Comment 10 for bug 594089

I only got as far as arbitrary dimensions for the microwave fixed length tool and gave up after weeks of being unable to insert arbitrary traces into a PCB.

Which KiCad code base are you using for development? I will gladly help you with testing.

I believe CERN imply matched-length features as part of "16. Differential pair/bus routing support" but it is low priority since it depends on their geometry library and the P&S router.
http://www.ohwr.org/projects/cern-kicad/wiki/WorkPackages

Your progress looks very usable. A feature like "obstacle avoidance system" will be difficult until P&S and improved DRC are ready.

KiCad has a feature that globally joins all multi-segment tracks so "invisible multiple segment" doesn't need to be an issue.