Any tips on being able to quickly upload new content onto the page/columns?
Unless you're building your site dynamically with server-side code and database driven content, you'll need to manually copy & Edit > Paste Special > plain text into each column.
There are content management systems available. But that might be beyond your skill set at this point - I don't know.
Perch ($59 license per site)
PHP & MySql required
Nancy O.