Mid-Year Checklist for 1099 Earners: Taxes, Deductions, and More

Spiral notebook labeled “Mid-Year Checklist 1099” beside a calculator, tax forms, and financial documents on a desk

By the time June rolls around, most 1099 earners—freelancers, consultants, contractors—are already knee-deep in work. But what about taxes? The middle of the year is a critical checkpoint. It’s a moment to step back, evaluate, and adjust before things spiral toward year-end chaos. This checklist is for you if you’ve received non-W2 income and want…

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1099 Contractors: Your Guide to Managing Income, Taxes, and Deductions

1099 contractor at home office managing taxes and maximizing deductions

Knowing how 1099 contractors can manage taxes and maximize deductions is essential to keeping more of what you earn. As a contractor, you’re in control of your income—but also responsible for every tax detail. 1. Know What It Means to Be a 1099 Contractor You’re not an employee. You’re self-employed. That means: No tax is…

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