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I’m working with a certain (global and super well known) consulting firm on a deal and it’s the second or third time they’re proposing structures that wouldn’t work/would not be legal/give an opinion on whether something is legal or not. Should I address this with my partner? Shut them down? I’d guess they know what they are doing more than me, but it feels invasive.

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Tell your partner and bring the receipts (citations & analysis). I recently went through this in the fall. I spelled out why it was a risky legal position, but it's partner/clients choice. Partner and client did the risky thing, and it cost the client huuuuge almost immediately. All you can do as an associate is have a record showing you identified the risk.

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