If has had liver probs in the past then why put him on dbol and winny.....not a good idea. Certainly go with the prop. I would suggest more than fifty mg eod though that will not give him crap for gains. Instead of frontloading with more cyp do this. run 100mg/d prop for the first two weeks with the cyp and eq, the cyp should kick in shortly before the prop is done working its magic. Then IF he wasn't satisfied with his gains during the cycle run the prop with the winny at the end