors and nurses along the way.

They helped solve the problem of getting the babies out of her womb, but the work of raising them was an everyday undertaking.

The soft stuff is always there, and it’s a lot of work.

Helping some families with the tasks of figuring out complex transitions goes better with the right support, hard and soft.

Looking at Family Wealth from a Different Angle

A few weeks ago, in Soaking in the RendezVous Experience, Again, I noted that while that blog was all about the lived experience of that great annual happening, there would be future posts inspired by the conference’s content.

And once again, I’m being true to my word.

The final half-day, Thursday morning, began with a great panel that was titled “Fellow Forum on Well-Being”.

It featured a moderated discussion with 5 “PPI Fellows”, all sharing many tips, ideas, and secrets to their success over their decades of serving families.

While it was about well-being, their comments meandered over much broader territory.


Lots of Wisdom Shared, One Unexpected Nugget

I don’t normally take a lot of notes at conferences, preferring to pay close attention instead, on the assumption that anything worth remembering would surely stick.

I’m not sure if it’s because I’m getting older, or maybe it’s because they gave out cool pocket-size notebooks, but this time I came home with many pages of notes, including a bunch from that session alone.

One of the panelists mentioned that at a certain point in his life, he considered one of the key benefits of a family wealth cushion as “the ability to take a risk”.

As someone who regularly deals with families who’ve achieved a certain level of wealth, and who sometimes lament that that wealth can create certain disincentives in the lives of some family members, this resonated with me.

I’m always on the lookout for new and interesting ways to talk about wealth with families, to help them figure out the best way forward for their family.


Finding the Goldilocks Zone

So let’s think about this for a second.  Having a “safety net”, so to speak, sounds like a good thing, doesn’t it? 

Well yes, and….

If you have some family wealth to “fall back on”, you can try certain things that you otherwise could not.

That certainly provides one with more flexibility in life choices than not having such a cushion.

And, like any other seemingly good thing, it can be taken too far, in some cases.

Like so many concepts, many of which I try to explore in these weekly missives, it can become a negative, if taken too far.

As I considered this idea, I began to look at it from the viewpoint of many different families I’ve worked with or known, over the years, including my own.

As is so often the case, the trick it to find the “Goldilocks Zone”, i.e. just enough, but not too much.


Not Naming Names, As Usual

Without naming names, because I always need to be careful not to reveal too much here, let’s consider some real life versions of this phenomenon.

Consider a G2 family member who was gifted a certain percentage of the business started by their Dad that was soon after sold for nine figures.

That 8-figure cushion in the pocket of a thirty-something allowed them to move across the country with their spouse and a few grandchildren, much to the lament of the business founder.

Whether or not that ability to take a risk is a good thing or a bad thing depends very much on one’s perspective, doesn’t it?

Or the G3 twenty-something, who talks about the ability to “just be a school teacher and basketball coach”, if that’s what he wanted to do.

Judging by the look on his Mom’s face when he mentions this idea, I’m not sure she’s convinced that that would be a good use of the family’s wealth.  

See Challenges Transmitting the Value of Industry to the NextGen.


The Road Not Taken, But Could It Be?

Another client still has an operating business, so liquidity is not as plentiful, but he also struggles with questions of whether or not to even mention that some family wealth could be available to his offspring for them to consider career choices based on things other than the ability to generate sufficient wealth.

It can be difficult for me to even suggest such ideas to some clients for them to consider.

In my own family, my twenty-somethings have benefitted from educational opportunities many could not afford.

They’re now early in careers, and this question of opportunities to take risks is as salient as ever for us to discuss.

I think that it’s a great way to frame the discussion, and will encourage families I work with to have these intergenerational conversations going forward.

Exploring the Relationship Between Two States of Being

As I write this week’s missive, I’m excited to see what I’ll come up with as we look at a couple of “states of being” that I’ve often seen in family client situations.

Regular readers can surely guess which one typically leads to more successful family relationships.

This post has its genesis in the opening keynote presentation at a recent conference I attended.

A couple of weeks back, in Soaking in the RendezVous Experience, Again, I promised that some of the content from that “conference” would soon be shared, and here we are.


All About Authenticity

Mike Robbins, author of Nothing Changes Until You Do, among other books, kicked off the day with a thought-provoking talk titled “We’re all in this together”.

He shared his “Authenticity Equation”, highlighting three components to authenticity: Honesty, Self-Righteousness, and Vulnerability, to wit:

 

  Authenticity   =   Honesty   –   Self-Righteousness   +   Vulnerability

 

I’m of the belief that any good equation is open to moving parts of it around, at least as a learning exercise, so I hope you’ll join me.

Let’s dispense with honesty first. 

Of course it’s important, but it’s really only table stakes, i.e., the price of admission.

If you’re anything less than honest with your family members, well, good luck.


So What About Self-Righteousness and Vulnerability?

Here’s where I think it gets interesting.

I thought about writing about these two separately, because Rogers suggests that you need to minimize the first one (i.e. subtract it) while maximizing the second (i.e. add it).

I fully accept that any amount of self-righteousness will lessen one’s authenticity, while any amount of vulnerability will add to it.

But as I considered this whole idea, I felt like there might be more to it.

Could the relationship between these two be one of mutual exclusivity?

In others words, can you even be both vulnerable and self-righteous at the same time, or does one preclude the other?

Could they be two ends of a continuum?


