[2023.2 SP3] Smartcalculation for cylinder not enabled?

What environment are you running and what type of probe do you have active?

Active sensor is a HP-S-X1H with a Ø3 length 50.

Have you tried doing a "Reset User" from the settings editor?

No, I haven't. What kind of havoc would that cause me? User settings like window layout, colors etc will be nuked? Any hardware settings that goes out the window?

A reset user should not affect hardware settings, just user specific settings like windows layout as you mentioned.  Make a backup of your settings before trying and then you can always re-import them if the reset user doesn't help.

UPDATE: The (SmartCalculation) label is visible when choosing autocylinder with lines, but not when choosing autocylinder concentric circles (but it seems that it is in effect anyway, looking at the value).

UPDATE: The (SmartCalculation) label is visible when choosing autocylinder with lines, but not when choosing autocylinder concentric circles (but it seems that it is in effect anyway, looking at the value).