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The lawsuit alleges that Saylor perpetrated a scheme for the past decade to avoid taxes to Washington, D.C., claiming he was a resident of Virginia and Florida, two lower-tax jurisdictions. The investigators came to the opposite conclusion, after being tipped off, by tracking Saylor’s private jet flight records, social media posts and from unattributed conversations with Saylor’s peers, in which he supposedly said people were “fools” for paying their income taxes.