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I used to upgrade my computers after 5-6 years (though I ended up keeping my old 2009 MBP for more than 7), and that's in theory how long I plan to keep the 2018 model I just bought.

The issue is, I don't see the newer MBPs as the well-built tanks they once used to be. They are still excellent machines, but a nightmare to fix, every generation suffers from at least one critical issue, and I had to go through more Apple repairs/replacements in the last 2 years than in the previous 8 combined. Only time will tell, but I've grown a bit pessimistic about their long term reliability.

Back like ten years ago I found Apple’s reliability was really the worst. GPU problems, broken fans, etc.

However I have found my recent Macs don’t seem to have many problems at all, instead I would say they are built better too.
 
How often do you guys upgrade your macbook pros? I just got a new one for the first time in 9 years and know I waited too long. On my old one, I can no longer check gmail, safari barely works, and it's just ULTRA, ULTRA slow. So I need good advice on how to do this better next time.. I definitely won't wait 9 yrs... That's for sure.. What's your advice?
I usually do it every 3 years. But im thinking after winter break, I might switch back to my 2015, since the 2018 keyboard still feels weird.
 
Got my first mbp in 2012 (2011 model) for my cs master which lasted me till 2016. I was short on money back then so I replaced it with a 13’ 2015 mbp and this July I got a mid conf 2018 15’ mbp which i plan to keep it for at least 3-4 years.
 
4 to 5 years. It’s a work device for me and it has to be cost efficient. I’m a big vectorworks user but my 2012 got me to last summer with out any major slow down.
 
2010 -> 2012 for retina stuff
2012 -> 2014 for more memory and SSD (the 2012 15 in had 8gb and severe image retention, so I got a maxed out 2014)
2014 -> 2016 unfortunately the 2014 had broken wifi (intermittent) so got the 2016 15in touch bar
2016 -> 2017 because of swollen battery, bad keyboard
2017 -> 2018 dead pixel, double keys.

Hopefully that the 2018 one would not have any problem. If it continues to have problems I will switch to a Thinkpad. The only Mac that I don't have problems with was the MacBook Pro 13 2010.
 
My first mac was a mid 2010 13" that lasted for 6 years until I bought my current early 2015 13" that now has turned two years old and just got updated to Sierra 10.12.6. I have faith that my current mbp lasts me the next 3 years :)
 
My last MacBook Pro was a 2007 and my new one is a 2018. The 2007 is still going strong; I replaced it because it was a bit slow running some analytical software I use.
 
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Just put SSD #2 and a new battery to replace the original one in my mid-2010. Little ****er just won't die.
 
My last MacBook Pro was a 2007 and my new one is a 2018. The 2007 is still going strong; I replaced it because it was a bit slow running some analytical software I use.

2007?? Wow.. I'm on the 2018 MBP coming from 2009... It was SOOOO slow... can't believe yours is still going strong..
 
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