This achievement should come rather naturally through gameplay so long as you know of its existence. What I suggest doing is simply playing through the game normally and ordering your teammate to do every button that needs to be done, even the doubles, by simply ordering them to one side or the other. This should unlock after your 5th bypass in a row.

Remember you order a teammate to interact/complete bypasses by pulling out your tricorder () and then moving your crosshairs over the desired button and pressing/holding (). You will know it worked when you either A) see your teammate going to do the button or A2) When the arrow appears over the button and signifying the order resulting in your teammate going to do it. Simply do this five times in a row, or in my case as it was slightly glitched, until the achievement unlocks. Again I suggest ordering your teammate to do all buttons, even those that are not specifically bypasses just to be safe.

~Int