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Keeping your boss informed is a must, here are my categories of incoming and how I communicate up.

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Heard the saying "If momma aint happy, no one is happy", same is true at work.

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There are always opportunities to share feedback up, but there are methods to being successful at it.

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When you can, definitely ask 'Why?', but consider how best to ask that to ultimately get the information needed for everyone to be successful. 

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There will be another crisis with your business or at your customer. Plan for the inevitable. 

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The customer is always right. 
At the end of the day does it matter how they got there?

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Part of trusting your team includes giving them space because some days are just not as good as others.

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Kids can get pretty whiny if we don't set expectations appropriately ... customers can get upset too so setting expectations is very important.

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What you read on paper isnt always what the customer wants. Take some time to dive in & understand in order to be successful in your implementations.

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Going for the long game will help embed your solution into the organization's practices. Here are some quick tips for getting started.