After booting the ISO, you should see:
Note: The in-game commentary will remain Japanese. There is no English commentary track for this specific PS1 title. Consider it part of the nostalgia.
No. Konami never released Winning Eleven 2002 digitally for PS3/PS4/PS5 or Nintendo Switch. The only legitimate paid version available today is if you find a used PS1 disc and run it on original hardware. Therefore, the English portable ISO exists solely due to fan passion—preserving a game that would otherwise be lost to time.
Absolutely. While eFootball and EA FC have hyper-realistic graphics, they lack the "soul" of Winning Eleven 2002.