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.
Nov 28, 2022

How to Use Capital Losses to Reduce Your Freelance Tax Bill

As the year closes, consider this information as you assess your tax situation and your overall investment strategy with a tax and financial planning professional.…

Nov 14, 2022

Is Your Freelance Side Hustle a Hobby or a Business?

As a freelancer, it is important to determine if your hobby is actually a business because the IRS will require you to pay taxes on the income derived from it.…

Nov 3, 2022

Collecting Freelance Income on Popular Payment Platforms? Be Prepared to Claim It on Your 2022 Tax Return

If you are collecting payments for your freelance business via third-party payment networks such as Airbnb, Etsy, PayPal, and Venmo it’s time to make sure your payment records are up to date so that you don’t run into issues when filing your 2022 tax return.…

Oct 7, 2022

It’s the Final Countdown for Extended Freelance Tax Returns Don’t Miss the October 17 Deadline!

The six-month window to get your taxes filed without additional failure to file and late payment penalties is rapidly closing, it will slam shut on October 17, 2022.…

Sep 1, 2022

The New Student Debt Relief and Your Taxes: What Freelancers Need to Know

There has been lots of talk about student loan forgiveness recently, especially after the past two years of Covid chaos which had a negative financial impact on many taxpayers. Now…