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Exhausted from the effort, I then go for a lie down.
It's not effort, it is the inconvenience.
I intended to do this when I got the 800, and did it a handful of times and generally just do not bother.
Upgrading is about convenience not about effort. If it's one more thing I don't have to remember to do, one more time I don't need to put the computer on, remove the SD card or GPS from the bike... then great. I'm far more likely to use it.
The 800 gets a few outings a year for solo rides where I need routing, an 820 that constantly syncs via the phone would be used on every ride.
The value I get from the 800 because of the inconvenience is low. The value I'd get from the 820 would be high if the sync'ing just means I'd leave it on the bike all the time and only charge it every few days.
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^this.
E.g. when I was commuting 7 miles, I didn't bother charging my Garmin every day. Sometimes I'd go a week or more without plugging it in to anything, and then I'd upload a load of rides in one go. And sometimes it was a bit of a faff to remember which bike I was riding etc.
Wireless upload as soon as you hit "end ride"just makes it so much more convenient.
One of the things I like about strava is tracking the mileage I've done on each bike, cassette etc. It's certainly not all about segments for me.
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I've uploaded every proper ride (I don't Strava commutes) since I bought my 800 in December 2011 and I have to admit I've never thought "that's inconvenient" but I can see it's more convenient.
I'd just check how stable/reliable the 820 is. Garmin have a habit of releasing products that are frustratingly unstable/buggy and I'm reluctant to upgrade my 800 because it's very stable and reliable.
Trust me when I say that your Garmin freezing or otherwise crapping out on you when you're relying on it to get you round a long ride is not convenient!
I think @hippy feels the same way ;)
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If your going to get garmin with all those additionals I would be more inclined to get the 1000.
I borrowed a 810 which for me the bluetooth connectivity is awesome but the device i have heard mixed review of its durability, bit like the 510s. (EDIT: echoing what Fox is saying really)
so reverted back to the 800 - work disabled all usb connection until i put a request it and explain why - so have to take the sd card out and put that into the card reader - which in all honesty i dont mind
I don't get it on my Chromebook so once I've plugged my Garmin in to charge I load Strava up in a browser tab, go to manual upload and select the activity from within the Garmin.
Exhausted from the effort, I then go for a lie down. Clearly I need to drop £250 on an upgrade to an 820 to relieve my fatigue...