Say it at a random time when we conversate?
How to make it easy on both sides?
I think you should ask him out to something fairly casual, coffee or whatever, where you can chat and hang out and not be bothered. Whenever you've got a good opportunity (I recommend later, after you've built rapport and had good conversation) take the initiative and tell him you're interested in him, if you want to tell him you wanna go see a movie or have dinner together, see where things go. Guage his reaction and keep your chin up if he says no or hesitates. You seem thoughtful and smart, keep your confidence up either way 😎
I'd do it in private. That takes the pressure off of both sides.
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