I consulted a few of my friends after I failed to do my needed update for backwards image support due to the change in URL structure and found out I couldn't do what I wanted.
Here was the SQL I was planning on running:
begin tran
Update subtext_Content
Set [text] = replace([text], '<img src="images/', '<img src="images/')
select * from subtext_Content where [text] like '%<img src="images/%'
As you can see, pretty straight forward, however it wouldn't work since the column data type for Text was an nText. I used a transaction just incase I wanted to roll back.
My solution to this will be creating a small c# application that will loop through all the rows and then updates the rows.