It works fine for me, but there is no reason to do drag/drop other than convenience when selecting a single gmapsupp.img from a source to add it. It makes absolutely no difference to the rest of the process how the [already COMPILED] file is added initially. Your use of the words 'I can add maps from the uncompiled folder ...' concerns me that you're still trying to deal directly with with the multiple little *.img files from the PC install mapping data folder.
But you ARE trying to upload only one [already compiled] gmapsupp.img aren't you? That's what i was doing with that pictorial tut, adding the little Norfolk Island 'gmapsupp.img' to Sendmap20's GUI which i then successfully sent to a StreetPilot 2610 [the oldest unit i have similar to your GPS V, uses non-NT mapping and doesn't have a visible file system either like yours].
Have you been trying to add multiple img files to then join as one GMAPSUPP.IMG and the send it to the unit? Because if that's what you mean by the above 'If I select only one map .....etc.' then why are you doing that? Yes Sendmap can stitch multiple map parts into one file in it's program folder to then ultimately send to the unit in a separate action. That's what the button marked 'Create GMAPSUPP.IMG' is for [lower LH side of GUI], but that is not what i suggested you do using the function as done by MS & MI where you select the basic underlying map parts [tiles] to compile a single img using MS or MI, as i said in Post #7.
Best tell us exactly what you've done or tried to do so far. My posts have only been based on you selecting some parts of the PC installed NA mapping data with the selection tool of MS or MI to make [compile] one single gmapsupp.img up to ~29MB on a USB connected media initially. It is that compiled img file which is then sent to the unit using Sendmap20 with one other function of Sendmap used. Capisce?



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