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That's why you need to have your tracker set to update ideally every 5 min. @hippy had his only updating every half an hour which isn't enough to give your dot-watcher a reliable record of where you have been in the mountains. He's now changed it to 10 mins which should be better, but still not ideal. Most riders have it on 5 min updates.
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Indeed the points are usually accurate, but freeroute then just tries to guess the part between those. So on that example, if the points are far enough of each other, the most obvious route might on that bigger road and not where the route is. So you'd have to look at where the tracking points are. So yeah hard to judge and not much gain. And strava is indeed more accurate and the racer might be asked for the gps track if there's something suspicious.
It's generally very accurate regarding where the points are (not between them) but it is possible for the odd point to be in the wrong place in a steep-sided valley.
He might get the benefit of the doubt if his other points are ok.