The connecting record
shownMob Psycho 100 · vol. 5, ch. 42–43
Matsuo beat Dimple in Mob Psycho 100.
Dimple, then wearing a guard, outwitted Matsuo's first spirits but was overwhelmed when Matsuo let out more, and was sealed in Matsuo's jar.
What each of them is ranked on
The winner · Matsuo · rank 13
Scar of the 7th Division — spirit keeper
Shut Dimple in a jar of a hundred evil spirits to eat one another, which Dimple came out of; Dimple then knocked him out in one blow. His strongest spirit burst against Reigen's fist. At the Asagiri mansion he helped Dimple through Mogami's barrier, and once Mogami left Minori's body he caught him in a flask — the flask a Claw soldier later broke.
statedMob Psycho 100 · vol. 5, ch. 43
Says he has thrown Dimple into a jar with a hundred evil spirits.
shownMob Psycho 100 · vol. 6, ch. 49
Is knocked out by Dimple in one hit.
shownMob Psycho 100 · vol. 8, ch. 65
Helps Dimple get past Mogami's barrier into the mental world.
All 5 citations
shownMob Psycho 100 · vol. 9, ch. 67
Catches Mogami in a flask and names him Pudding-chan.
shownMob Psycho 100 · vol. 11, ch. 87
Drops the flask, and a Claw soldier breaks it.
Beaten · Dimple · rank 3
Ekubo — upper-class evil spirit, later "Psycho Helmet"
As Psycho Helmet he fed Seasoning City sweets tainted by the Divine Tree until most of it, Ritsu and Tsubomi included, was his, beat Teru and bound him inside the tree, and drained Mob's power while trading god-titled attacks with him in a golden form. Earlier, inside Musashi Goda's body, he overpowered Shibata of the Ultimate 5. He lost the tree fight by being trusted rather than beaten. Contested because the strength was the tree's, and because Mogami, he says, once beat him at full power.
shownMob Psycho 100 · vol. 1, ch. 8
Regenerates lost limbs and fires a Wraither Beam that does Mob no damage.
shownMob Psycho 100 · vol. 11, ch. 85
Possessing Musashi Goda, overpowers Shibata and throws him into a wall.
shownMob Psycho 100 · vol. 14, ch. 96
As Psycho Helmet, defeats Teru at the Divine Tree.
All 5 citations
shownMob Psycho 100 · vol. 14, ch. 97
Uses the tree's power to drain Mob's and fights him in a golden god form.
shownMob Psycho 100 (anime) · S03E05
Mob's meter climbs into the nineties while he takes Dimple's god-titled attacks.
What this does not settle
One fight in one work. It is the only result the record gives between these two, and it is evidence about that meeting and nothing wider — not a general matchup, not a rematch, and not a ranking of its own.
The ladder above it is argued from everything either of them has been shown doing; this page is argued from one citation.
Where the two disagree, the disagreement is the point, and it stays visible rather than being resolved by whichever of them happens to be on this page.