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In this step, you upload your files and data to Wikimedia Commons and Wikidata.

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Upload the new data items and/or media files to Wikidata and/or Commons.

Start with small test batches to check for structural errors.
Upload in manageable batches. Don't make your batches too large (hundreds rather than thousands) – correcting mistakes in thousands of data items or files at once is not fun.
Occasionally check uploads during the process, to prevent errors from propagating.

Tools

Wikimedia Commons:

Upload Wizard for simple uploads of up to 50 files. Offers no options for refined metadata.
Pattypan, a user-friendly batch upload tool that works with spreadsheets and that allows for refined details in metadata.
GLAMwiki Toolset, an advanced upload tool for XML feeds of large file batches. Requires days of lead time and a request for permission to use the tool.

Wikidata:

QuickStatements, create or update Wikidata items using tab-delimited or CSV files
OpenRefine (3.0+) tool that has powerful upload functionality for Wikidata

For both:

Bots / scripts operated by Wikimedia community members. (Wikidata bot requests) (Wikimedia Commons bot requests)
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Structured data for GLAM-Wiki/Upload