Longest length of time between closing a deal and LOSING that deal?

What's up warriors.

In my role I don't get commission until after the company actually pays their invoice/fee. I just had a client pay their bill that was 230 days past due (historically a good client for me, multiple deals done, this was a strange one-off). I thought my company was going to force me to remove the deal from the board and send the client to collections (which would erase their fee from my yearly generated revenue) That got me thinking:

Have you had a large deal close and then "fall off" weeks or months later? What is the longest you've gone between closing the deal and having to remove it from your board/tracker/etc? Have you ever received a commission and then had to give it back?