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I'll try to comment in parts, I don't have time for more right now. Caitlin doesn't need to be lost, actually, she should be kept – she brings in some money. She bounces back to the tent without any problems. I didn't understand anything about Craig. Where did he get the sniper bow? In the editor, it's visible that he has nothing.
That's right: Craig is empty in the editor. The sniper bow is not equipped on him, but is in his backpack. That's probably why he's empty in the editor, but actually has the item. In general, I opened all the prisons on this save and carefully examined the heroes for skills, and that's where I noticed the sniper bow.
I played as Orin, the Castle is taken on day 117. I don't remember exactly what bonuses it gives, but it seems like the increase allows you to climb through the sea and take the Utopia.
To be honest, I somehow missed that Keir can go to the central respawn through the teleport. So I waited for Gird to break through the green tent on the second month. This was a fiasco)) I also ignored the trick of buying out the Crystal Dragons. On the third week, Gurnisson freed Vey, took the Inferno in the lower right corner of the map and the blue tent. And on the fourth week, Orin with the bonus from the Castle easily dealt with Ivor, etc.
You definitely need to buy the Crystals, because there are almost no armies for war at the beginning, and the fact that the Crystals have hit points allows you to simply pass many battles in expert mode with healing! Plus, speed, the ability to absorb a lot of damage, magic resistance, etc. – all this forces you to buy them. At least for the first few months. Then they will be useful in few places. I also saw this on a couple of Chinese maps, so I decided to buy them.
It's not clear how and with what you fought the bulls before boarding the boat on the cursed land.
Thank you for your feedback. Even after completing the game, it's interesting to know how and what could have been done better :) For those who want to play this map: you don't necessarily have to do it as written in the walkthrough or as the author intended. The intended goal can be achieved in different ways, with different methods. There is no single option, and that's the charm of the map.