I agree with your overall point, but I take exception to these assertions. Reagan signed a bill that would allow abortion if a Doctor deemed it medically necessary. (A position which is completely reasonable.) As it worked out in practice, any women who wanted one would get a Dr's statement for any reason at all. It was a loophole big enough to drive a truck through, and Reagan cannot be faulted for failing to realize as much prior to the fact. He had no way of knowing that Doctors would whore themselves out.
On the other assertion, that Reagan grew the deficit, this too is not a reasonable accusation to bring against Reagan. He continued and increased defense spending (a necessary and constitutionally justified expense) and his policies brought in increasing revenues for the Government far over and above those of Jimmy Carter, but the spending was controlled by Democrat Tip O'Neill who refused to control his pork barreling. Tip O'Neill would not even honor spending agreements he made with Reagan which Reagan took in good faith.
The increase in federal debt should be lain at the feet of Democrats and specifically Tip O'Neill.
Reagan is only guilty of not realizing this scum was a liar.
As for O'Connor and Kennedy, I suspect bad advice and deal making. Sometimes he had to throw a sop to the Liberal wing of the party, and nominating O'Connor was it. (First Woman! Yah!) Kennedy, on the other hand, wasn't so obviously Liberal at the time. He simply grew more Liberal as he remained in office.
Kennedy is not liberal. He sides with the conservatives a lot of the time.