Payouts and tax forms for global freelancers – in one platform
You don’t have to switch between tools – Trolley brings freelancer payouts and tax compliance into one workflow. Onboard and pay freelancers and experts in 210+ regions with 135+ currencies. Automatically generate and e-file tax forms with accurate withholding.
Trolley sends 100,000+ compliant payouts to freelancers & experts each month and e-files 200,000+ tax forms every year.
It’s difficult to manage freelancer payouts and tax forms across different tools
You’re stuck chasing up freelancers for valid bank and tax details.
Automate freelancer payouts and tax forms in one smooth workflow
Onboard and verify freelancers & re-collect details and tax forms when they expire
Manage freelancers via API or Trolley’s modular widget. Your freelancers can use the white-labelled self-serve portal to provide and update information.
- Collect and verify freelancers’ identity, banking details, tax details, addresses and supporting documents. Trolley flags errors like missing information or incorrect formats.
- Generate forms W-9 and W-8BEN for new freelancers. Automatically re-collect forms when they expire.
- Screen freelancers against watchlists. View risk scores, compliant with KYC & AML.
- Payees can track live payment statuses, to reduce support tickets.
- Customize flows to match your brand and UX.
- Use pre-built libraries and integrate with flexible API – built for scale.
Pay global freelancers in 210+ regions – track and resolve transactions in one place
Keep global freelancers and experts happy with multiple payment methods – no integrations required.
- Send payouts to 210+ countries and territories, in 135+ currencies.
- Offer freelancers their preferred method: bank transfer, SWIFT, PayPal, Venmo, virtual bank account.
- Automate payment schedules. Upload offline payments, including cash.
- Approve payouts through customized workflows and user roles.
- Keep an audit trail – every payout is tracked with status updates, including return reasons and error handling.
Generate and e-file tax forms – build a complete tax record for each recipient
Trolley automatically builds a tax record for each freelancer, updated on every payment. Meet tax obligations wherever freelancers reside.
- Automatically withhold taxes as required by jurisdiction and treaty.
- Generate forms 1099 and 1042-S in one click, tied to freelancer payout records.
- E-file with the IRS directly from Trolley. No exports or extra tools required.
- Meet global tax reporting standards, including DAC7 (EU) and OECD (UK, NZ, AU, CA) model rules.
- Securely handle tax data – no need to store sensitive details internally.
Simplify global freelancer payouts with enterprise-quality features
Sync payout data with your accounting system.
Freelance platform successes: Multilingual Connections
Before
- No process for detecting expired W-8/W-9s — relied on freelancers to provide updated info
- No process for verifying freelancers’ tax details
- Payment provider didn’t sync with Quickbooks. Accountant had to manually download transaction details
After
- Trolley detects expired W-8/W-9s and emails freelancers to update details directly in the platform
- Trolley validates names and TINs with IRS data
- Payouts sync with Quickbooks. Easy to generate reports with full breakdown of payouts, fees, and tax details
Operations Manager at Multilingual Connections
Frequently asked questions
The best payment methods for global freelancers include local bank transfers, digital wallets, and international payment rails that support multiple currencies. Offering a variety of options helps reduce fees, improve payment speed, and ensure freelancers can receive funds in their preferred method.
Businesses paying global freelancers must collect tax forms such as W-8BEN or W-9 to determine tax status and withholding obligations. They are also responsible for e-filing forms like 1099-NEC or 1099-MISC for U.S. payees and 1042-S for non-U.S. payees. Accurate collection, validation, and filing are essential for maintaining tax compliance and avoiding penalties.
Tax compliance for freelancer payouts is complex because businesses must collect and validate tax forms, apply correct withholding rules, and meet reporting requirements across multiple jurisdictions. Managing this manually across different systems increases the risk of errors, delays, and non-compliance as payout volumes scale.
Businesses can automate tax compliance by using platforms that collect tax forms (such as W-8 and W-9), validate payee information, apply correct withholding, and generate required reports. Automation reduces manual work, improves accuracy, and ensures compliance across regions while scaling freelancer payouts.
Trolley is a global payouts platform that automates freelancer payouts and tax compliance by centralizing payee data collection, validating banking and tax information, and automating tax form collection and reporting. It enables businesses to send multi-currency payments from a single system while reducing administrative overhead, improving accuracy, and ensuring compliance at scale.
Switch to Trolley – we’re the compliance-focused payout platform.
Migrate in 3 clear steps:
Step 1: Import your payment data
Use API or CSV upload to import freelancers’ personal and banking details, forms W-8/W-9, past payments and KYC or ID data.
Step 2: Validate and clean up your data
Step 3: Start sending compliant payouts
VP Engineering & Partner, GigSalad
Speed up your payouts research. Ask us anything.
You invest a lot of time when researching a new product. Get answers to your important questions, faster. Like:
- “Can Trolley send payouts to freelancers in Vietnam or the Philippines?”
- “What are your FX fees?”
- “How do you manage IRS reporting requirements for freelancers?”
- “Do you integrate with our accounting system?”
Chat to a Trolley expert on a 30-min Q&A call. We can walk you through Trolley’s capabilities, fees and differentiation from other providers.