I don't know the man's mind.    He's clearly bright, but I think he immobilized at times by overthinking.    He's low risk, not a terrible things for somebody that controls an arsenal of nuclear weapons.

I do like the person.   It's fun to see a strong central family, something I suspect he cherishes far more than the Presidency.   
 
I argued with my brother about Obama being 'hog tied' by Republicans.   That may be true, but would a different leadership style managed to have overcome that?   No way to know.    I'm unhappy with the current health system, it's ripe with rewards to providers/insurers and provides almost no coast control.   But Obama saved the bill that look like it was going to be defeated and establish a principle that health care is a right of all Americans,  Sanders would have nothing to build on otherwise.   

He's a good guy and hopefully will continue publicly in a new role.   If not, he can relax, enjoy his wife daughters and just recharge for a few years.