This is a great match-up. Finally bruh.
Gaara takes though, but this is definitely high-extreme diff. J-man is no joke, especially with toad summons. Sound Genjutsu is broken thanks to Shukaku's presence. Toads are made quick work out of due to swift sand coffins to limbs - Fatal damage has shown to cause summoning animals to disperse; Gamabunta stated he would've died/dispersed from Shukaku's wind bullets which aren't as lethal as losing a limb through liquidation.
The location is an advantage to Gaara, so that actually lessens it to high diff, rather than extreme. Also, to note if anyone attempts to try, and counter sand by using: Oil, or Oil + Water. This won't work; Oil will simply clump the sand up, nothing more. Oil + Water cannot be infused. Ever. Gengetsu is a unique case, as explained in the manga.
Then attempting to use water vs sand arguments, those are pointless seeing as Gaara has a whole desert at his disposal, and the toads (as I stated above) would've already been fatally injured, dispersing.
Jiraiya has nothing to combat Gaara when all is said, and done. Definitely will emit pressure though with the toad summons.