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Does windows intelligently pick, is it the latest version, is it the last one (by order of installation) or does something else happen?

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DISM used this way will pick and install the latest Windows driver. The other drivers for the device will be ignored

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  • Latest is newest by Date.
    – Moab
    Commented Dec 31, 2019 at 19:04
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https://docs.microsoft.com/de-de/windows-hardware/drivers/install/overview-of-the-driver-selection-process

Windows uses the following criteria to select a driver for a device:

Windows selects the driver that has the lowest rank value as the best match for the device.

For drivers that have equal rank, Windows selects the driver that has the most recent date.

For the drivers that have equal rank and date, Windows selects the driver that has the highest version.

For drivers that have equal rank, date, and version, Windows can select any driver.

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