One suspicion – he didn't visit the "Medusyatnya" in Shafton on day 114, which he had planned. But that's understandable – there's no need to take risks when the money is found.
On day 117, he visited the stables and, for some reason, didn't take Pandora, where there were 20 gold worth of Medusas. He could have taken them and bought a book for 121, but the road led upwards, and he only had 2 castles. So, it can be assumed that he needed to buy a book in that castle.
So, I don't have any particular suspicions about his gameplay; everything was done correctly, even sacrificing Geon on the Grand Order to one of his units. True, he lost 3 dragons to cyclops, and I lost 2.