It can be an intimidating thing to challenge, and was awkward as hell to pull my boss aside and say "Can we talk about some concerns I have with this contract?"

It can be an intimidating thing to challenge, and was awkward as hell to pull my boss aside and say "Can we talk about some concerns I have with this contract?", then proceeding to show him huge swaths of text that needed to be removed. They said it was just kind of a stock contract they used, and I'm willing to believe that I guess because it wasn't a fight to get them to remove it. The lawyer specifically said that it would be on them to prove the clauses relevancy, but your mileage may vary. She pretty much laughed at it and charged me for like 15 min to 30 min of time.