Overview
Leland follows the industry standard and operates like a payment platform (technical term being a Third Party Settlement Organization—TPSO).
As you know, we leverage Stripe for secure payouts, and all of your earnings information can be accessed through the Stripe Dashboard.
Leland does not withhold any taxes. It is your responsibility to pay taxes on your Leland earnings in the country where you file taxes.
For U.S. taxpayers
You are a U.S. taxpayer if you have a Stripe account based in the United States or you have a non-US Stripe account but pay U.S. taxes.
As a Third Party Settlement Organization (TPSO) marketplace using Stripe Connect, we are required to report certain payment transactions to the IRS through 1099-Ks.
Form 1099-K reports the gross amount of all reportable payment transactions processed through our platform. This includes:
Payment card transactions (credit, debit, stored-value cards)
Third-party network transactions
The form does not include any adjustments for fees, refunds, or chargebacks.
Stripe is responsible for issuing 1099-Ks to you directly, if you meet the criteria for the 2025 tax year:
2025 Threshold: exceeds $20,000 USD gross volume and >200 transactions
Coaches are paid out up to twice a month, this totals to 24 total transactions within the 2025 tax year.
So, if you did not make more than $20,000, a minimum of 200 transactions, or you do not meet the location criteria outlined above, you will not be receiving a 1099-K or any other tax form from Stripe.
Visit Stripe for additional info, including details on filing requirements for some states that differ from federal requirements.
(The 2025 federal threshold update is a reversal from Stripe's 2024 plan to lower thresholds. 2024 Threshold: >$5,000 USD gross volume, no transaction count)
Even if you don’t meet the $20,000 threshold, the income you generated is still taxable, and you can access your total payout details by visiting the Earnings page in your coach dashboard and clicking on the "Open Stripe Dashboard" button.
For non-U.S. taxpayers
Please make sure you have correctly set up your tax information here.
Stripe does not handle tax obligations for independent contractors outside the U.S.
If you have questions about how your Leland earnings should be taxed, we recommend you speak with a tax professional in the country where you’ll be filing taxes.