An avid sailor, he intends to make a lengthy cruise to the Caribbean this fall, returning in early spring to resume work in the Big Apple.
Longer-term plans for Mr. Westbrook are harder to gauge. He has flirted with retirement, and talks easily about his interests outside the agency business.
He's on the board of Virginia Commonwealth University's Ad Center, and has purchased and renovated an inn in the quiet Virginia tidewater town of Irvington.
No slouch of a persuader, he's determined to get as many of his friends to move there as possible.
As for ever working at another ad agency, Mr. Westbrook said he couldn't think of it.
"I've found my home," he said of Fallon McElligott. "In my career, this is as remarkable as it gets. The company and its value system [have] become an important part of me."