Should I update Google with the new PDF?
Yes, when the listing or the site still shows the old menu and people book a dish that is no longer served. Do not upload it if the new PDF is not yet the one on the table.
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Open the listing and check the date of the PDF the guest sees. The Madrid miss is changing the menu on the floor and leaving last year’s menu on the Google link. The same PDF that is on the table is uploaded to the listing the day the new menu goes into service.