I started out in soft boots/freeride board. After I got into carving, I started using hard boots on both types of boards. But ultimately, I found that they were to heavy and too unforgiving, with little feel.
When I free ride now, I ride a very soft board with strap bindings and soft boots.
I've demoed numerous free ride boards and it seems to me that every year they tend to get stiffer. I think the manufacturers aim to "smooth" out the riding by creating boards that can plow through anything.
I prefer the opposite: I want a board that has torsional stiffness so it holds an edge, but is very, very soft otherwise. I can adjust my body to the terrain rather than just plowing through it...
Current free ride set up:
Salomon 300 151
Salomon SP 4 set to 21 the front; about 9 in the back
Salomon Malamut Boots