Personally I don’t think I could handle the device whiplash that much. I use my phones and laptops until they break or become unbearable. This year, I finally bought a new MSI laptop to replace my 2013 MacBook Pro which, other than battery issues, was still going strong.
I own a lot of different kinds of devices, sure, but I spend a long time getting my phones and PCs set up just right after I get them. Going through that on a yearly basis just seems needlessly stressful, to be honest.