It's definitely true that my wife I say "I wish I had met you five years earlier" a lot, e.g. around things like starting a fam. There's something to what you say there, it gives you more runway in HN parlance.
Then again, it's not guaranteed she would appreciate you-but-five-years-earlier, and vice versa. A person probably undergoes a bit more character development than a VC firm does.
Given that we're no longer with the people who we were seeing 5 years earlier ... yep.