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Soon after the Pseudo Cup had been first announced, but prior to Pseudo/Season 1, teams began to develop their fan base and construct their stadiums. However, the close proximity of Sand City and Seaside meant that the Sand City Sidewinders and Seaside Swashbucklers had many territory conflicts.

Conflicts began with location selection. Both teams needed to secure a location for their stadium, so both teams went to a sketchy lawyer who drew up paperwork for a shell corporation that would provide laundering services that would generate cashflow to pay for the property. However, both teams went to the same sketchy lawyer, who sold both teams the same location for their stadium. The two teams started a huge fistfight in the parking lot of the lawyer's office. There were also several incidents of billboard graffiti transforming advertisements for the Sidewinders or Swashbucklers into something more humiliating or shocking.

Once Pseudo/Season 1 began, things got worse. Games regularly devolved into fistfights, both on the grid and outside in the parking lot. On several occasions the Swashbucklers and Sidewinders had matches with different teams at the same time, double-booking the stadium. The teams resolved these conflicts through fistfights. By the end of the first season, the Sidewinders had bested the Swashbucklers in the first season, and made it to the first round of the playoffs, but both teams were badly bruised.