Michael Saylor, MicroStrategy to pay $40m in tax evasion settlement

As an analyst with experience in the cryptocurrency industry, I find Michael Saylor’s tax settlement deal with Washington D.C. interesting, especially given his high-profile advocacy for Bitcoin. The case revolves around residency and tax returns, which is a common issue for wealthy individuals who split their time between multiple locations. While the details of the case are not yet clear, it serves as a reminder that no matter how influential or prominent an individual may be, they are still subject to the same tax laws as everyone else.


Michael Saylor, CEO of MicroStrategy and a Bitcoin advocate, has reached the largest individual income tax agreement in record for the District of Columbia.

As a researcher studying the financial news, I’ve come across an interesting development regarding Michael Saylor, a well-known Bitcoin (BTC) advocate, and his software company, MicroStrategy. According to The Washington Post’s report, they have reached a $40 million settlement with the state to put an end to a tax evasion lawsuit against them.

Attorney General Brian L. Schwalb’s case centered on the residency and tax filings of Saylor from the years 2005 to 2021. Contrary to Saylor’s claim that he resided in Florida, city lawyers had grounds to suspect that he lived in a high-end apartment and spent significant time aboard yachts within the District of Columbia’s legal jurisdiction instead.

Both MicroStraegy and Saylor denied tax evasion violations per the terms of the settlement deal. 

Michael Saylor’s Ether ETF prediction nullified

The tax controversy surrounding Saylor’s business dealings in Washington D.C. has been fueled by debatable claims made by the mysterious Bitcoin advocates. Last week, Michael Saylor, founder of MicroStrategy, predicted to a gathering that the U.S. Securities and Exchange Commission (SEC) would reject applications for Ethereum (ETH) spot exchange-traded funds (ETFs).

The statement made by Saylor was influenced by the ambiguity concerning the classification of cryptocurrencies as securities. Nevertheless, according to the CEO, altcoins such as Cardano (ADA), Ethereum, and Solana (SOL) fall under the category of unregistered crypto asset securities, a perspective shared by SEC Chair Gary Gensler.

Commissioner Gensler has been reluctant to make a definitive declaration, but he firmly believes that most cryptocurrencies come under current financial regulations. Service providers dealing with digital assets are running afoul of the law if they don’t register with the regulatory body.

Following Saylor’s public stance several weeks ago, the SEC unveiled the initial stage of approval process for Ethereum-based Spot ETFs. Experts suggest that these Ether-backed financial instruments could start trading on major exchanges prior to the end of the fourth quarter due to changing political circumstances.

As a crypto investor, I’m encouraged by this development and believe we may see the rest of the project unfold shortly. After some final adjustments from the team, an end of June launch is a strong possibility, though I’ve kept my personal deadline as July 4th.

— Eric Balchunas (@EricBalchunas) May 29, 2024

As a researcher, I’ve observed that analysts such as Eric Balchunas and James Seyffart at Bloomberg have pointed out an interesting development: companies have removed all references to staking in their updated filings, including the S-1 forms which are currently under review.

As a researcher studying the developments in the cryptocurrency world, I’ve noticed that recent updates have sparked debates regarding the Securities and Exchange Commission (SEC)’s perspective on Ethereum, specifically concerning its proof-of-stake consensus model. The question at hand is whether or not crypto staking will be acknowledged by the SEC as a non-security instrument in the future.

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2024-06-03 16:31