Start behind the LE.

On a large map, Wing truly works wonders. For the Elves, the first strike is very important, and with Wing and the right tactics, there is a high probability that his melee units will move first and immediately reach the enemy (especially fatal for Demons, who won't have time to summon anyone from the underworld). On a short map, Ossir is naturally better because he immediately has a group of core Elven units – archers – and you don't have to come up with complicated strategies on how to kite with them; you can just shoot them down.

1. On what week do you reach the enemy hero on a large map? What level is your Elf at the end of the first week?
2. When playing as Dyraell against Demons, the same tactics apply as with Wing. The advantage in initiative is achieved through speed and a hail of arrows with the Hornet Swarm spell. If the Demon tries to replicate my skills and takes Sharp Mind and Speed in the attack branch, it means he has given up on summoning Urgash, as well as Fireball from the Ballista and enhancing the hero's direct attack, which is very pleasing. And my troops still have a higher initiative. The hero's second turn is a hail of arrows with Hornet Swarm.
Wing has a disadvantage against Demons – he has Tactics. The probability that the Demons will take Tactics against the Elves is very high. But they could have taken Retribution and Mass Speed instead!
3. Ossir on a short map is weak against Dyraell. Take Ossir's archers and the army of the second hero and try to defeat a crowd of swordsmen or demons without losses. Do you think 20 archers will shoot them all down? I'll be watching. :)
4. I understand that "kiting" is not ideal. But it opens up such opportunities for the Elves that no other race has in terms of eliminating stupid melee units. Dyraell is the best hero for "kiting." She is not so afraid of the activation of leadership in a neutral creature. In this case, Hornet Swarm pushes them back. Also, a mega-tactic against four-tile units: summon a Fire Elemental, put a Sprite in the corner, cover it with the Elemental, and the enemy is forced to attack it while the hero shoots it down. And while the Elemental is running out of time, the Sprite also manages to escape. Just think: Ents, Rockshaws, Hydras. I kill them without any problems. You can't get away without losses with Ossir.
Or here's a simple tactic against archers: take meat shields, summon Fire Elementals. The meat shields defend, and the hero and Elementals kill. What will Ossir do?! If he attacks, there will be fewer archers. One more battle like that, and his archers won't be able to do anything.
5. What difficulty level are you playing on?