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Trolley

Accounting Software
8.0(290 reviews)

Pricing

subscription

Best For

Marketplaces paying sellers and vendors globally

Rating

8.0/10

Last Updated

Mar 2026

TL;DR

Trolley (formerly Payment Rails) solves a specific problem: paying lots of people in lots of countries. If you're sending payouts to 50+ contractors, affiliates, or marketplace sellers monthly, Trolley handles the payments and the tax paperwork. The 0.5-1% per transaction fee plus $500/month minimum means it only makes sense at scale.

What is Trolley?

Mass Payouts, Simplified

Trolley rebranded from Payment Rails in 2022, but the mission stayed the same: help businesses pay large numbers of recipients worldwide without drowning in spreadsheets and wire transfer forms. They've processed over $7 billion in payouts across 220+ countries.

The Tax Compliance Angle

Here's where Trolley really earns its fee. When you're paying 200 contractors, collecting W-9s, validating TINs, and filing 1099s is a nightmare. Trolley automates the entire tax workflow. Recipients fill out their own tax forms digitally. TIN validation happens automatically. At year-end, Trolley generates and files 1099s with the IRS. That alone saves companies tens of hours.

How Payments Work

You upload a batch file or use the API to trigger payouts. Trolley figures out the best payment method for each recipient - ACH, wire, PayPal, or local bank transfer. Recipients in 220+ countries can get paid in their local currency. The platform handles FX conversion at competitive rates.

Pricing Reality

The 0.5-1% transaction fee is competitive for international payments but adds up at volume. The $500/month platform minimum means you need regular, significant payout volume. If you're paying 10 contractors domestically, use Gusto or Plooto instead. Trolley makes sense when you're paying 50+ recipients and need the tax automation.

Pros and Cons

Pros

  • 1099 and W-9 automation saves tens of hours at tax time
  • Covers 220+ countries with local currency payouts
  • API-first approach integrates with custom platforms
  • Recipients choose their preferred payment method
  • TIN validation catches errors before they cause IRS issues

Cons

  • $500/month minimum makes it expensive for low-volume users
  • Transaction fees of 0.5-1% add up at high volumes
  • Overkill for businesses with fewer than 30 payees
  • Setup and onboarding takes 1-2 weeks
  • Limited accounting features - it's a payments tool, not full accounting

Trolley Pricing

Growth

$500/month
  • Mass payouts to 220+ countries
  • 1099/W-9 tax compliance
  • Batch payment uploads
  • Basic API access
  • 0.5-1% per transaction
Get Started
Most Popular

Scale

Contact Sales
  • Everything in Growth
  • Volume discounts on transactions
  • Advanced API & webhooks
  • Dedicated account manager
  • Custom payment methods
Get Started

Enterprise

Contact Sales
  • Everything in Scale
  • Custom FX rates
  • White-label options
  • SLA guarantees
  • Priority support
Get Started

Pricing last verified: March 22, 2026

Who is Trolley Best For?

  • Marketplaces paying sellers and vendors globally
  • Companies managing 50+ international contractors
  • Affiliate networks distributing commissions
  • Platforms needing automated 1099 compliance

Technical Details

Platforms
web
Deployment
cloud
Security & Compliance
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The Bottom Line

8/10Very Good

Trolley scores 8/10. It stands out for 1099 and w-9 automation saves tens of hours at tax time Best suited for marketplaces paying sellers and vendors globally Keep in mind that $500/month minimum makes it expensive for low-volume users

Frequently Asked Questions

Trolley starts at $500/month for the Growth plan, plus 0.5-1% per transaction. The Scale and Enterprise plans have custom pricing with volume discounts. The transaction fee varies by payment method and destination country.

Yes. Trolley automates the entire 1099 workflow: collecting W-9 forms from recipients, validating TINs against IRS records, generating 1099-NEC and 1099-MISC forms, and e-filing with the IRS. It also distributes copies to recipients electronically.

Score Breakdown
Ease of Use8
Features7.5
Value for Money7.5
Support8

Based on editorial analysis