IRS Form 1099-K Shake-Up—Will Your Venmo or Cash-App Transfers Be Taxed in 2025?

IRS Form 1099-K Shake-Up—Will Your Venmo or Cash-App Transfers Be Taxed in 2025?
Photo by Tech Daily / Unsplash

Overview

Congress dropped the Form 1099-K reporting floor from $20,000/200 transactions to $600 in the American Rescue Plan Act of 2021. The IRS, citing administrative overload, delayed full rollout. Under Notice 2024-85 the agency adopted a phase-in schedule: $5,000 for 2024, $2,500 for 2025, and $600 for 2026 and later.  This article walks you through who receives a 1099-K next January, what actually gets taxed, and how to keep casual reimbursements from triggering audit letters.

1.  The Threshold Timeline at a Glance

Tax year

Reporting floor

Effective filing season

2023

$20,000 and 200+ tx (old law)

Spring 2024

2024

$5,000 (no tx-count test)

Spring 2025

2025

$2,500

Spring 2026

2026+

$600

Spring 2027

The phased approach lets payment apps (“TPSOs”) upgrade compliance systems gradually. 

2.  Who Gets the Form—and Why It Matters

A TPSO (PayPal, Venmo, Cash App, Stripe, Airbnb, StubHub, Etsy, eBay, etc.) must issue Form 1099-K when payments for goods or services exceed the threshold. Personal gifts, shared-meal splits, or rent from a roommate are not taxable income, but the algorithm can’t tell intent. You must:

  • Explain non-taxable entries if the TPSO miscodes personal transfers; backup documentation prevents CP2000 notices.

The IRS reminds filers to report all income regardless of forms received, but underpayment penalties climb when the Service already has a mismatched 1099-K in its database.

3.  What Counts as “Goods or Services”?

Included

Excluded (but watch out)

Freelance, gig, consulting fees

Gifts or reimbursements

Ticket resales, used-item flips

Rent you collect on behalf of roommates

Drop-shipping / e-commerce sales

Transfers to yourself between accounts

Craft or hobby sales (Etsy)

True personal loans to friends

TPSOs look for keywords, marketplace listings, or a business profile to flag transactions. If your roommate labels the rent share as “June rent,” the platform may tag it as a reportable payment—triggering a 1099-K even though it isn’t income.

4.  Backup Withholding Is Coming Sooner Than You Think

Starting January 1 2025 a TPSO must withhold 24 % backup tax on any payee who fails to provide a valid SSN/ITIN—even for the very first transaction; the old 200-transaction exemption disappears.  Confirm that your app’s profile shows the correct TIN and legal name long before next year’s holiday-selling season.

5.  Record-Keeping Checklist

  1. Download monthly transaction CSVs from each app.
  2. Tag personal vs. business inside the app or spreadsheet (color-code).
  3. Retain purchase receipts for inventory cost or basis documentation.
  4. Note shipping and platform fees—they reduce gross receipts on Schedule C.
  5. Screenshot mistaken labels (e.g., “pizza refund”) so you can rebut an IRS notice.

6.  Common Scenarios for Casual Sellers

Scenario

1099-K Status

Best Practice

You net $1,800 on eBay in 2025

No form (below $2.5 k)

Still report profit; keep basis receipts.

You flip concert tickets and hit $2,600

Form issued

Deduct ticket cost, fees; use Schedule D if capital asset.

You reimburse a friend $3,000 for vacation costs

Can mis-fire a form if TPSO flags “services” keyword

Reclassify transfer in-app and keep Venmo chat as proof.

You run side-hustle graphic design ($9,000 PayPal)

Form definitely issued

Issue your own 1099-NEC to subcontractors; set aside SE tax.

7.  Key Takeaways

  • $2,500 is the magic number for 2025; $600 looms for 2026.
  • Personal transfers can accidentally generate reportable totals—label carefully.
  • Keep receipts to deduct cost of goods; report income even if under the threshold.
  • Backup withholding applies from the first dollar when no valid TIN is on file.

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