Careful analysis of this scene reveals that all of the teenagers behind Halliday are actually extras from various John Hughes teen films who have been digitally cut-and-pasted into the video.
His surroundings are actually from a scene in the 1989 film Heathers. Halliday appears to have digitally re-created the funeral parlor set and then inserted himself into it.
High-resolution scrutiny reveals that both quarters were minted in 1984.
The mourners are actually all actors and extras from the same funeral scene in Heathers. Winona Ryder and Christian Slater are clearly visible in the audience, sitting near the back.
Halliday now looks exactly as he did in a school photo taken in 1980, when he was eight years old.
Analysis reveals dozens of curious items hidden among the mounds of treasure, most notably: several early home computers (an Apple IIe, a Commodore 64, an Atari 800XL, and a TRS-80 Color Computer 2), dozens of videogame controllers for a variety of game systems, and hundreds of polyhedral dice like those used in old tabletop role-playing games.
A freeze-frame of this scene appears nearly identical to a painting by Jeff Easley that appeared on the cover of the Dungeon Master’s Guide, a Dungeons & Dragons rulebook published in 1983.