Haggisv's general idea is correct. The specifics are what is open for debate.
Usually, there are two approaches to players like this, but the first step is always to know how good they want to get and who they want to start beating. After that, you can decide if you want to
1) mostly rebuild their technique, or
2) if you just want to give them a few more ways to score or
3) if you just want to expose them to a higher quality level of play and spin.
I would not work on the forehand counterhit - his forehand is already the strongest part of his game if your match against him is typical. He may want to improve it, but unless he develops a full loop, it is not going to give him a quick reward. As long as he learns to push his shoulders into the stroke and not just swing with his arm, his forehand has a logic to it that he can add power to if he practices against any ball you give him. I would not teach him to loop backspin, I would mostly serve him backspin and topspin and let him figure out how to attack it.
The bigger issues are see are his backhand play, and related to this is his close to the table play. He cannot take a ball at the top of the bounce and pressure you, he is always waiting for the ball to kick and this puts him well off the table. What is interesting is that he is a forehand player, despite being mostly in a backhand stance. In any case, for rally improvement, I would probably work on his ability to play a forehand, then a backhand, then a forehand etc. with an occasional chop swipe on the backhand (since he does that now), but mostly to hit through the ball early or to at least be able to produce a quality of ball on the backhand similar to his forehand. If he can do both off the bounce, that is ideal but if he wants to do them off the table, that is fine too. But the backhand he currently has doesn't do anything and he can't call upon it to play offense.
Serves are another issue but that depends on what you want to show him and how he intends to win points.
The biggest thing you can do for him is fix his ability to hit the ball or swipe the backspin ball with both backhand and forehand (if he can loop, great, but if not, don't think about it) and then loop to him repeatedly. You are the #3 player in the club, if he can transition and block your loop, he will not struggle with most of the loops from players 8-20, though they might be posing him different kinds of problems. If he can attack their balls closer to the table on both sides, and then rally on both sides, that is all he needs.
So in summary,
1) fix his backhand a little so he can play effective shots from there and transition more smoothly to his forehand and back.
2) let him develop his own approach to attacking a backspin ball based on knowing how to contact it and where to hit it. If he is trying to get to top 3 in the club, he may have to loop. IF he is trying to get to #10, there are many approaches that are not looping. He may develop a sidespin push or a fast push for example. He can lift with a sideswipe.
3) Add some shoulder rotation to his current forehand if he wants to hit the ball harder.
4) Loop and hit to him so he can get used to your quality of ball and take it both early and late.
One of two things will happen - either he gets better at playing, or he gets better at playing you. 
But as you face certain problems, you may be forced to fix them with standard things (changes in elbow position etc,). Just realize that these can be painful and take time, and you have to talk him through the mental process or he might just give up once he starts missing shots he feels he could make.
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