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You can add location information to your Tweets, such as your city or precise location, from the web and via third-party applications. You always have the option to delete your Tweet location history. Learn more
We'd like to help! Do you see an error message while trying to upload? Send a screenshot for us to have a closer look. Also, here's our Help Center article which has a few troubleshooting steps: https://goo.gl/h7KLka . Let us know how it goes!