The guidance I have seen is if the payments weren't sent as Goods and Services, Venmo is not acting as a TPSO, and a 1099 should be filed. Paying foreign contractors can be a hassle.In this article, you'll understand how to set up a compliant, easy process to pay international contractors. How to fill out: Form 1099NEC reports the total amount of nonemployee compensation you paid the contractor in Box 1. This guide dives deep into the mechanisms of paying contractors efficiently and compliantly, giving you an overview of the options available. Want to simplify the payment process for independent contractors? This guide details the easiest and quickest ways to make freelancer payments. Wondering how to pay contractors? Read this complete guide on the importance of payment methods, payment terms and schedule. From lack of payment tracking to tax forms and compliance issues, Venmo is not set up for paying wages or running a business.