THIS ACHIEVEMENT IS UNOBTAINABLE
This is going to be a long description of how to get each of these gold medals. Me and my buddy The Sharkopath did this last night and it doesn't take too long. This is how to boost it with another player.
*EDIT* These Must Be In Ranked Matches
First, KO of the Night. This is where you must KO your opponent in under 60 seconds in the first round. Just use a strong striker, Lesnar or Carwin, and pick any low level guys and make sure its a KO. No referee stoppage on the ground. Just rock them and let them recover, then a strong right ought to do it.
Submission of the night. This requires you to Submit your opponent in the first 2 minutes and 30 seconds in the first round. Run up to your opponent and do the side slam into Side Control and lock on a kimura. Make sure your opponent doesnt rotate and its an automatic TapOut.
Touch Gloves. This can obviously be done with other things. Just walk up at the beginning and make sure you make contact with the glove touch.
Rocked. Simply have the opponent keep hitting you in the stomach and this will rock you eventually. Repeat two more times and THEN YOU CAN COMBINE ANOTHER MEDAL.
Ground and Pound. This is where you do 90% of all damage done to opponent is in ground and pound. So after you are rocked 3 times. Simply perform a double leg takedown and transition into full mount posture up and TKO them.
Fight of the Night. Both players must land 50 hits per round for an entire fight. It must go to DECISION. This medal does not require you to win. So meet at the middle of the octagon and simply have both players do stomach shots. Make sure that both of you are getting hits by checking the stamina bar, if its going down then you are hitting and getting hit.
Now More than likely you will get the Counter Hit Medal along with the FotN medal. If you don't then you must hit 20 counter hits in a fight. Simply have the opponent go for body shots and you just tap X or Y and land the shots in the face. This should get you 20+ counter hits.
Combo. This requires you to land 20 combos. Basically just hit a bunch of punches in rapid succession. X Y is a combo. You can keep slamming those two in succession the medal will be yours.
The next two should be done in the same fight!
Reversal. This requires you to complete 10 transition reversals in a fight. Such as, from the open guard down, the opponent on their back should try to escape, and the player on top will reverse. A successful reverse leads to a more advantageous position. From Open Guard down will lead to side control, then to mount. Stand up and do it again.
Then after you have completed that, You can do the Counter Grapple Medal, which requires you to execute 20 counter grapples. Your opponent throws a punch and you catch it and moves into the clinch. Push off and do it again.
Using this method Both Sharkopath and I achieved this in our first 20 fights. Even less if you combine a few more medals into one fight.
Good luck!
EDIT (05/05/2011)
According to some, many people believe this achievement is glitched, however people are still unlocking it. The trick is to just be persistent, as many of you know from Kay Tee Eff Oh! Here's a link to the thread concerning this "glitch"
Olympic Mixed Martial Artist