06/22/2026
There is a weird gap that starts to show up around $5M of net worth.
People look buttoned up from the outside.
Business is doing well.
Investments are growing.
Real estate is worth more.
Insurance is in place.
Estate docs exist somewhere.
But when you actually look under the hood…
Nobody is really driving the bus.
The CPA is doing tax returns.
The attorney drafted documents years ago.
The advisor is watching the portfolio.
The insurance was bought three kids, two houses, and a business ago.
None of them are bad.
They just are not all working from the same plan.
And that is where things get expensive.
I have seen families with millions of dollars still feel like they are the project manager of their own financial life.
Forwarding emails.
Chasing answers.
Trying to figure out what decision impacts the next one.
That is not planning.
That is a bunch of smart people working in silos.
At a certain level, planning is not just investments.
It is coordination.
It is sequencing.
It is making sure the right people are in the room before the big decision gets made.
Most big mistakes do not happen because people are reckless.
They happen because successful people are busy.
And no one is watching the whole picture.