1099 Rules for Small Business Owners: Who Needs One, Deadlines, and Penalties
Every January, small business owners trying to follow 1099 rules for small business owners run into the same confusion. Who needs a 1099? Which form do I send? What’s the deadline? What happens if I missed something? 1099s are one of those tax requirements that feel simple until they suddenly aren’t. And when they’re done […]
The Biggest Tax Planning Mistake Business Owners Will Regret in 2026
The biggest tax planning mistake business owners make is assuming tax strategy happens automatically. This tax planning mistake shows up when business owners know the rules but never implement them correctly, especially with retirement tax planning and self-directed IRAs. Many business owners believe their tax planning is handled because they have discussed deductions, entity structure, […]
Top Tax Mistakes New Business Owners Make and How to Avoid Them | Q&A
Tax mistakes new business owners make are almost always preventable. Most first-year entrepreneurs do not realize how 1099 income works, when an LLC matters, how Schedule C affects their taxes, or how deductions like the home office and Augusta Rule actually apply. These early misunderstandings lead to higher tax bills, missing deductions, and avoidable IRS […]
Small Business Year-End Tax Planning: The Ultimate 2025 Guide
Small business year-end tax planning is your last chance to lock in major savings before December 31. This guide covers the S Corp steps, deductions, AGI strategies, and timing rules that matter now. Before December 31, your small business year-end tax planning should focus on… The Three Things Every S Corp Owner Must Do […]