If you’re part of the Leading Generation in a successful family, you’re likely juggling two massive jobs at once.

Job #1: Running the Enterprise
You’re leading the business, the investments, and/or the family office. You’re the operator, the decision-maker, the one everyone counts on to keep the engine running. 

Job #2: Shaping the Future
You’re also the visionary - responsible for preparing the next generation, clarifying the family’s long-term purpose, and imagining what your family enterprise may need 10, 15, or 20 years from now.

Most in the Leading Generation are doing both of these roles simultaneously… and quietly wondering why it feels so heavy.

It is heavy.

Why These Are Two D...

By: Kristen Heaney

He built an empire, conquered challenges most people can’t even fathom, and yet something still feels just out of reach. The next deal, the next venture, the next milestone, surely that will be the thing that makes it all feel complete. But what if the very drive that got him here is also what’s keeping him from feeling satisfied?

Arthur Brooks calls it the Striver’s Curse - the relentless pursuit of achievement that, while outwardly celebrated, can quietly erode one’s sense of fulfillment. We see this often - those whose success has brought them extraordinary wealth, influence, and responsibility, but who remain tethered to an insatiable drive for more.

For some, t...