Hi Becki.
I don’t know how you’re tying to do it but I'll try and explain.
When you are making a post and you want to upload a image use "Go Advanced" you will see another box below the actual post box that it says “Additional options”
Well if you look at that box you will see a button that says “Manage attachments” click on that button. A new box appears with a list of browse buttons on it.
Click on any of the browse buttons and a box appears which says, “Choose file”.
From there make sure it says My Document in the folder title because this is where your image is being kept. If it doesn’t then you will have to click the little black arrow button at the side of the title box and select it yourself.
Once you have the correct title in the box look for your image and click on it.
Then click "open" at the bootom right hand side of that box.
The picture address will then appear in the original browse box that you selected at the beginning.
Then click "upload" wait untill the image has up loaded then click the "close this window" button. Job done.
When you have finished writing your post click "save changes" and the image should also go with the post.
Hope this helps.
.