I don't know about Festools specifically, but from the interviews I've seen, it seems that Sam really liked things like Bridge City tools, Agazzani bandsaws etc, not to mention cars like Porsches. So it would not be too big of a stretch to assume that he would have liked some of the Festools. One of the other old time greats, Frank Klausz, who is retired now but can probably still hand cut a first-time-fit set of dovetails in the time it would take most of us to get out the Leigh jig and insert a bit into the router--he's stated that he loves Festool and Felder.
And yes, Sam left the rights to the Maloof corporation so that his long time helpers can continue building his furniture designs (not just chairs) and do restoration on the vintage stuff that may come in for repairs. There's an update to that specific situation on his website:
On a related note, Mira Nakashima, the daughter of George Nakashima is also carrying on her dad's legacy by running his studio after he passed, as well as introducing some of her own designs. And on a larger scale, a couple of Thomas Moser's sons are continuing to run their father's well regarded handcrafted furniture business. Recently I saw a video of an interesting program they started called "Customer in Residence", where if you have the money and the time you can go intern at the Moser facility and build your own project under their tutelage: