Welcome to the forum Jack. You're on the right track. Once you've clicked "upload" in the extra window, it will say "wait" until your image file is uploaded. When upload completes, the file will be listed below. At that point, it's part of the post and will appear once the post is posted. You can click on "preview" before that, if you want to see what it will look like. And you'll be able to edit the post at any time thereafter.
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"... Liberty is the seed and soil, the air and light, the dew and rain of progress, love and joy."-- Robert Greene Ingersoll 1894
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