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Does pick use affect flatwound lifespan?

No, not necessarily, but how hard you work the strings will. I was hoping to get many more years out of my TIs but they got the “death rattle” and I attribute it to a particular song I have to play, which requires some aggressive picking.
 
Are you worried about making them sound dead? If so, I wouldn't worry since flats sound dead when they are new.
No, I was just wondering about the years of use with a pic. I’ve always picked with rounds or half’s in the past, and replace those every year or more. Wasn’t sure if several years of playing the same flatwounds, the pick in contact with a string, would possibly unravel it or something.
 
Aren’t flatwound strings immortal ??

The grunge from our fingers is part of what dulls/ages strings over time, so playing with a pick might actually make them last longer!
I’d also say they’d last longer.

Just avoid pick scraping (along length of string, a rock guitarist technique) as 1) it could get caught in the open gaps between the winds & damage them, & 2) It’d prob sound like poop on flats.

I’ve seen coated strings wear, and even Tapewounds strings wear from heavy pic use.
 
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I've been using TI flats for over twenty years, exclusively a heavy pick player, and the picks won't wear the string. I find palm muting and sweat have a bigger impact, especially if I don't clean up afterwards.
 

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