Outlook no longer working since OS update

Outlook error messages 3259 & 3260 - emails stuck in outbox (previously working fine)
I AM REPOSTING THIS FROM THE MICROSOFT OFFICE SUPPORT FORUM AS IT'S BEEN OVER 6 MONTHS AND NOTHING HAS HELPED
I am using Outlook 2011 for Mac (with Lion 10.7) and my emails have suddenly stopped sending and are sitting stuck in the outbox. The error messages received are either 3259 ("an operation on the server timed out.....") or error 3260 ("Outlook cannot connect to the server. Verify that your computer is connected to the network") with 3260 being the most recent and frequent. This is not an internet connection issue as all other internet programmes are working.
Its a small business POP account, I set it up myself and it has been working fine for for the last 3 months. I initially had this same problem (but can't remember the error message) and managed to sort it out by overiding the default port 25 and using 587 instead (picked this up on another forum and it worked fine). I have tried reverting the default port, rebuilding the outlook database (holding shift or option when starting), and emptying all folders and restarting the programme. 
Obviously I have tried using the email account remotely and this is working as normal so this suggests an Outlook issue. I have also installed my mailbox on another machine and had no trouble. Any suggestions from you Mac experts? Over in Microsoft world nobody can figure it out....
thanks in advance

No I don't have HTML files, we have video streaming code from Brightcove that we paste into the Insert HTML dialog. One of the handy things about this was that we could quickly edit the code to change the size of the playback window on the page, then Brightcove automatically serves up the most appropriate resolution of the multiples it holds on its server.
My options now are:
1. Turn a rectangle frame into a standard web content frame and direct it to the video's fixed URL. Problem: we get one predetermined resolution and users don't know what it is, although they can get a rough visual idea by previewing the page on an iPad.
2. Create dozens of HTML files that contain different video streaming code and load them into standard web content frames. Problem: in order to specify and change the size of the videos on the page, users will have to edit the HTML files and then manually change the frame sizes.
Before we start spending too much time and cash on developing option 2, can I get an ETA on the fix for this bug, please? Is a downgrade to v24 really not possible?

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