I suspect Mark will refer to this error as galactically stupid.

Should i raise the subject with my boss

Over the years as a kind on safety blanket I have kept and up to date resignation letter on my PC at work. On day when pressure and frustration is high I have it available to me to choose not to be in that position.

Friday was a day like that and i opened it up to update the date. At this point my boss came to talk to me. I minimised it but good old microsoft still showed resignation.doc.

We spoke later alone but he did not mention it.