If you are on shared hosting, it might be quickest just to contact the support group or consult the FAQ on your hosts site, and ask them to advise/assist you on their preferred method of increasing/overcoming the file upload size limitations that they currently have set in php.ini. If they don’t allow you to set a size higher than their current upload limit, you may be able to just use your ftp client to upload those larger files to one dedicated directory on your site. Then you could probably just import them into your media library using a plugin such as this one: Add From Server
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