My rudder is also made of wood, glassed over. I seperated the delaminated trailing edge with a couple of screw drivers and injected some West Systems thickened two part epoxy, then clamped the rudder with several clamps and blocks of wood to distribute the pressure.
Once the epoxy was hardened, I sanded the excess, had the rudder stripped down then coated with several coats of Interprotect 2000, followed by two coats of VC 17.
The boat was sailed all last season, many times very aggressively in high winds/weather helm. Surprisingly, when the boat was pulled out at the end of the season, the ruder looked as good as it did when the repair was completed.
Total cost of repair was under $400.00 with the paint being nearly 100% of the cost. A tube of Six 10 Thickened epoxy is around $20.00 u.s. and I have over 3/4 of the tube left.