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Yes, you can use the WorkItemPostProcessingContext to overwrite the target with the current latest version from the Source....

The WorkItemPostProcessingContext will not create new work items and will only update existing ones with an updated mapping. If you run it with the default field mapping removed it will overwrite.

note: The History will still show all new for each update.

Another option would be to use the WorkItemDelete to remove the work items and start again.

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Answer selected by MrHinsh
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