Conversation 1

A: How did the sales meeting go?
B: Not good. I really dropped the ball.
A: Why do you say that?
A: I had the wrong slides and I kept fumbling my words.
B: Oh, well. You wins some and you lose some.

Drop the ball
Do poorly at something

Fumble my words
Speak poorly, not say things clearly.

You win some, you lose some
A phrase to show encouragement when someone fails.

Conversation 2

A: Are you ready to give the presentation?
B: Yeah, I think so. Time to get my game face on.
A: Relax, I’m sure you’ll hit it out of the park.
B: I hope so. but if I’m off my game help me out.
A: Don’t worry. You’ll be fine.
B: OK, thanks,
A: I’ll be here on the sidelines though if you need any help.

Get my game face
To get focused and prepared to compete or perform under pressure

Hit it out of the park
To do very well. This refers to baseball (or cricket) and hitting the ball over the fence.

Off my game
When you are off your game, you do not perform as well as you usually do.

On the sidelines
To be off to the side and watching but ready to participate.

Conversation 3

A: Hey nice suit. Got a new job?
B: No, I have a date tonight.
A: Very nice! You look great.
B: Thanks. I’m trying to up my game.
C: So who is the hot date?
B: A friend of a friend.
A: Well, I’m sure she will love you.
B: I hope so. She is kind of out of my league.
A: I’m sure you will win her over.
C: Have fun! Just remember to quit while you’re ahead.

Up my game
To better oneself or improve on oneself

Out of my league
To be in a situation where you feel inferior

Win (someone) over
To impress someone so they like you

Quit while you’re ahead
To stop doing something before things go badly