I'd suggest what I feel is a simpler implementation of your solution that has worked for me:
1. Pick ANY point on the target segment. (I arbitrarily pick the midpoint.)
2. Construct a ray from that point normal to the segment. (I use a left normal ray for a CW polygon and a right normal ray for a CCW polygon.)
3. Count the intersections of the ray with the polygon, ignoring the target segment itself. Here you can chose a NonZero winding rule [decrement for polygon segments crossing to the left (CCW) and increment for a crossing to the right (CW); where an inside edge yields a zero count] or an EvenOdd rule [count all crossings where an inside edge yields an odd count]. For line segments, crossing direction is determined with a simple left-or-right test for its start and end points. For arcs and curves it can be done with tangents at the intersection, an exercise for the reader.
My purpose for this analysis is to divide a self-intersecting polygon into an equivalent set of not self-intersecting polygons. To that end, it's useful to likewise analyze the ray in the opposite direction and sense if the original polygon would be filled there or not. This results in an inside/outside determination for BOTH sides of the segment, yielding four possible states. I suspect an OUTSIDE-OUTSIDE state might be valid only for a non-closed polygon, but for this analysis it might be desirable to temporarily close it. Segments with the same state can be collected into non-intersecting polygons by tracing their shared intersections. In some cases, such as with a pure fill, you might even decide to eliminate INSIDE-INSIDE polygons as redundant since they fill an already-filled space.
And thanks for your original solution!!