Raul vs Charon
Raul - Was a gunslinger his entire life, he managed to survive the Apocalypse with his sister using only his skill with a handgun. He was in two major battles were he was outnumbered and out gunned and somehow STILL managed to drag himself to safety.

Charon - Was only a bodyguard as far as we know. He was raised with a group that brainwashed him though we dont have much story about this. That being said as far as we know hes just a thug for Ahzrukhal, doing his dirty work like collecting debts and guarding the bar from drunk ghouls.

Winner = Raul by a long shot.

Reason: Though one might argue that Raul is too old the fact that he continues to be the vaquero and makes a name for himself as the Ghost Vaquero proves he is still capable. As far as we know Charon is only a bodyguard...

Veronica vs Paladin Cross
Veronica - She has combat training, like all Brotherhood of Steel members but thats about it. She prefers her powerfist while NOT wearing power armor which is idiotic. She doesn't highlight her combat abilities though she mentions she has a form. There isn't much to be said, she is more of a tinker then a warrior.

Paladin Cross - Its implied she has spent several tours in DC against the super mutant threat. I also only found out recently that shes actually a Cyborg. She can take more damage and also never tires or goes hungry. She is a warrior and was chosen to escort James to Vault 101 for this very reason.

Winner = Paladin Cross
Reason: Like i said Cross is an actual soldier while Veronica is just a scribe assigned to get supplies for her bunker.

Boone vs Jericho
Boone - Boone is from the first recon sniper battalion and has fought at bitter springs. His unit has a reputation for being the best of the best. With all the battles the NCR puts itself in that should stand for something. If Ceasar invades the Mojave Boone will go on a legion killing spree. Eventually catching the eye of the Legate himself

Jericho - Though he is washed up now this old timer is still someone to be feared. He is experiance in the cruel and sinister. The fact that he was a raider and lived long enough to retire should say something in itself. He's also a sharpshooter even with his crude rifle. He now retires in Megaton and helps protect the town here and there. But he's still a raider at heart...

Winner - Boone
Explanation: as a raider Jericho most likely prayed on weak targets like weaker raiders and settlers. As an NCR sharp shooter Boone had to deal with the worst of the worst... Experience great Khans and Legionaries. His ending slide should give him more then enough credit to win this battle. But id say Jericho gave him a run for his money.

Cassidy vs Clover
Cassidy - Cassidy owns her own caravan company and has been trained to use guns and dynamite effectively as ammo is limited. Her travels in the wasteland had made her rough and rugged, as she would even beat men in fistfights. Thanks to her occupation its assumed she had to dealt with robbers and wasteland critters from time to time, giving her some experience.

Clover - Not much to go on. Clover is a crazy [censored] who has been raised by the worst of the worst. Eulogy, being a slave owner and having dealt with his share of sick people claims Clover is the craziest girl hes ever met.

Winner: Cassidy
Reason: skill and experiance beats crazy each and every time. Clover has only delt with other slaves before the Lone Wonderer. Cassidy deals with danger on occasion. It is no contest

Arcade vs Butch
Arcade - An intelligent member of the followers who spends his free time creating new medicines. The dangerous people arcade deals with are the occasional drunks and psychotic drug addicts.

Butch - A wanna-be bad boy who has bullied the Lone Wanderer his entire life. Butch is all show and has a mean bark. Though when it comes to actual combat he rather not even face a radroach to save his own mother.

Winner - Arcade
Reason: Both men have zero combat experience before meeting the PC. So what it ends up coming down to is equipment and skill. Arcade has medical skills along with his affiliations with the Enclave. Dont forget he has power armor training and access to a set. His plasma caster would has a bigger impact then Butches pistol. and if he gets shot well he can patch himself up. I didnt even mention in his ending he aids in mass evacuations and acts as the police force of Freeside.

Lily vs Fawkes
let me take the time to remind you the difference between Nightkin and Super mutants. Its not the skin pigment, Nightkin are actually superior super mutants as the FEV has not altered their intelligence and has made them stronger. They are handpicked by the Master himself. Though thanks to their special access to Stealth boys they have been altered.

Lily - An assassin for the Legendary master himself. What the master needed an assassin for we may never know though Lily proved herself very capable and managed to survive until she was freed from his control. Lily currently tends to the Big Horners and enjoys smashing radscorpions and night stalkers. Her alter ego Leo sometimes causes her to go Berserk and enter a mindless rampage.

Fawkes - Looking at his background there is nothing impressive about this super mutant besides his intelligence and morals. Like many of his kind he spent time gathering wastelanders to help the super mutant army grow. Despite his intelligence he was rounded up and thrown into imprisonment. He claims he was locked in there long enough to read history and encyclopedias. He is seen outside Raven rock, killing several disordered Enclave soldiers with the Help of his gatling gun

Winner = Lily
Reason: Lily was considered a Nightkin, a superior super mutant of the warrior cast. On top of that she was also skilled enough to be an assassin / spy for the master himself. She can turn invisible at will and can allow Leo to cause havoc whenever shes in a tight spot. Fawkes is a pacifist and depends on his equipment and natural super mutant abilities over actual skill.

Rex vs Dogmeat
Rex - a police K-9 from before the great was. He survived the great war and has spilled blood for the Legion. He was even Caesar pet for awhile.

Dogmeat - an intelligent dog rescued from a scrap between 2 raiders. Dogmeat is loyal to his master and is roughen up naturally thanks to the DC wasteland.

Winner = Rex
Reason: Though Dogmeat is a tough competitor Rex is enhanced by his cyborg body and has even survived the great war itself itself.

Ed-e vs RL-3... im not doing this one