MicroStrategy’s Saylor Hit with $40 Million Tax Bill in Record Settlement

• MicroStrategy CEO Michael Saylor coughs up $40 million in a record-breaking tax evasion settlement.
• District of Columbia’s landmark victory against tax fraud sends shockwaves through the crypto elite. 
• Saylor’s alleged 15-year tax evasion scheme exposed, raising questions about corporate responsibility in the crypto world.

MicroStrategy’s CEO and Bitcoin investor Michael Saylor has reached a $40 million settlement with the District of Columbia’s attorney general. This settlement resolves accusations that Saylor evaded paying over $25 million in income taxes. The lawsuit, filed in 2022, claimed that Saylor and his company engaged in illegal tax strategies for 15 years. This resolution marks the largest tax fraud recovery ever in the district’s history.

The lawsuit alleges that from 2005 to 2020, Saylor and MicroStrategy falsely reported his address to avoid paying higher taxes in the District of Columbia. Saylor instead allegedly claimed that he lived in Florida or Virginia, two jurisdictions with significantly lower income tax rates. The district’s attorney general argued that these actions amounted to a deliberate attempt to evade substantial tax liabilities.

The District of Columbia’s modified False Claims Act was applied for the first time in this case. This law incentivizes whistleblowers to disclose possible instances of tax evasion, which may result in civil cases against those allegedly trying to hide their actual place of residence in order to evade paying taxes. The attorney general’s office highlighted the act’s significance in upholding the integrity of tax law and commended its involvement in reclaiming sizable sums of evaded taxes.

The settlement implicates not only Saylor but also MicroStrategy. The company, accused of assisting Saylor in filing fraudulent tax forms, has agreed to contribute to the settlement amount. This aspect of the case highlights the role of corporate responsibility and oversight in preventing and addressing tax fraud.

This historic settlement sends a clear message to other high-net-worth individuals and businesses about the importance of complying with tax laws. The District of Columbia’s authorities want to make sure that all citizens and businesses pay their fair share of taxes and deter similar fraudulent actions. The attorney general’s office reiterated its commitment to aggressively pursuing these matters.

The $40 million settlement between Michael Saylor, MicroStrategy, and the District of Columbia attorney general’s office represents a significant victory in the fight against tax fraud. The district hopes to promote increased compliance and equity in its tax system by holding both individuals and corporations accountable. The importance of legal frameworks and strict enforcement in safeguarding public funds is demonstrated by this case.