Winning can mean: 

If they manage to throw you off with a really good point, try to stay on topic as best you can. 

When you have good evidence, it makes it a lot easier to counter other people’s points while supporting your own.

• Speak confidently, be concise, and try not to repeat yourself. 
• Give the appearance that you truly know what’s right from the beginning, even if you don’t have all of the facts. 
• Facts that can support your stance is helpful, but being convincing matters ...

Assuming something is caused by something else just because they happen to correlate. 

Recognize that there are two issues to be addressed: both of your emotions and the situation at hand.

If enough people agree to something, it sort of becomes true in a social setting. It may not be 100% factual, but with a little supporting evidence, your buddies can be a better backup than any fact out there.

Even if you’re pretending. Listen to what they have to say and take it in. Don’t shake your head while they talk, cut them off mid-sentence, or look away like you don’t care about what they’re saying.

Name-calling, attacking a person’s character and using someone’s beliefs or traits to call their argument into question.

Using a single personal experience as the foundation of your argument or your big piece of evidence. 

Winning an argument often comes down to who can go the longest without contradicting themselves and keeping sound logic, not direct persuasion of the other party.

The advantages are:

The right questions can help you break their argument down logically.

Using statements that imply “all” of something or “every” thing is a certain way. 

Making up a scenario to make the opponent look bad. You’re assuming and making incorrect correlations.