So often did he lament his injuries, it would be no surprise if he spent a fair bit of time wrestling with the fear that he would not be able to run freely again.
"People all talk about what they have to do," he laments, "but they don't really want to do it".Now the promise of a long, secure career rings hollow, recruiters must offer a new bargain: that young managers will acquire the skills they need to be valuable to other companies.
Does he ever lament the 11-year delay in building his dream house?
In almost every interview he does, he'll lament his past mistakes and talk about his various high-minded visions for improving the platform: improving conversational health, reducing echo chambers, increasing transparency and about 10 other rote, buzzy phrases.
"Ben doesn't take the roles that would challenge him most," she laments, "nor does he appear in the films that would take him closest to his emotional fabric".
"Even when you do play, nobody features guitar players like they did," he said, lamenting the heady days of Hendrix.
I would have thought technology would have made it harder to do what I did". He also lamented the rise of an iPhone generation of children who have come to rely on technology and have lost the ability to be resourceful in a more traditional way.
"They can't get it done," he said, as he lamented the trade deals that have helped employers outsource production to overseas companies.
Rachid Ghannouchi, the leader of Tunisia's Islamist Ennahda party, has praised Britain's tolerant democracy as a system coming closer to the Muslim ideal of governance than any Muslim-majority state does, while he lamented recently that "France is the country that understands Islam and the Tunisians least" despite the close historic ties.
But doing so, he lamented, would have been "too complicated and too expensive".
"I got the hardest job in the world doing this," he lamented on Round Tree Drive.
