Worst legacy experience...

Called in by a client who had had a pen test on their website and it showed up many, many security holes. I was tasked with coming in and implementing the required fixes.

Site turned out to be Classic ASP built on an MS Access database. Due to the nature of the client, everything had to be done on their premises (kind of ironic but there you go). So I'm on-site trying to get access to code and server. My contact was *never* at her desk to approve anything. IT staff "worked" 11am to 3pm on a long day. The code itself was shite beyond belief.

The site was full of forms with no input validation, origin validation and no SQL injection checks. Sensitive data stored in plain text in cookies. Technical errors displayed on certain pages revealing site structure and even DB table names. Server configured to allow directory listing in file stores so that the public could see/access whatever they liked without any permission or authentication checks. I swear this was written by the child of some staff member. No company would have had the balls to charge for this.

Took me about 8 weeks to make and deploy the changes to client's satisfaction. Could have done it in 2 with some support from the actual people I was suppose to be helping!! But it was their money (well, my money as they were government funded!).