Ieyasu was a skilled politician with more years of war experience to his tenure than Ishida. That means he's more influential in a war where people regularly betrayed the other side to get what they want. So looking at the map real quick, it looked like Ishida's position was weak and encircled if his allies can't be trusted or were under Ieyasu's influence then he won quickly. iirc Sekihara lasted half a day and ended the war in less than two years.
I roughly know what happened, but Scipio still doesn't say who's winning exactly and how, mostly just that Western Army got a lot of debuffs.
* Last page, panel 2 said: "it seems like a proper siege, but to Ieyasu it was an incirclement." Is it still an encirclement against Ieyasu or to Mitsunari?
* "The siege got slow and depressing", but for whom exactly? Both? Then who's winning
according to Scipio?
* "Kobayakawa was either turning over or joining the sidelines" so
Scipio isn't sure that Kobayakawa will join the Eastern Army, so Western Army might still outnumber Tokugawa, so it's very much possible that Tokugawa is the one referred to as "smaller army" in this text.
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(And I don't think being influential in a war matters as much as you imply. If they want to do backdoor dealings, they won't do it right when a battle almost started, and the premade deals don't just go up to flame just because Ieyasu isn't leading the army.)