4 Powerful Tax Secrets Every Business Owner Should Know

If you’re a small business owner, the word “taxes” might instantly spark confusion or stress. It often feels like a game with rules no one ever taught you. But what if the path to meaningful tax savings isn’t about loopholes—it’s about understanding a few simple, powerful truths? As a CPA, I love helping clients see the difference between what's possible, what's realistic, and what's the kind of quick-fix tax advice that usually leads straight to an audit. After 15 years of working with hundreds of business owners, I’ve picked up some key insights that every business owner should know.

1. Core Tax Strategy

Core Strategies are the foundation—accessible to every business owner, no matter your revenue. They include tried-and-true methods like: - Hiring your kids - The home office deduction (the right way) - Proper entity structure - Deductions for meals, travel, and board meetings The magic behind these strategies is the idea of turning personal, after-tax spending into pre-tax business spending. You’re not spending more - you’re just categorizing smarter. Advanced strategies are really geared toward higher earners—usually those making $350K or more. Take captive insurance, for example: it can be very useful, but only once the basics are solid. Many online guides skip over the setup costs and complexities, so it’s important to get the fundamentals in place first. Bottom line: Start with the core before chasing the complex. You’ll often find 80% of your tax savings in those first foundational steps.

2. The Government Wants You to Be a 1099 Contractor

Shifting from a W2 employee to a 1099 contractor changes everything. You go from being someone’s expense to being your own enterprise—and the government rewards you for it. Business owners drive the economy, so the tax code gives them incentives that employees simply don’t get. As a 1099 contractor, you’re taxed on profit, not gross income. That means you can deduct all legitimate business expenses—home office, vehicle use, meals, and more—before taxes are even calculated. It’s not just a new tax form; it’s a new mindset. You’re playing the game from the winning side.

3. The Smartest Way to Structure a Business With a Partner

Business partnerships can get messy fast when tax situations differ. What if one partner wants to hire their kids while the other doesn’t? Or one drives a company car and the other doesn’t? Here is a simple fix: - Structure the main operating business as an LLC Partnership. - Each partner owns their share through their own S-Corporation. This way, the LLC handles the shared operations and profits, while each partner’s S-Corp handles their own tax strategies independently. But you have to do the math to figure out is the tax savings outweigh the additional compliance costs. For example, if the LLC earns $200K in profit, each partner’s S-Corp gets $100K. Inside that “sandbox,” each can implement their own deductions without affecting the other. It’s an elegant solution that protects both the partnership and your individual financial goals.

4. Taking Profits From Your S-Corp Is Simpler Than You Think

One of the most common questions new S-Corp owners ask is: “How do I actually pay myself?” The answer is refreshingly simple. You take money from your S-Corp in two ways: - Reasonable Salary (W2) – For the work you do; subject to payroll taxes. - Distributions – Your share of profit after expenses and salary; not subject to payroll taxes. You may have heard the “50/50 rule of thumb - half as salary, half as distributions. And even worse is taking 100% distributions. Not getting a reasonable salary right is a prime and costly audit target. By structuring your pay this way, you legally reduce payroll and self-employment taxes while keeping your income flow simple and compliant.

Final Thoughts

Real tax strategy isn’t about loopholes—it’s about leverage. Once you understand these four principles, you’ll see how structure, spending, and cash flow all connect to your financial success. Running a small business in New York comes with its fair share of challenges - but you don’t have to navigate them alone. We’ve put together a free PDF outlining the top 3 challenges every small business owner faces in the city - and practical ways to tackle them. Grab your copy today and get a head start on making your business thrive!"