They grew their family business from roughly $50M to $300M in revenue.
Their advisory team never grew with them.

I had a call this week with a third-generation business owner.

Their grandfather started the company.

Their father took over it.

And now they’ve taken it from roughly $50 million to $300 million of annual revenue.

On the operating business, they are world-class.

On the personal wealth side, almost everything was still being managed the way it had been years earlier.

Not because anyone had done anything wrong.

Because the family's wealth had outgrown the advice.

Their spouse was managing several rental properties.

No one had ever discussed:

• Whether they might qualify for Real Estate Professional Status (REPS)
• Whether cost segregation could create meaningful deductions
• How those deductions might fit into their broader tax strategy
• How to coordinate all of that with their CPA

On the investment side - the portfolio had done well.

But there wasn't much strategy beyond owning public stocks.

• No tax-loss harvesting.
• No diversifying alternatives
• No conversation around asset location.
• No discussion of advanced planning tools such as dynasty trusts, GRATs, or private placement life insurance

As businesses and balance sheets become more complex, the conversations should change.

The strategies worth evaluating change.

And the team around you needs to evolve with them.

If you're a founder or family business owner, ask yourself one question:

Has my wealth outgrown my current advisory team?