Back then, I was completely new to Pokémon series, generally, so I wasn't as good at battling as I might be at the moment.
Exploring Mountain Silver was rather fun, running into all those strong wild Pokémon, going through cave rooms, and so forth. When I had met Red there, it was rather surprising, as I wasn't expecting to see anybody in person; I thought I would be encountering some legendary of sorts, kind of like how it was with Ho-Oh and Lugia.
When I'd talked to Red and got myself into a battle, things seemed to have been rather difficult; my team, in comparison to his, was under-leveled, and therefore, the members weren't able to deal as much damage to his Pokémon as they could. First time when I had faced this person, I definitely wound up losing. I would have reset my game instead of going back and whatnot, but unfortunately, I did not save prior to battling, so I was unable to. Though, I did manage to get him beaten few days afterward, after training my Pokémon more and spending some cash under recover items.