1. He moved into politics (which is in my HO, one of the failure points of a lot of tech people. Everyone has a right to an opinion, but certain people have more talent at politics than others, and certain people have more talents at code than others).
He's a great programmer, and could have pushed the FSF community directly by committing and improving code. And even if he can't code anymore, he could have focused on fund-raising/raising awareness in winnable (as in, not facebook)/worthwhile (as in, not HURD) battles, where others would benefit also.
Like a free Flash or free CAD (which are "FSF High priority projects", though practically dead).
What new coding projects were they involved in since HURD started (OK. Replicant.)?
And how did his political rants help the FSF (and the Free Software movement as a whole) lately?
2. He doesn't let the FSF be larger than him.
Who's their 2nd in command?
Who'll take over after he passes on?
What will the FSF look like in 30 years?