Why would Roach say Mayweather would've won 5 years ago??

That's not what he said 5 yrs ago. What he said was Khan and Pac are the only two boxers that can beat Floyd. both of them being trained by Roach himself

Because he already admitted, the first negotiations went to all hell because of drug testing remember the needles and tests make him weak, but now he has a failed drug test clause Maybe he thinks Manny would have failed a drug test, come in weak, or never thought Manny could beat A PRIME mAYWEATHER

Roach says the most retarded things, he just makes up stuff that doesn't make any sense. Like the reverse psychology that Mayweather has more ware and Pac is more fresh, yeah ok Freddie! Roach says a lot of off the wall things when it just come from a credit giving standpoint. He always in someway down plays the guy they are fighting in silly ways, that if true make the fight lesser in value. Normally you would want to blow it up, but even in the biggest fight he is doing it so it is pretty much just his thing.

Roach says the most retarded things, he just makes up stuff that doesn't make any sense. Like the reverse psychology that Mayweather has more ware and Pac is more fresh, yeah ok Freddie! But this is just a retarded thing to say as a coach of Pacquaio

In my honest opinion, I'd question why anyone would care about how things would have gone years ago, nothing to stress over. Both of them will come well prepared, no excuses.