Now, if you and the author are talking about $10m company payday (lets say $1-2m for yourself), that's about a decade or two of decent income (ie, not enough to retire) and as you mentioned, what would someone used to working 100hr weeks and labeling relationships as "distractions" do with their time? I'm really failing to see the author's point to all this.
He's going to work 85-hour weeks, of course!
One major theme of The Four-Hour Workweek is that, for many people, it takes practice and training to do less work. You get habituated to the stress and the pressure, such that life without it begins to feel wrong. You need to train up the areas of your life that fall outside of your career, or they'll atrophy, and you won't be able to stop working because your mind and body will rebel.
Probably the guy will take a break for 6 months after/when he succeeds, then do it all over again. Or he'll start doing something else obsessively. Either way he's not going to be bored.
What I'm more concerned about is the fact that the guy said he tried a four-hour workweek but got bored, and now he wants to work 100-hour weeks so he can retire in seven years. What does he think he's going to do when he retires?