Lol actually no if WB that fought Akainu were to fight Kaido he would get slumped over. Kaido is by far the most durable person in the Manga so by default he would take less damage than Akainu after being hit by WB punches. All he does is get one or two good hits in on that beaten WB and he's down for the count. That WB couldn't even muster up enough strength to put down Akainu so how in the hell would he put down Kaido in the same manner when Kaido durability>>>>>Akainu's. What does Kaido being sent to prison mean? It was stated in the Manga Kaido has never lost a 1v1.Kaido got sent to prison plenty of times actually and I'm pretty sure he can get the same treatment, if half dead old wb is doing that to a to tier character then he by all means does the same for kaido who is also a top tier
plus it isn't really losing, he was up few minutes after taking little to no damage (Although he was out of the picture for a while lol), but even if you do consider it an l then nothing suggests that kaido can't get that treatment as well