People, hear me out on this one.
If
1. If reiatsu=chakra
2. Itachi is ALIVE and (presumably well)
3.Venue is forest of death.
Then itachi should be able to take this one 12/20
Explanation. Aizen controlled 10+ fighters with his kyoka suigetsu from Aizen's provable statement of what equates in the narutoverse as basic genjutsu (control over all five senses) while the captains had their sword which, by your own definition should have been able to disrupt Aizen's control. However, that was not the case and the captains got their ass served to them on a gold platter. This was accomplished through the use of reiatsu, which in the rules say is =to chakra. Itachi quite easily could control more fighters however, everyone he fights knows to stay away from that deadly glance for fear of death. Excluding sharingan users, everyone proactively avoids the obvious when fighting him. Sharingan users don't because they have the sharingan and, if strong enough, can break free of its chains. I.E. Sasuke broke free, even though it was later stated that itachi took it easy on him the entire time and had he been serious "we wouldn't be having this conversation". Sasuke, inherently strong user of the sharingan. Trained entire life for that moment. Familiar with mind control.
Kakashi glanced into his eyes and passed out the next second and had to be hospitalized for 2 weeks.
Kakashi, good user of the sharingan and great at dismantling genjutsu thanks to sharingan.
Both fighters helpless against technique.
Also, itachi was literally fighting terminal illness (basically cancer) the entire series and never once went all out on opponents. This was proven later on in the series when he fought kabuto, naruto and bee, and nagato. So, if a feat which Aizen's accomplished through reiatsu was used to beat 13 people on a basic level, then by transfer of ability and definition itachi would do 10x the damage due to it being his speciality.
Kyoraku has itach beat in the speed department, but from what we've seen not by much. And thanks to itachi' sharingan he can better analyze his speed and anything else that kyoraku might throw at him. Taking Susano out the equation, itachi still had explosive shadow clones, crow genjutsu and diversion, extreme reflexes (kyoraku might be equal in that area), and izanami last resort. Itachi will be in great health for a change will drastically increase his stamina as seen during his time as re animated puppet. The venue, forest of death plays strongly to both fighters but more so kyoraku. Shadows and all. So, using kyoraku ability, the child's game of shadows kyoraku would run into an explosive dummy or into a fake clone giving itachi the opportunity to look into his eyes. He would never know. Susano is powerful but like stated not much of a factor because of kyoraku's fighting style. Basically, in close quarters kyoraku's GOING TO TAKE IT, but itachi likes to employ traps so he can use his super eyes. All itachi had to do is cap him in genjutsu, then use Susano to seal him. Amatarasu is a great technique but also is way to slow and ineffective to be used against someone like kyoraku so itachi would only use that as a last resort or as a trap. Kyoraku's bankai is powerful, but still useless if itachi uses Susano and fights in his normal manner. Kyoraku, by the way, is not aware of these eyes. So chances are he'll look right into them.
So itachi 12/20
But people you're forgetting the number jutsu that catches everyone off guard and that's universal in the narutoverse...
http://vignette1.wikia.nocookie.net/naruto-bleach/images/d/db/Body_Replacement.jpg/revision/latest?cb=20120407205035
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