Cutting jumper wires for breadboards isn't the most complicated thing on the planet, but it's often difficult to get those wires perfect. Make suggests cutting the insulation first, then cutting the wire.
The idea here is super-obvious in retrospect, but if you're not already doing it, it makes things way easier. Just cut your wire to an arbitrary length (longer than you need, obviously), then lay it down next to your breadboard. Trim the insulation to the length you need based on your breadboard, cut the wire, and you've got the perfect length of jumper cable.