The first time I downed Winter Soldier was with 4/40 X-23. However, the first time I downed Winter Soldier in my actual complete run of RoL was with 4/40 Scarlet Witch. It took over 900 hits, because I literally picked the morning that Kabam broke critical hits game-wide to start my run. Captain Marvel took a thousand hits. I thought WL was just astronomically horrible luck, but CM caused me to check the forums and discover that everyone was reporting crits were dead. I was already committed though, so I just kept going.
4* 4/40 X-23, she was used against everyone except wolvie where my 3* Guilly was used. This was awhile ago and these days there are more options to take down ROL.
WS only? My first time killing him was with 2* SL with perfect block (...I didn't have 3* or 4* duped). 800ish hits. My first time actually beating the realm was with 4/40 guilly 2099, went through every fight with her, except juggs. After a few tries I got tired of him and restarted with CapIW on my team. 250-300 hits for each fight, including the 100 combo starter. 800+ on juggs.
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Yeah I know