Sage Naruto wins this
1. Even though Base Jirayai is stronger than Base Naruto(post sage training) Naruto's Sage Mode multiplier is higher. Jirayai can't
access the full power of Sage Mode. He could only maintain the transformation if Pa Toad & Ma Toad was fused with him gathering
Chakra.
2. Sage Mode Jirayai is only half the power of Perfect Sage Mode. Even the features are different than a Perfect Mode. Jirayai's teeth
are more beast like, his nose becomes bigger, and his hands & feet become frog like. While the only thing that changes physically with Perfect Mode is Naruto's eye pupils.
3. Jirayai still had intel on Pain's Abilites and lost against 6 Paths Pain. Naruto also had intel from Pa, Ma and Katsuya. He was only able to take out 3 in Imperfect Sage Mode. Sage
Mode Naruto was able to take out 5 Pain's without losing his Sage Mode powers.
4. Perfect Sage Mode has more chakra power. Sage Naruto wasn't fused but was still able to summon 3 Toad Bosses while also spamming out 3 Rasenshuriken which are town level.
5. Imperfect Sage Mode is only a 2x multiplier. Perfect Sage Mode is a 5x multiplier.
Base Naruto- 120
Base Jirayai- 200
Perfect Sage Naruto- 600
Imperfect Sage Mode Jirayai- 400
Deva Pain- 450
Pains- 150 - 350
6 Tails- 720
KCM- 840
BM- 1,680