K11 neg him
Ino + mind destruction + mind transfer jutsu > Sai
Sai is a lot faster than ino and is able to dodge her mind transfer jutsu ( he blitzed sasori and deidara)
After a failed mind transfer jutsu ion is immobilized and sai kills her.
Shikamaru + strategy + shadow neck binding > Sai
Sai is faster and can fly on his bird attacking shikamaru from above, he also has doton hiding like a mole and ink clones for a clone feint.
Shikamaru is not the fighter guy, sai would win even though shikamaru is smarter.
Choji + size Manipulation + buttlefly > Sai
Theoretically yes, but say is able to fly on his bird out of the range of choji, is very fast and agile on top of his bird, shoji won't get him, sai has to wait until choji is tired.
Kiba + Akamaru + Cerberus > Sai
Dotonhiding liek a mole dodges it, flying dodge its, ink clone handles kibas shadow clone, ink snakes are binding akamaru and the original seals kiba inside of his scroll.
Shino + Bugs + bug bombs > Sai
Shino is good match up, his insects are able to fly and he can also do insect clones, he is very intelligent.
This can go either way
Hinata + gentle fist + twin lion fist > Sai
Sai doges he air palms, he is faster and together with clones or ink snakes he will get hinata in the right moment when her rotation stops.
Tenten + ninja tools + weapon summons > Sai
Sai is faster and will fool her with a clone feint due to doton hiding like a mole.
Neji + gentle fist + rotation > Sai
could go either way
Lee wins with gates
Sakura + CES +byakugou > Sai
Sai is faster and can dodge her mega punches with flying, his only way of defeating her is sealing her with the tiger or cutting her head off, but the latter is risky due to getting close to sakura.
This can go either way, too.