Top left Tosen Jordan lookalike must be Jordan's dam Every Whisper (note: she's whispering into Pocke's ear). Bottom right is likely a daughter of Agnes Digital, but not sure which one. Probably Clear Soul?

NNescio said:

Top left Tosen Jordan lookalike must be Jordan's dam Every Whisper (note: she's whispering into Pocke's ear). Bottom right is likely a daughter of Agnes Digital, but not sure which one. Probably Clear Soul?

Per twitter #1721036153347014681, it's apparently Silver Joy, dam of Oken Bruce Lee

The remaining two would be Haya Beni Komachi (dam of Jaguar Mail) and Admire Sunday (dam of Fusaichi Ho O, Tall Poppy, and Avventura; and while unrelated to Pokke, is also Vela Azul's granddam)