Bro, let's take a look.

On Fire team (i'm assuming that person is running Fire's talents for 9tails)

In terms of buffs:

- Fire main: Fire buff = 40%+ nin/tai to 3 Fire nins for 5 rnds

- Anko: Fire field = 40%+ nin/tai to all Fire nins

- Iruka: 40%+ nin/tai to all Konoha nins, in this case the whole team for 3 rounds

- Tenten: 15% crit rate for the whole team for 3 rnds

In terms of other bonuses:

- Fire main: 1st mystery + 2nd Standard attack + 10 hit chase cause elemetal damage (+20% damage)

- Iruka: 10 hit chase that crits

- Tenten: 10 hit chase that crits

- Anko: Buffs ninjutsu everytime she's hit.

- Haze clone that does elemental damage

On your side:

In terms of buffs:

- Water main: +40% nin/tai for 5 rnds

- Guy: +20% tai for 3 rnds

- Iruka: +30% nin/tai for 3 rnds

- Asuma: +30%(?) nin/tai for... I'm assuming 3 rnds?

Other bonuses:

- Iruka: 10 hit chase that crits

- Water main: 4th mystery, 3rd standard and 10 hit chase that does elemental damage

- Asuma: standard with elemental damage

- Water clone that does elemental damage.

Putting aside the 30% anbu buffs and 10% kage buff from killing Obito, you only have an 35% buff compared to the Fire main; so you dont have that much advantage over him like you think. Furthermore, he has way more buffs than you do; these buffs last a lot longer too. So dont be surprise that he could catch up to you in terms of damage.

Edit: I forgot about Tonton; in summon cultivation you could raise his chase damage.