Tsunade high diff. A much slower part one Tsunade was capable of striking Manda, who is faster then any of Jiraiyas boss summons. So War-arc Tsunade should have absolutely no problem dealing with them. One hit should put them out of commission. The swamp is countered by summoning a small piece of Katsuyu under her feet to jump out. And Byakugou allows her to plow through any of Jiraiyas Katons, as she was able to withstand Madaras. Assuming this is Tsunade with her peak chakra storage within her seal, Jiraiya isn't going to be able to outlast her either. Don't remember if Byakugou increases ones speed as it does their strength, but if it does; Tsunade should have no problem matching or outspeeding base Jiraiya, where she should best him in CQC.
Scenario two: Jiraiya most likely wins, as Tsunade lacks a counter for the swamp.