^^ Tried that.

I remember this one time there was this cute girl I wanted to hook up with...mates wanted to leave so I wrote a note saying we should grab a drink and here's my number. Needless to say I never got a phone call.

Just commenting so I can see how this goes.

My opinion is to not try to pick her up during busy hours, as she's going be super busy. Wait until it dies down enough for her to get less orders. She probably gets hit on all the time, so you need to get creative.

You've actually inspired me. There's this cute barista who works at my local coffee shop that I've had a crush on for a while. I just might work up enough courage to approach her if I have a good enough conversation pattern to go on.

Or perhaps 'run into her' just as she is finishing work for the day.

Then you have an excuse to walk and talk a little.

I have a feeling she's given me signs of interest [or I am misreading]. I know for a fact that she knows my name, and ever since I asked for her name, she's been more talkative with me.

Probably nothing to read in to, but in the afternoon, when I walked in, she did say, "Hey Kyle!"

And when I switched up my drink, it really took her by surprise.

I've asked her for her favorite drink, and she did tell me.

Now, come the next time I go back, I plan on doing something like:
All her responses are assumptions

Me: Good afternoon Amy!
Amy: Hello Kyle !
Me: I'm feeling adventurous today - why don't you make me your favorite drink - that black tea?
Amy: [some response]

Now, one of two scenarios I hope to happen

1. I compliment her, "I never noticed your smile before, but you do have a bright one". I'll wait for a response, then ask her "What time do you get out? I'd love to grab a drink with you."

2. Just ask her what time she gets off, and ask to grab a drink with her then.

Both times I will ask to grab a drink, and close that drink grab [if she says yes] with getting her number. Like, "I had fun. I think we should do it again sometime. Why not give me your facebook? or your number, that works too."

Now if she rejects the offer for drinks,

1. I have a boyfriend - Oh what a lucky guy! makes me jealous - have a good day?"

2. No thanks - "Well, worht a shot. Offers still on the table if you change your mind - just let me know. [smile]

TLDR: Is planning out the whole game plan bad? Do I compliment then ask her for drinks, or just straight to drinks?

planning is good

The girl im interested in I wanted to talk with her before she finishes up..instead when I walked in she was still working and serving customers. I don't want to game with her workmates around...

Unfortunately I had no plan B..

Update:

She seems comfortable around me. Not like, super-comfortable, but getting there.
I have a fellow mate who is good with the PUA scene, and he tells me she's semi-attracted, and starting to get comfortable. I asked him how he knew:

1. Instead of the one word response ("Good") she would give when asking how her day was going, she gave me a abridged scoop.
2. She remembers the fact I was there in the morning, even if she didn't take my order.
3. She's making much more small talk with me than other customers.

Now, I'm going with my gut (and his) that these are minor IOI's. How do I proceed? He told me if I don't have the balls to get her number (since she's working) to tell her that she seems chill, and I would like to get to know her more - so get her Facebook.

Is that unwise?

Update:

I think I can number close today. I've made moderate progress and think I have the chance to close. We have a small 'date' set up for later this afternoon.

I posted the information of the 'date' in the closing section.