Hi everyone. I'm new to this forum and I need help finding a solution to a leak in the frame of a window. Now this frame is where the AC is mounted, but during a storm there would be a lot of water leaking from the frame. There are two holes at the bottom of the frame where the water leaks. Here are images of the leak. I was thinking of plugging the holes with caulk, but then wouldnt the water just collect in the wood and cause rotting and such? If someone could help me, I would greatly appreciate it.

 

What is the condition of the gutters & the siding around the window?