Perpendicular segment is shortest
Dependencies: perpendicular from a point (Perpendicular from a point to a line exists and is unique), Exterior angle > either non-adjacent interior angle (Exterior angle > either non-adjacent interior angle).
Statement
Let be a point not on a line . Drop a perpendicular from to with foot (existence and uniqueness guaranteed by perpendicular from a point). Then for any point on ,
In other words: among all the segments from to points of , the perpendicular segment is the shortest.

Proof
Examine the triangle . Since (by perpendicular from a point), .
Apply Exterior angle > either non-adjacent interior angle to : extending beyond produces an exterior angle, and we conclude that must be strictly less than the exterior angle of a non-adjacent interior angle, hence ; similarly . Thus

That is, is the unique largest angle in . By Bigger angle ↔ longer opposite side (the side opposite the largest angle is the longest), and since the side opposite is , we have

Immediate consequences
-
Definition of "distance from a point to a line": from now on we can define "the distance from point to line " as — this is the infimum of the distances from to the points of , and the infimum is attained (exactly when ).
-
Unique minimum: , viewed as a function of the position of on , is strictly monotonic on each of the two pieces split at — sliding from to either side of strictly increases the distance. This simultaneously gives "the distance-minimizing point is unique".
-
Downstream applications: the standard proof of tangent ⊥ radius (Tangent is perpendicular to the radius at the point of tangency) uses this theorem: if a line through a point on a circle is not perpendicular to the radius , then has a foot on that line with distance strictly less than , so the line crosses into the interior of the circle — and therefore must meet the circle at a second point, hence is not a tangent.
Remarks
The final step in the proof — the longest side is opposite the largest angle — uses another independent middle-school geometry theorem Bigger angle ↔ longer opposite side ("Bigger angle ↔ longer opposite side"), which has not yet been written in Principia (planned for Wave 3a). For now, this entry simply invokes Bigger angle ↔ longer opposite side as a known fact; once Bigger angle ↔ longer opposite side is online, it should be added to this entry's meta.yaml.deps so the DAG verifier can complete this edge.
Apart from this last step, the entire proof uses only Perpendicular from a point to a line exists and is unique (guaranteeing ) and Exterior angle > either non-adjacent interior angle (guaranteeing the other two angles are strictly ); these two already pin down " is the unique largest angle in " completely. In other words, the geometric core of "the perpendicular segment is shortest" is the exterior-angle inequality — the size relations are all in place, all that remains is the final step of translating "angle size" back to "side length".