How long do you or should you keep your gear.

Until it doesn't do it for me any longer.

Dig the hole extra deep and drop my stuff in first.  Me afterward. DONE.

The headstone should read "He was buried with his GEAR working"

Merry Christmas and happy gift give away..

I’m a hoarder, pure and simple. No logical reason to have as many amps as I do. Or Dacs, speakers, headphones etc.

And aiming to part with more of them in the New Year.

A few pieces I won’t let go.

One being my first pre/power amp, a Plinius that served in my main system for 25 years. Even though there are much better sounding components.

One of those topics that people do not need some guy on the internet to tell them what they should do. 

See Jerry? And you thought I was a wanker.

It's a very trivial thing on the grand scale of things after all, eh?

Same point, driving it home.

It depends on the particular type of component.  Something like a streamer is, by its very nature, something that has to be newer than stuff that can be decades old.  My speakers I bought somewhere around 2003.  But, I switched out the midrange horn and driver for something better.  The something better being a driver that was built around 1939 and a vintage horn of unknown age.  My amp and linestage are from around 2011, but, they are custom builds with some parts being about 60 years old.  My turntable is around 16 years old, although the motor controller is newer.  My streamer/DAC are around two years old.  My power conditioners are a year old.  My headphones are around 16 years old; the amplifier/energizer for the phones are probably 9 years old.