I don’t know about all of them but about one specific guy:
There are 16 characters called “Aronin B[illion/untu/ad/etc]”. Thes are all alts of the guy BlueRino, who is an alt of Bruno Rino. This guy has a regular trek of up to 16 Charons autopiloting from Jita to Khanid, and there into low sec Tegheon or Rilera (depends on their mood, I guess).
On the way from Jita to Khanid, they are always filled with millions of units of Heavy Water (which they apparently need desperately for their Rorqual botting), on the way back they are sometimes empty, sometimes filled with valuable loads of other ice products, minerals and other things. You can gank these Charons easily in Niarja, Col, Palas or other places, or even in Tegheon or Rilera itself (unless the guy is too chicken and uses his 8 Rhea alts).
Another group that goes with freighters into low sec are these guys. I think I’ve also seen them every other day fly from Jita towards Khanid.
There are 2 attack vectors to have fun with their high sec activities. 