"Matt, I deliver these long, rambling answers. I can feel people tuning out. I keep losing my point. I just kind of... end. And hope it made sense."

"When you start talking, do you know where you're going?"

"No."

"Let's start there."

I run a quick exercise. Rapid fire questions. Maximum three-word answers.

Mountain town or desert?

"Mountain town."

Best vacation you've ever taken?

"My honeymoon."

What made you decide to do what you do?

"I enjoy strategy."

Market outlook?

"Typically optimistic."

Why should I trust you with my family's wealth?

"We limit who we serve."

He'd just never practiced deciding on his point before he opened his mouth.