So actually to add onto this, this was bothering me so I had to look into it further:

I was very incorrect - Hyperspace isn’t a pocket dimension per se and you can hit things while moving through hyperspace. The reason they ‘sometimes’ get past shields is because shields have a refresh rate so it may be able to phase through if you get it just right.

I’m more with you on this now, its a little ridiculous that no ones really tried to weaponize hyperdrive engines.

As far as I know all droids in Star Wars have free will.

Han Solo gambled and won the Falcon from Lando (who appears well off), it was definitely too expensive for him to have bought normally.

I think the hyperspace battering ram is funky, but I believe it was less that it was a good tactical idea and more of the First Order being extremely arrogant by not having their shields up, not using a tractor beam, and not just sending a smaller ship forward to close the gap and blowing it up.

I think the movie wanted to show that they were savoring the victory and were willing to draw it out as they believed the rebels were drowning in hopelessness.

As I recall, hyperspace is like a pocket dimension. They just speed up a whole lot to enter hyperspace. So you can’t collide with things ‘in hyperspace’, but only as you’re going really fast while transitioning to hyperspace, which is quite a bit more limited in capability.

Hyperspace drives are expensive, and droids are sentient (so its still suicidal). Using it as a weapon would be like having an shotgun in an fps game, where the first 5 feet is extremely lethal to really big targets, whereas anything after that is a waste of time. Also each shot is $10k.

The real question would be why didn’t she just splat against the cruiser’s shields as they established that was a problem in the previous movie (when they need to hyperspace through the shielding of that planet), unless they had a Galaxy Quest moment where they forgot to flip the shields on.