How to Transition from Full-Time Employee to Successful Freelancer
How to plan the move from full-time employee to freelancer, including the tax and benefits changes most people don’t see coming.
getting-started
Beginner-friendly guides for people starting to work for themselves. They cover registering a business, choosing between a sole proprietorship and an LLC, understanding 1099 income, setting aside money for taxes and building a record-keeping habit from day one.
10 High-Paying Freelance Skills to Learn for Next Year
Ten freelance skill categories that consistently command higher rates, from web development to consulting and strategy.
How to Calculate Quarterly Estimated Taxes for the Self-Employed
The four-step process for estimating your quarterly tax payments, plus the safe-harbor shortcut that avoids an underpayment penalty.
How to Register as Self-Employed Without the Stress
What actually requires registration when you become self-employed — and what doesn’t need any paperwork at all.
LLC vs. Sole Proprietorship: Which Is Best for Freelancers?
Why an LLC doesn’t give you a tax break a sole proprietorship doesn’t already have, and when the liability protection is actually worth it.
How to Become an Independent Contractor: A Step-by-Step Guide
The five real steps to becoming an organized independent contractor — from understanding your classification to finding your first clients.
Sole Proprietorship vs. Independent Contractor: What Is the Difference for Tax Purposes?
Why ‘independent contractor’ and ‘sole proprietorship’ answer two different questions, and why most gig workers are both at once.