would jiraiya have won against pain if all six came out while he was in sage mode?

[Cerox0]

I believe if he had knowledge on all of them and their abilities + Nagato, and him being SM at the beginning of the match he'd win High Difficulty

 

[Red Swag]

pain didnt even use shinra tensei let alone some of the rinnegans tech. he just summoned and used normal taijutsu. jiraiya is weak.

 

[Olorin]

he would have lost but against healthy tendo he would have had a better chance than Naruto

 

[Memoria]

If only he retreated when Pa told him to, he would've survived... ='|

 

[Maunten]

if he had the chance to use the genjutsu with ma and pa that he used againts the first 3 pains, i think he might have won. just my opinion.

He lost due to lack of intel and age,

If he was young and had intel he would have fought the six pains to get nagatos location, used a genjutsu to on the six paths so he could get away to nagato.

All in sage mode, then he would have had to fight konan, by the time he kills her, which he may not have, it took izanagi to save tobi, but jiraiya could have stayed within a toads stomach, but anyway by the time he would have killed konan the pains might have freed themselves some how.

Even then nagato still has massive chakra stores.

I would say prime Jiraiya wins with extremely high dif, and prayers.