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1st scenario is through prep.
2nd scenario is through a random fight.

Leader:

Batman
http://i1149.photobucket.com/albums/o589/lupinw45/BN_zps0rukfc1l.jpg

2nd in command:

Grayson
http://i1149.photobucket.com/albums/o589/lupinw45/GN_zpsr6xrcwcv.jpg

Azrael
http://i1149.photobucket.com/albums/o589/lupinw45/AL_zpssabwvj3e.jpg

Red Hood
http://i1149.photobucket.com/albums/o589/lupinw45/JT_zpsijhr91tn.jpg

Cassandra Cain
http://i1149.photobucket.com/albums/o589/lupinw45/CC_zpswasele6m.jpg

Terry McGinnins
http://i1149.photobucket.com/albums/o589/lupinw45/TM2_zpsx1snvmab.jpg

Talon
http://i1149.photobucket.com/albums/o589/lupinw45/TN_zpsfqcxtvp5.jpg

Batwing
http://i1149.photobucket.com/albums/o589/lupinw45/BG_zpsix6ug9yr.jpg

I think your hand team + Wolverine would win a randon encounter.
Originally posted by Zack M
Led by Kingpin
http://i1149.photobucket.com/albums/o589/lupinw45/KP_zpsqgg06bte.jpg
Tombstone
http://i1149.photobucket.com/albums/o589/lupinw45/TS_zpsiry5w98k.jpg
Typhoid Mary
http://i1149.photobucket.com/albums/o589/lupinw45/TM_zpsyxonwtgj.jpg
Lady Bullseye
http://i1149.photobucket.com/albums/o589/lupinw45/LB_zpso2nzygh1.jpg
Daredevil
http://i1149.photobucket.com/albums/o589/lupinw45/DD_zps66gua4qn.jpg
Ekektra
http://i1149.photobucket.com/albums/o589/lupinw45/EA_zps4rn4pu9w.jpg
Bullseye
http://i1149.photobucket.com/albums/o589/lupinw45/BE_zpse0urarl6.jpg

I don't see any of those guys doing any harm to Michael Lane.

wolverine