This is actually my favorate past time, linking voice actors in different roles. So:
Johnny Yong Bosch is Vash the Stampede from Trigun, Itsuki Koizumi from Haruhi Suzumiya, Ichigo Kurosaki from Bleachas well as both Tohru Adachi and Yu Narukami from Persona 4 and the Animation.
Jennifer Hale is Elektra Ovirowa from the Cowboy Bebop movie, Fall-from-Grace and Deionarra from PS:T, FemShep and Rosalind Lutece from BioShock Infinite.
Dan Castellaneta is Homer Simpson, Genie from Kingdom Hearts, Robot Devil and Nordom from PS:T
Jen Taylor is Cortana from Halo, Zoey from L4D and Princess Peach.
Laura Bailey is my favorite VA of all time. I seriously had a major fanboy squee when she turned up in BioShock Infinite as the Siren heavy hitter. It was actually kinda embarrassing the girly noise I made. She is also Rise Kujikawa from Persona 4 and the animation, Gwyn Anwy from Kingdoms of Amalur: Reckoning, Serah Farron if FFXIII actually existed, Akali from LoL and Serana from Dawnguard.
Its worth noting I find all of her characters really attractive (I think its the voice), and then I found out she did Trunks and Dende from DBZ. Things got weird fast.