Compare: Being Curious vs. Being Judgmental

Let’s look at this by comparing it to another pair of states of being that some suggest are also mutually exclusive, curiosity and judgment.

I’ve heard (and come to believe) that you cannot be curious and judgmental at the same time.

Try it.

Getting curious precludes your ability to be judgmental, at least for a moment.

See No Room for Judgment when Working with Families

I hereby propose that the same is true of self-righteousness and vulnerability

Can you be both, simultaneously? I think not.


What Does Mr. Google Think?

When dealing with specific words that define a state of being, I always like to check with my friend Mr. Google to make sure I’m on somewhat solid ground.

For self-righteous, he came back with:

    • Having a certainty that one is totally correct or morally superior
  • A person who thinks their beliefs and morals are better than everyone else’s

For vulnerable, he returned:

  • Capable of being physically or emotionally wounded
  • Being in a situation where one is likely to meet with harm

Okay, I’ve got to admit, it’s not as clear as I would’ve liked it to be, so I’ve got a bit more work to do here.

Maybe if I put it into my preferred context, family relationship situations, I can make myself clear.


How This Affects Family Relationships

Let’s imagine a family meeting where there are members of at least two generations present.

I’ve been privileged to be in the room in many such situations with families other than my own.

I’ve seen my share of self-righteous parents lecturing their offspring.

I’ve witnessed them trying really hard to not sound self-righteous.

And yet, even unspoken, it is often right there, front and center, to the point where it’s all the others can see.

It’s the classic “one up, one down” scenario. 

I’m up here, you’re down there.

 

Leading with Vulnerability Instead

I’ve also been in the room when parents have shared real life stories from their past with their offspring where they were at less than their best.

Owning up to failures and missteps where the parent demonstrates their humanity (you know, humans make mistakes!) can be such a disarming gesture of vulnerability.

I always try to impress upon the family leaders I work with that what they should be aiming for is to have “adult-to-adult” relationships with their rising generation.

You are not always right, and they know that.

So please stop acting like you are.

 

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.

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.

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.

Well, Hard Work Can Justify It!

A few weeks ago in The Elusive Perfect Cookie-Cutter Solution, I lamented the fact that the work that I do with families seldom allows for a formulaic approach.

Because each family is unique, every business is different, and the people who compose every family are one-of-a-kind individuals, much of this work involves starting fresh and doesn’t allow for a lot of “cut’n’paste” operations.

But there are naturally some aspects of the work that do repeat themselves in many cases, so this week we’re going to take a look at things from that angle.

And, as I’ve done a number of times in the past, I’m going to share a mnemonic way of remembering the sequence I’m sharing.

From my headline, which includes one word in ALL CAPS, you may have already guessed that MEDAL is what we’ll be working with.

(If you’re curious about past mnemonics, see: Start Cleaning Up your M.E.S.S., Is your Continuity PAL in Danger, and Seeking Resources to Get Back on Kilter).


Going for the Gold (Medal, That Is)

The first letter in Medal is M, and in my case, M is for Meet.

Everything starts with a meeting, and new phases of any work almost always necessitate a meeting as well.

A meeting, in many cases, involves me sitting in a room with a number of family members together, or it could be meeting virtually.

It could also be just me and one or two other people, and those situations, while more often virtual these days, can also be in person.

But important phases of most process work involve some sort of coming together to discuss things with others.


E Is for Exchange and Explore

Let’s not to minimize the meeting aspect of this, because for larger groups of people, simply getting everyone together at the same time and in the same place can be a huge obstacle.

Virtual meeting technology has made this easier in recent years, but even with Teams and Zoom, coordinating schedules with busy people is a huge lift in many cases.

Now that you are together, meeting, what are you going to do to maximize the fact that all this brain power is in one place for the next few hours?

This is where the E’s come in, and for me the two biggest ones are Exchange and Explore.

Exchanging is about both giving and receiving, which in the case of information involves talking and listening.

You brought everyone together, now let’s hear from them all.

If you accentuate the Exploration mode, to see what you can discover together, that’s even better.


D Is for Discern and Develop

So you had your Meeting where you Exchanged and Explored, and now you are each back in your own space, for the coming days, weeks, months, etc.

If each person then takes some time and makes some efforts to Discern what was learned and tries to figure out how to Develop something from what was discussed, that could be useful.

Integrating new learnings and reflecting on current realities allows the Explorations and Exchanges that you had at the Meeting take root.


A Is for Act and Advance

Now that something new has taken root as a result of the Meeting, the Exchanges and the Discernment, what’s next?

Well, hopefully you can find ways to Act and Advance ideas, projects, journeys, or whatever you are trying to accomplish together.

Too often there’s inertia that needs to be overcome, so this is a reminder to put things into motion with Action and Advancement.

New ideas were conceived and now new ways forward have emerged, which need to be Acted upon in order to Advance.

Some of these items can be done individually, others will involve additional folks who were part of the initial Meeting.


L Is for Loop Back and Meet Again

Eventually the progress that you have been making on your own or with a small group will come to a natural arc where it will become time to repeat the process again.

This is where you need to Loop back and Meet with the group again and enter into the next iteration of the process.

Coming together again in a Meeting, to once again Exchange and Explore, will begin the next cycle of the work that needs to be done.

After the next meeting, you will once again retreat into solitude or a smaller group, to Discern where you now stand, and Develop next steps.

You’ll figure out the next Acts and Advancements, and Loop back again.