Replying in regards to my image posting issues, should anyone run across this thread from a search, and to complete the information loop. After some research of other images on here, there is a slight difference in the HTML syntax to get it to work (at least for me). I use OCC from a variety of platforms (Windows, Mac, & iOS) and have found this to be my only "fix".

Using the paperclip icon and uploading the photo as an attachment inserts the photo at the end of a post and in a box of its own.

Clicking the yellowish photo icon and entering the image URL in the popup window only displays a broken photo link image, and not my image (again, for me).
I found the below code to work for embedding images into a post and retaining their position in line should you want text above and below the image. Yes, your image's URL will be entered twice... once for the image, once for the URL link.
I have found that
photobucket writes in this syntax natively, when you copy the "IMG" code under the "Share This Photo" section of the website.
Hope this helps!