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How do I bulk add deals for my contact people and organizations?

While you cannot add deals in bulk within Pipedrive itself, you can make use of the export and import functionality of Pipedrive to export a list of contacts to a file and here add one column called deal title. Now reimport this file to Pipedrive mapping a column to 'deal title' to create deals for each of the contacts you are importing. Be sure to meet the duplicate conditions to avoid creating duplicate contact people. The simplest solution is to use the Pipedrive System ID to avoid duplication.