Well, maybe it's a wrong way. But also it could be that USB drivers installation takes too long. To ensure that USB drivers are installed, you can try entering pre-boot mode one more time, or better do the following: take a healthy zumo, boot it completely, press the battery icon until an engineering menu appears, then connect the device to the PC and wait until updater.exe detects it.
Also when the screen calibration dot appears, you've definitely failed to enter the pre-boot mode, so you may stop.
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