An Entrepreneur contributor argues that entrepreneurs spend too much time modeling growth and too little preparing for external shocks like tariffs, regulation, taxes and technology shifts. The piece contends that businesses optimized for maximum efficiency often lose the flexibility needed to withstand sudden cost or policy changes.
entrepreneur.com
· 2026-10-02
Bill Gates told New York Times columnist Ezra Klein that automation replacing human workers should trigger the same FICA payroll taxes that fund Social Security and Medicare. He proposed defining a unit of labor so that work performed by robots or AI would be taxed like human wages, funded by the savings companies gain from not employing people. This echoes an August essay in which Gates also called for taxing AI tokens and noted that robots, unlike human employees, can be written off as business expenses.
techspot.com
· 2026-10-01
A tax expert writing for Entrepreneur outlines that Americans living abroad remain subject to U.S. taxation on worldwide income, including side-hustle earnings like freelance work or e-commerce, even when paid into foreign accounts. The piece notes such income triggers a 15.3% self-employment tax that popular breaks like the Foreign Earned Income Exclusion and Foreign Tax Credit cannot offset.
entrepreneur.com
· 2026-09-29
An Entrepreneur contributor argues that many business owners only compile their financial records when preparing tax returns, often months after the fiscal year ends. By the time tax preparers finish individual returns and turn to business filings, the piece says, owners may not learn their true tax liability until late summer, well past the point where they could have acted on it.
entrepreneur.com
· 2026-09-25
Required minimum distributions from retirement accounts remain a tax concern for high-income retirees in 2026, since the withdrawals count as ordinary income and can increase taxes on Social Security benefits and Medicare premiums. The RMD starting age, which was 70.5 through 2019, has already risen to 72 under the original Secure Act and to 73 under Secure 2.0, and is scheduled to reach 75 by 2033.
fastcompany.com
· 2026-09-22