How Did Their Previous Ventures Together Go?
Each week here I share some of the realities that surround the kind of work I do with families.
Recognizing that my work is part of a “niche within a niche”, I know full well that most people have difficulty grasping just what it is that I’m trying to accomplish with my family clients.
As I crafter the title for this post, I stumbled upon a pretty apt word, “journey”.
Just about every family I’ve worked with has come to a point on their journey where they recognize the need to broaden the base of family members involved.
The current leading generation eventually accepts that there will be a point where they are no longer in charge, and preparation for what comes next must begin.
Bringing In Outside Support
Wise family leaders also realize that in order for this next phase of the journey to go well, they’d best bring in some outside support, because things can get complex pretty quickly.
I always applaud them for coming to this conclusion, even though sometimes it takes them more than one attempt to find the proper resources to assist them.
This week’s post is inspired by the fact that it recently dawned on me that I have three current family clients who initially embarked on some version of an expanded family journey with the rising generation a few years back.
And now, those past experiences are creating additional challenges for me as I try to help them navigate this next leg of trying to progress to a better place together.
Journeys Evolve Along with their Participants
My writing about journeys here goes back several years, my first post on this being There Is No Destination.
That post looked at how too many people consider so many aspects of life as “somewhere to get” as a goal, whereas I think it’s much healthier to focus on enjoying the journey along the way there.
I followed that up a few years later with Guiding a Family’s Interdependent Journey, which detailed how family members’ lives are probably more intertwined than they may realize.
Supporting families as they prepare for an eventual wealth transition is a very long process.
Ideally the work is spread out over years, although sometimes it happens in fits and starts.
The life stage of the participants is always an important factor to consider when assessing how much engagement you can get from everyone whose input and participation you’re seeking.
You’re Not the Boss of Me
Professionals who work with businesses are often surprised at how difficult it can be to get a large number of family members into a room together, or even on a virtual call.
In a “normal” (i.e., non-family) business, the boss calls a meeting and everyone shows up. If not, there are consequences.
Such rules are subject to different interpretation in many family situations, where offspring cannot simply be ordered to attend meetings.
So imagine families who’ve been on some kind of journey together, but it got “stalled” for some reason.
Trying to energize everyone to re-enroll in something again will probably come with major skepticism.
What a Difference a Few Years Makes – 3 Versions
Sanders:
Back around 2020, the “Sanders” family was fresh off a liquidity event.
They all lived close together, and ideas of keeping the family fortune together had them assembled together with advisors from their accounting firm.
In 2025, now geographically scattered, their needs were now much different, and re-engaging them into a family project is more difficult.
Perry:
Around 2016-2018, the “Perry” family still had a large operating company run by 3 “G2” siblings, and they began working on gathering together as a large tribe to sketch a way forward to bring in G3.
After selling the OpCo, the work on the journey forward with one of the branches around the dining room table looks much different, and patience with “re-doing” some of this again is in short supply.
Taylor:
In 2019, “Mike Taylor” was looking for support to bring his teenage G3’s into a discussion about their wealth.
Now that most are in their 20’s and working, those shifts demand a new approach.
Facilitating Things from Where They Are NOW
When guiding them on these journeys and facilitating their meetings, I’m constantly re-assessing where they all are, and how the journey is progressing for each of them.
I’m meeting them “where they are” and that’s a moving target!
And I’m hoping they’re up for it.