SYMPTOM:
The "Match" option for multiple conditions is applied as "All selections" instead of "Any selection" for hierarchy prompt, even when “Default operator between conditions” has been set to “Or” for Strategy Web.
Follow the steps below to reproduce the issue:

Namely, if the personal answer is not allowed or loaded, or if more than one condition is saved in personal answer, the "any selection" behavior is kept.
CAUSE:
This is a known issue with Strategy Web.
ACTION:
Currently this issue is still being reviewed for feasibility by our Technology team and it is not scoped for any upcoming scheduled Strategy release.
The Strategy Internal Reference Number for the issue discussed in this technical note is DE23353.