Upgrading tires is good idea. Are you doing radials? Your boat will sit higher you will have to back in deeper at the ramp. Where are you getting your prices?
Pull the transom wood see how bad it is. Clean up all of the corrosion. Make one big patch and stick it on with 3M5200 and rivets. Install new transom wood.
Have a piece of aluminum formed to fit over the strake and have it welded. If you use any of the listed products to fix it and it doesn't hold up and you decide to get it welded it will be a pain in the *** to get the aluminum cleaned up to weld.