When we closed that it had standing water. There was no side for it to go to. That's why that is a seasonal trail. The lows are some of the lowest parts of the property.
Where was the standing water? At the top or down at the bottom? Where I'm thinking of at the top there's definitely a side. The causeway at the bottom is just what it is. It's paved now, short of building it up several inches (that's a lot of fill) it's going to flood occasionally.
After you go over the causeway and start the climb out you go up the part that was so badly rutted until it kicks to the right some. That's where we dug in the grade reversal to help route the water away so now there's a little flat spot in what used to be a non-stop climb. Then it continues up with the bench cut to your left and turns left around the tree to the top. Right as you get to the turn around the tree almost at the top there's a spot that could be fairly easily worked into a grade reversal to push the water coming off the top of the trail to the right side. Combine that with some more outsloping of the bench cut and it should be possible to route away most of the stream of water that was obviously running down the exit climb before.
Hopefully my mental image of that was accurate. There are probably more urgent projects though.