I played this on my phone at 1am because I was hungry for more RPG sketches.
My first try, I found one sheep and then arrived back at the ranch, and the sheep was low on health, so I figured I'd see what happens if you end the game, and got a C rank. I was quite delighted at realizing the sheep joins your party and you have to protect it.
My second try, I scouted out more of the map and found all three sheep. This is when it finally clicked that the tiles have different encounter rates and monsters, and mountains and forests are the most dangerous. The resource management aspect also became more apparent, with spells letting you clear fights safely but eventually running out. A sheep died to me underestimating a group of three Dog Goblins (I tried to just fight them instead of using Blizzard but I missed and they do more damage than I expected). After that I stopped caring and just mashed attack in every fight, and got a game over before making it back home. I found it funny that you can keep going while Waldemar is dead as long as a sheep is alive.
On my third try, I went for the lower left sheep first, then upper left, then upper right, and made it back with 80/100/100 sheep HP to get an A rank. Now that I understood the game, travelling through forests and mountains became tense, but I ended up only taking the one sheep hit from either a Harpie or Goat Eater. I suspected there might be an S rank based on sheep health, and the comments and these notes confirmed it. I didn't feel like getting S rank myself because it seemed like I'd just have to do the same thing but get luckier. Harpies outspeed you and Goat Eaters take two turns to kill, so it seems like there's no guarantee of getting through those fights without damage, and I didn't see a way to completely avoid forests and mountains. Perhaps the luck required isn't that strict though.
Learning how the different biomes worked and being surprised by new enemy types was exciting. I think this was my favourite sketch so far because of how your relationship with the map develops.