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The general approach to adding automation properties is to add something like this to the resw file:
<dataname="Profile_BackgroundImageAlignmentBottom.[using:Windows.UI.Xaml.Automation]AutomationProperties.Name"xml:space="preserve">
<value>Align to Bottom</value>
</data>
However, this causes some localization burden, and since the help text will most likely match the tooltip, it would be more ideal if we could reuse the same resw entry. This would ensure that they're always in sync.
I think CommandPalette had to do something similar to this.
Activity
Represent inheritance in Settings UI (#8919)
Perform polish of miscellaneous Settings UI bugs (#9126)
Redesign color schemes page (#9196)