In a way, what he said was kind of flattering. He obviously thought his wife would have no trouble finding his replacement.
The reality, though, is that middle-aged women with kids aren’t often a hot commodity on the dating market. And even if she were the suburban version of Angelina Jolie, the underlying message was disturbing. He was putting his wife in the position of having to remarry for money. If she couldn’t find someone suitable, she’d face a lifetime of reduced financial circumstances.
That’s a hell of a legacy to leave behind, particularly when term life insurance is so cheap and easy for most people to buy.