Devin Thomas O'Shea

For well over a decade, ever since he returned to his hometown, Rex Sinquefield has had an outsize influence on the St. Louis region — whether he’s pushing a city-county merger or turning the Central West End into a world capital of chess. And for most of that time, fellow St. Louisan Devin Thomas O’Shea has been watching to see what the libertarian billionaire’s next moves might be.