Streams (including Mikogo, TeamViewer, etc.) - technical aspects.

A fairly good player will clear crypts and dwarven treasuries within a day or two's march from the capital — that's where the money for buying from the Dragon Utopias comes from, and they will certainly try to take Dragon Fly Hives depending on the guards in the 1st week. The fact that manticores and wyverns are not painted can be attributed to the Summon Portal, but not taking 2 dragons, and this is 4 potential black dragons per week, can only be explained by low skill. Yes, also the Book of Air is untouched.

For Jebus Cross, not taking money-generating objects within a day or two from the road is a normal occurrence, temples are sometimes more important. A conclusion about the player's not-so-high skill can rather be drawn from the fact that only 1 scout hero is not of the first level, i.e. all battles were conducted exclusively by the main hero, the rest are just couriers. But such a picture fits quite harmoniously with a Dungeon development — planted a Clover of Destiny, got Fire magic, caught Armageddon in a Pandora's Box and worries about nothing else. The Book of Air is not a priority target for him — he hasn't even left his spawn yet, and jumping over guards is prohibited by the rules. What about GO, I still didn't understand, but judging by the description, it was fought with Anti-Magic on a stack of harpies, and then Armageddon.
And in general, it's not entirely ethical to talk about any suspicions without having turn records.

...
Question — with what did he take the second Dragon Utopia? With native troops + 6 dragons? The parameters are terrible! I don't believe he could have taken even a minimal one at all!

Berserker works on green and red dragons — in 2 attempts it is quite possible.