Actuals??

[[Ia...]]

Has anyone encountered something like this before?
My probe physically traces the full length of the segment, but the actual points are missing from the first 20% of the segment.
Is this a filtering issue?

[[No...]]

Yes. When the scanning head accelerates at the start of a scanning path, the first few points are not taken with the full accuracy (due to a number of influences like oscillation etc) and are therefore filtered out by default. Filtering can take place by a time factor or by a number of points. You can set your own preferences or switch this off completely in the measurement plan editor.

[[De...]]

One method that you can utilize in order to get points on the entire length of the feature - especially on short features like this, is to make two copies of the scan path, and run the second one in the reverse direction as the first.

This way each copy loses some points at the start of the scan, but between the two of them you will end up with points on the entire length.

[[Me...]]

Reduce the scan speed. As Norbert pointed out, the “point masking” at the beginning of the scan is based on a function of time.