Is is awkward to request to connect with people on LinkedIn you weren't really friends with in high school or college but that LinkedIn recommends to you?

It's definitely not awkward. I've linked with people I may have spoken to once or twice, or only know through other people. Having that connection can be extremely helpful in the future, when you're looking for someone with experience in a certain field or even someone that can help you with some advice on what they think of their current or past positions.
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