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You could possibly improvise on the example provided here https://aws.amazon.com/premiumsupport/knowledge-center/connect-dynamic-outbound-caller-id/
It is using a Lambda function to set the outbound number into a variable outbound_number in Step 6. The function in the example determines it based on the a country but you could have your own logic to determine it.
You may find this useful as well https://docs.aws.amazon.com/connect/latest/adminguide/queues-callerid.html
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Yes, I know I can use a Lambda to set the outbound caller ID (as I mentioned in my question). My question is how I can pass the criteria to the outbound whisper flow. Our custom dialer (using streams) is what specifies the outbound caller ID number based on the person being called. How can I pass data to the whisper flow that the Lambda can then use to determine the caller ID?