There is such a long history of smoke that one must assume that there was a lot of fire to go with it - her protections are not going to remain intact.
If he lays out her sordid past and all the accusations, from college to being fired from the Watergate investigation for lack of ethics, to Whitewater, to "finding the missing documents on a dining table in the WH after they had been missing so long to the proven lies about Benghazi and her "What difference, at this point does it make" comment and everything that fills in the gaps, she will have her whole sordid dirty laundry hanging on the same line despite the PC politics that says we shouldn't go there because she's way too "important" to suffer the consequences of her Crooked Hillary life....
If anyone can do that, it would be Trump.
There is plenty of material there as you pointed out, it should be all hung together and displayed prominently.