OK, here's another thing about June that I wanted to point out after watching/listening to Null's stream and I apologize if this has already been covered, it's an instance of a "bugged timeline" like DSP.
On conservative estimates, June entered "middle school" (6th grade) in the fall of 2002; if she started school a year late (it's always weird with summer birthdays) or "middle school" was 7th grade, that's fall of 2004. However, in her early years, she talked about Tamagotchi and talked about running a "Tamagotchi babysitting service" at some point; however, by that time, Tamagotchis had been passé for years, coming out in 1997 and largely into hibernation by 2000. So for her to still be kicking one around in 2000-2001 would already be weird.
Pokémon is more realistic for that timeframe, but it seems a bit weird that she would even have even have female friends into that. Maybe they existed, but as someone living in that same era with an age fairly close to Sh0e's, I don't remember any girls into Pokémon.