A Taxing Time


If you live in the US and have already filed your 2024 taxes, congratulations.

I spent the better part of the weekend trying to get my own taxes completed and dealing with mom's taxes, too, which are more complex than mine.

In dealing with my own taxes, I ran into confusion over the new 1099-Ks vs. 1099-NECs so I thought I'd share a few pointers to clear up any questions and provide guidance.

1099-NECs

  • Businesses must issue this form for non-employee compensation of $600 or more in the calendar year. This applies to payments made to independent contractors, freelancers, and other service providers.
  • During the onboarding process, collect W-9s from anyone to whom you expect to issue a 1099-NEC, so you don't need to scramble for it later. This document provides the information you need to complete their 1099-NEC, including their tax ID number and official name and address.
  • The deadline for issuing 1099-NECs is January 31st of each year for the prior tax year, but if you failed to do it this year, better late than never.
  • 1099online.com offers a relatively simple and low-cost way to get this done if you don't have a bookkeeper, accountant, or financial consultant to help you.

1099-Ks

  • Third-party payment platforms like PayPal and Venmo are required to issue a 1099-K if your gross payments exceed the annual threshold, which decreases each year until it hits $600. In 2024, the threshold is $5,000. For 2025, the threshold is $2,500.
  • However, clients paying you $600 or more must still issue a 1099-NEC, even if you receive a 1099-K from a platform recording the same payment(s). Reconciling these forms is vital to avoid double-reporting your income.
  • Make it a practice to review your income and track payment methods to ensure the documents you receive each year are accurate.
  • Remember: Any transaction, bank, and/or processing fees charged by third-party payers are fully tax-deductible as business expenses, so track this information separately.

Preparing your taxes doesn’t have to be stressful if you have a good bookkeeping system that you feel confident managing on your own or in concert with a financial consultant, such as a bookkeeper or accountant.

The trick is to get into the habit of reviewing your financial information on a regular basis and creating an onboarding process for clients and consultants that ensures everyone has the information and paperwork necessary to issue the correct forms later on.

Reach out to me if you'd like some help mapping out a system that works for you and your business.

Until next time,


P.S. If you missed it, last week I was Discounting Discounts.


Lauren is such an incredible coach for established and emerging entrepreneurs. She mixes heart with wisdom and tailors her approach for wherever you are in your journey. So many breakthroughs and things to incorporate going forward. It was truly an honor to learn from her!
Vinny Anand, Co-Founder, FortyLove

Your success is our strategy!

Update your profile.

No longer want to receive my newsletter but don't want to miss my special offers and announcements? Click here.
To completely unsubscribe from all future communications, please opt out below.

Easily Said & Done

I help entrepreneurs leapfrog over the typical potholes that derail most small businesses with inspiration, motivation, education, and support across a wide range of business topics drawn from over a decade of running my own business, teaching entrepreneurship for the City of New York, and coaching and consulting privately with dozens of women and minority small business owners. Honestly, why go it alone when help is an email away?

Read more from Easily Said & Done
Title: Is It a Feature or a Bug? Subtitle: The AI Conundrum

Hi Reader, Something I've been enjoying of late are multiple influencers showcasing the limits of ChatGPT and the like. One guy asks it some pretty basic questions, such as to name a number between one and one hundred that includes the letter 'a.' (Spoiler alert: there aren't any). ChatGPT lies to his face over and over again. Another one provides examples of business fails due to AI. Some are pretty extraordinary. But here's the thing, this isn't just a harmless gimmick, it's a warning cry,...

Title: The CEOs Are Beefin'; Subtitle: How Burger King ate McDonald's lunch!

Have you seen the video of McDonald's CEO Chris Kempczinski trying to promote the new Big Arch burger ahead of its March 3rd launch? How about any of the many, many videos or memes negging on it for a host of reasons, including how Kempczinski refers to the burger as "a delicious product" or his failure to take a real bite of it, seeming almost disgusted by it. To me, there are three great marketing stories going on here. 1. Going Viral Isn't the Goal Yes, there is such a thing as bad PR and...

Title: Living In the Now and Then; subtitle: Is harder than it sounds

This fall my mom was diagnosed with mild-to-moderate dementia. While sad, it did not come as a surprise. It's one reason I sold her house and we moved in together late last summer. At first, I planned outings to the Y and other senior programs, scheduled visits from family and friends, coordinated physical therapy appointments, and designed little daily activities to keep her engaged and stimulated. This winter it's gotten harder and harder to get mom out of bed let alone dressed and out the...