To answer the question, yes, I’ve had a boss who was fired/resigned. He stole his company car when he left (a parting gift from Don Pardo?). He left his wife & kids to fend for themselves while he tried to recapture his twenties on the road with his sweet-young-thang and his stolen car. He managed to work/live off the books a year before he was found: dead and drawing flies somewhere near Baltimore.
Personally, I always thought he was a selfish SOB for doing that to his family and his company, but its probably rude to speak ill of the dead. I don’t think his family was even able to collect on his insurance, as it had lapsed (or maybe it was suicide & the company left that part out).