[throwaway420]

> What is the best way to handle this so that I minimize damage to my career and reputation?

Is this really a thing? It's expected that ~99% of startups ultimately die. I wouldn't hold it against somebody for trying and failing.

> When should employees be told of the impending crash?

As soon as possible. Some of them might be planning making babies, buying houses, cars, etc. If they have no idea how you're doing, they could make big purchases that put them in a tough spot later on if they're suddenly let go with no warning.

[sinkingshipmate]

Thank you for the reply, it helps to put myself in their shoes.