In light air, as in heavy air, you want twist in your sails - both main and jib. If your leach telltails aren't flowing most of the time, you need to introduce some twist, either by slacking the sheet or putting in more outhaul (on my 6.0 with no boom it's slacking the sheet or adjusting the clew car forward). It's possible to have the lee side tails flowing but not the leach, it shouldn't take much adjustment to get both sets going (just a little more twist).

In heavy air, as Nick says, it's possible that the jib is shutting the slot down and fouling the backside of the main. I don't know how high up the H is, but it may be around the head of the jib. Make sure your jib is tacked a low as possible on the headstay, and that in heavy air you take care to open the slot - make sure you have some twist as the top of the jib is a prime spot for closing the slot. Move your jib cars out and back a bit to invoke the twist.

In my mono days I was worried about luffing. In my multi days I worry far less about luffing telltales and I worry obsessively about losing flow on the lee side of the main and jib. I'll live with windward telltales not flowing %100, but I'll do anything to avoid that on the lee and leach telltales. That having been said, it's possible that there is just some funky flow off the top of the jib that causes the lee tales to flow funny in a blow. If the other things mentioned don't help, check out the other Tigers to see if they have similar telltale action.

My opinion anyways...