Posts authored by Jonathan Medows

Jonathan Medows is a NYC-based CPA who specializes in taxes for consultants across the country. His website has a resource section with how-to articles and information for freelancers.
Jul 28, 2022

Scaling from Solopreneur to an S-Corp?

Why Calculating Reasonable Compensation is a Critical Tax Move…

Jul 6, 2022

Worried About the Impact of Inflation on Your Freelance Business? Here’s What You Need to Know to Avoid Higher Tax Bills

With all of the news coverage about inflation, it is hard not to think about where the economy is going and, for those of us who are self-employed, the perceived…

Jun 16, 2022

Is Rental Real Estate Part of Your Freelance Income?

Many self-employed individuals and freelancers invest in rental real estate properties to supplement their income or even get their real estate license to do the same. If you’re one of them, it’s important to understand how potential losses may impact your taxes.…

Jun 6, 2022

Tax Deductions Are Few for Pro-Bono Freelance Work, Get in the Know

Like many freelancers who are good at what they do, you likely get approached by not-for-profit organizations (or friends who work for them) to provide pro bono services.…

May 11, 2022

Suddenly Self-Employed? Key Tips for Combining W-2 & 1099 Income

Given the focus in May on National Small Business Week, (May 1 to 7) and the end of the tax filing season, if you find yourself transitioning from regular wage-earning employment income (reported on a W-2) to self-employment (tracked by those who pay you on a 1099)…