A few comments. It seems like retries are actually enabled (they're enabled by default). How are you measuring whether a request hits the downed target server? Is it based off of the returned response?Also it seems like the docs are incorrect right n...

Yeah this is very strange. There really isn't anything else that would be monitoring the health of the targets. wesley.scott5 would you mind posting your LoadBalancer config?

Interesting that it happens even without a health monitor. Let me just clarify the behavior. The target goes down, and then there are zero requests (not even the first one) that attempt to go to the downed target? With retries enabled, even if it tri...

Could you post the HealthMonitor configuration as well? I'm wondering if the health checks could be bringing Target-B down before the next call. What is the interval between health checks?

That is indeed strange behavior. Do you have a HealthMonitor configured in the TargetEndpoint?