The shift to remote work has fundamentally changed the tax landscape for millions of American workers. What once was a straightforward process of filing taxes in a single state has evolved into a complex web of federal and state regulations that can confuse even...

The landscape of gig worker tax reporting underwent significant changes in 2025 when the One Big Beautiful Bill Act, signed into law on July 4, 2025, restored the 1099-K reporting threshold to $20,000 AND more than 200 transactions. This development has created both...

The Internal Revenue Service has significantly expanded its use of artificial intelligence and automated systems to identify tax compliance issues among self-employed taxpayers. This technological shift represents a fundamental change in how the agency approaches tax...

If you're driving for Uber, delivering food, freelancing, or running any kind of gig work, you've probably wondered whether you need to make quarterly tax payments. The short answer? It depends on how much you expect to owe the IRS this year. Let's break...

Gig workers and freelancers across the country are facing unprecedented confusion as 1099-K reporting thresholds have undergone significant changes in recent years. The One Big Beautiful Bill Act, signed into law on July 4, 2025, fundamentally altered the landscape...

The 1099-K reporting threshold has changed multiple times over the past few years, creating significant confusion among gig workers and independent contractors. With 2026 now underway, taxpayers need clear guidance on what the current rules actually are and how they...

Freelancers and self-employed individuals face unique tax responsibilities that differ significantly from traditional employees. Unlike workers who have taxes automatically withheld from their paychecks, independent contractors must proactively manage their tax...

Self-employed individuals often miss thousands of dollars in legitimate tax deductions simply because they don't know what they can claim or lack proper documentation. With tax laws constantly evolving and new deductions becoming available, understanding what you...

Small business owners face an increasingly complex landscape of tax compliance requirements that continue to evolve with regulatory changes and technological advances. The burden of maintaining accurate records, filing timely returns, and navigating federal and state...

The landscape of tax reporting for gig workers underwent significant changes in 2025, creating widespread confusion about income reporting requirements. On July 4, 2025, the One Big Beautiful Bill Act became law, fundamentally altering the 1099-K reporting thresholds...