I'm roughly 1/3 of the way through volume 1 (of 4) on Churchill's History of the English Speaking Peoples.

I read his complete WWII memoirs as well as William Manchester's The Last Lion - Alone last year. The Last Lion - Alone has to be the most fascinating book on a short period in a person's life that I have ever read.

Highly recommend reading Churchill's The Gathering Storm (volume 1 of WWII memoirs) and then moving to The Last Lion - Alone.