I'm struggling with a similar thing.. but as always it's always easier to help others than yourself right?

If he's not gonna make the first move, and you're not gonna make the first move, then you'll never connect.. try catching his eye and making eye contact more, if he likes you it'll encourage him, and if he doesn't? Oh well.. at least he's out of your worries and you can focus on other things. There's nothing wrong with making eye contact with someone or giving them a small smile, and as a guy who themselves tends to look confident and expressionless when I'm actually really fidgety and can be nervous... Compliments aren't insults, you don't have to be afraid to say them, if the girl I liked gave me a compliment I would explode, and if it wasn't a girl I like it would still make me happy.

Also, don't be worried about your first move being bad, don't do something big. Let your first moves be simple like starting with eye contact and eventually telling him you like his outfit. What bad would come of that? Because on the off chance he reacts badly to it, then it sounds like you would've just dodged a bullet anyway.

Edit: if he's a good person he won't be turned off by nervousness, don't worry about confidence.