For example (and this is speculation), I have doubts that the OLC signed off on excluding permanent residents without individualized process. The order does not, by its terms, apply to permanent residents. But that is how CBP interpreted it for three days, and the White House reversed that position only last night. The AG would have to go into court and defend CBP's interpretation, and I don't think it is defensible. Indeed, it's so indefensible that I think there is a decent chance individual CBP agents will be held personally liable for Constitutional violations once this all plays out.
Just because legal counsel says its legal does not mean it is legal, or that the AG "ignored its legality". Different attorneys will have different frameworks and theories on whether it will hold up in court.
A business might hire an attorney, but they generally listen when they say a policy has shaky legal ground, if any at all. The response isn't generally to fire the lawyer and find one that agrees.