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It's not so much when I plan to get lost. It's more where I've planned a long route over terrain I don't know, and it turns out that ridewithgps has decided that a nice near-vertical goat track is a better option than the smooth black tarmac option, at which point I make the executive decision to ignore it and then work out how to get back on track using the 1030.
Although there was one time when we got properly lost Le Grande-Motte on TPBR and ended up on a gravel track by a river in the middle of the night which, it turned out, went nowhere.
Agreed. For just following a route the 530 is great. For on-the-fly detours I find the extra screen area of the 1030 a benefit compared to the smaller form factor head units like the 830.