How Can I Talk To Him More At Work to Let Him Know I'm Interested?

Hey there, gentlemen! Happy New Year!

So... I have a kind of strange question that has been wandering around my mind for the past couple of days, and I feel a bit stuck...

There's this new person who just started working with us about two weeks ago. He's one of the first year medical students that works with our attending physicians and he sits in with them for most of the day. But, He's very quiet, perhaps a little awkward, kind of chubby, and, from what I learned, a bit of an art nerd. I would really like to get to know him better, talk to him more but it's challenging since I have to be on the floor as a clinician and he spends most of the day in the office with the med team. I have tried complimenting him, making cookies for the staff, touching his shoulder while talking to him, making good eye contact. But, no luck.

My question is: How do I interact and maybe flirt with him a little more at work without looking too desperate, too forward or like a goofy young school girl?
How Can I Talk To Him More At Work to Let Him Know I'm Interested?
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