As soon as we moved in to our house, we hired a painter for the exterior, since the paint was starting to chip. Pretty much right after that, woodpeckers did a number on my cedar siding. I only have a compact car and no ladder. I was thinking about buying a ladder, wood putty, and paint to fix this. I'd need at least a 28' ladder. I can get one on Amazon for ~$300 shipped, but it will take a few weeks to be delivered.
Is this the best way to go about the repair? Will the paint over the wood putty be noticeable?