The 'High Heel Problem' appears to relate to item management and utilization glitches within the Dead Rising video game series. Players have noted that the game allows for unorthodox item combinations, including exploiting hacks related to item identifiers to modify gameplay experience. Additionally, there seems to be a technical issue with certain content, possibly due to high traffic or server overload, as indicated by comments about videos not loading. Engagement from the community on platforms like Hacker News demonstrates interest in this gaming anomaly.