Payouts and tax forms for global freelancers, in one platform
Trolley is the payout and tax compliance software for freelancer platforms and expert networks. Onboard freelancers and experts, collect and validate their tax forms, and pay them in 210 countries and territories in 135 currencies. At year end, Trolley generates and lets you e-file Forms 1099 and 1042-S with the right withholding already applied.
Trusted by freelancer platforms and expert networks like Multilingual Connections, GigSalad, and Airtasker
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 countries and territories—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, push-to-card, 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) 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
Local bank transfer is usually the cheapest and most reliable option, but freelancers should get to choose. With Trolley, freelancers pick their own method, such as bank transfer, PayPal, Venmo, other mobile wallets, debit card, or check, in 135 currencies across 210 countries and territories, and update it themselves in a portal branded with your logo.
US freelancers fill out a Form W-9 and get a Form 1099-NEC at year end. Non-US freelancers fill out a Form W-8BEN (or W-8BEN-E for a business), and get a Form 1042-S only if they’re paid US-source income, such as for work done in the US. Trolley collects and validates these forms at onboarding and files the year-end forms with the IRS.
Use one system that collects tax forms before the first payout, applies withholding on every payment, and automatically generates year-end forms for e-filing. Doing this by hand gets harder as you add freelancers, because forms expire, rules differ by country, and the data sits in separate tools. Trolley re-requests expired Forms W-8, keeps a tax record for each freelancer, and lets you e-file Forms 1099 and 1042-S.
Trolley is a payout and tax compliance platform that freelancer platforms and expert networks use to onboard, pay, and file tax forms for their workers. It validates banking and tax details, sends payouts in 135 currencies to 210 countries and territories, and generates year-end tax forms, all from one dashboard or API.
It depends on whether the contractor is a person or a business. Individuals fill out Form W-8BEN, and companies, partnerships, and other entities fill out Form W-8BEN-E. Trolley shows each contractor the right form during onboarding, based on how they answer the entity questions.
It depends on the payout method. Debit card and wallet payouts can arrive within minutes, while bank transfers usually take one to a few business days depending on the country. Freelancers can track each payment’s status and expected arrival date.
Send each consultant an onboarding link before or after the call, so they add their banking and tax details once. Trolley validates the details, collects the right W-8 or W-9 form, and pays them in their local currency by the method they chose. Consultants can be paid again later without filling anything out a second time.
Yes. You can import freelancers’ personal and banking details, W-8 and W-9 forms, and past payments by API or CSV, so freelancers don’t have to sign up again. GigSalad moved 18,000 freelancer payees to Trolley with no technical issues.
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.