I was pulling my hair out trying to fix this issue. Hours and hours of troubleshooting to no avail. After speaking with one of our programmers about a topic unrelated I thought of something to try as a long shot.
Much to my surprise, it worked!!!
This is the reason behind the problem and my solution for it:
When you draft a post in WordPress it generates a link based on your article's title (unless you manually change it). The title of my article included special characters, however the auto-generated link didn't display these special characters, only hyphens to replace the spaces. Should be fine right? Wrong! Somewhere embedded in metadata and code in the WordPress platform are those special characters and they mess up the way Facebook pulls info from the article being linked to. This is a problem because certain special characters invalidate hyperlinks.
For example:
Article Title: R[eloaded]
Auto-generated hyperlink DISPLAYED in WordPress "Permalink" field: http://www.example.com/reloaded
Actual WordPress Auto-generated hyperlink: http://www.example.com/r[eloaded]
Those brackets will invalidate the link and Facebook will be unable to pull any information (ie pictures) from it.
Solution:
(1) Simply, manually change the WordPress hyperlink address to something that doesn't include any special characters (this will not change the title of your article).
(2) Click "Update" to change the post to include the new hyperlink.
(3) Click "Purge from Cache" in the WordPress window
(4) Refresh your Facebook browser window
(5) Paste the new hyperlink for your article
(6) Enjoy your Facebook post with a preview image and information
Sidenote: Don't pull your hair out over Facebook, it's not worth it. =)