Incredibly late-80's early 90's. I grew up with a plethora of Lindseys, Megans, Ashleys, Jessicas and Jennifers.
Lindsey and all variations was definitely one of the "Top Names" of my generation. It would be fresher on a boy in my opinion. I think
Lindsey needs a good long rest.
Linden I think could be a more updated Lindsey-esque choice.