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It should be possible to specify multiple Values, so changing it to a list may be successful.
description: Testing
schemaVersion: '0.3'
assumeRole: 'arn:aws:iam::999999999999:role/my-iam-role'
mainSteps:
- name: Startup
action: 'aws:executeAutomation'
inputs:
DocumentName: AWS-StartEC2Instance
DocumentVersion: $DEFAULT
TargetParameterName: InstanceId
Targets:
- Key: 'tag:my-tag'
Values:
- my-tag-value
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Awesome. That got it working. Thanks!