Trolley vs Cleo Pay

Trolley8.7Visit Cleo Pay7.8Visit

Higher score Trolley #4 in Contractor Payment Software 8.7/10 30-day trial Free trial✓ 3 of 3 features Visit Trolley

vs

Cleo Pay #11 in Contractor Payment Software 7.8/10 Free plan Free plan✓ 3 of 3 features Visit Cleo Pay

• Trolley fits best

  High-volume global payouts and tax operations

• Cleo Pay fits best

  US teams wanting free contractor onboarding and tax filing

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Side by side

Feature	Trolley 8.7/10 Visit ↗	Cleo Pay 7.8/10 Visit ↗
At a glance
Editor score	8.7	7.8
Ranking	#4 in Contractor Payment Software	#11 in Contractor Payment Software
Best for	High-volume global payouts and tax operations	US teams wanting free contractor onboarding and tax filing
Pricing model	Paid	Free plan + paid
Starting price	—	$99/mo
Free plan	—	✓ (best)
Free trial	30 days	—
Deployment	Cloud	Cloud
Platforms	Web	Web
Support	Tickets, Email, Phone, Docs	Email
Integrations	5 integrations	5 integrations
Built for	Mid-market, Enterprise	Small business, Mid-market
Features Trolley 3/3 · Cleo Pay 3/3
Tax form support	✓	✓
Contractor self-service	✓	✓
Accounting integrations	✓	✓
Specs
Payment schedules	Scheduled	Scheduled
Payout country coverage	Global	Single-country
Supported currencies	135 currencies	Not checked yet
Contractor limit	Not checked yet	Not checked yet
Our review
Pros	Payouts to 210+ countries in 135+ currencies Tax collection, validation, withholding, reporting, and filing QuickBooks Online, Xero, NetSuite, and Zapier integrations	Free onboarding, W-9 verification, ACH payments, and 1099 filing Invoice approvals, payment scheduling, and contractor tracking QuickBooks Online synchronization plus accounting integrations
Cons	Modular plans add transaction fees The Tax plan covers one jurisdiction The 135-currency figure is not plan-specific	Web access only Get Paid Free is limited to one user seat Payout support is limited to a single country
Our verdict	Trolley is a payout and recipient-operations platform for internet businesses paying contractors, freelancers, creators, sellers, vendors, and other recipients. It combines recipient self-onboarding, identity and tax-information… Read the review →	Cleo Pay is a web-based payment automation platform for hospitality, event, and service businesses. It brings contractor and vendor onboarding, W-9 collection, TIN verification, ACH payments, invoice submission, approvals, payment… Read the review →

Strengths and trade-offs

• Trolley — where it wins

  • Payouts to 210+ countries in 135+ currencies
  • Tax collection, validation, withholding, reporting, and filing
  • QuickBooks Online, Xero, NetSuite, and Zapier integrations

  Where it doesn't

  • Modular plans add transaction fees
  • The Tax plan covers one jurisdiction
  • The 135-currency figure is not plan-specific

• Cleo Pay — where it wins

  • Free onboarding, W-9 verification, ACH payments, and 1099 filing
  • Invoice approvals, payment scheduling, and contractor tracking
  • QuickBooks Online synchronization plus accounting integrations

  Where it doesn't

  • Web access only
  • Get Paid Free is limited to one user seat
  • Payout support is limited to a single country

• Trolley8.7/10 · 30-day trial

  A modular platform for global contractor payouts, tax operations, and accounting sync.

  Visit TrolleyFull verdict →
• Cleo Pay7.8/10 · Free plan

  A web-based option for US teams managing contractor onboarding, payments, and 1099 filing.

  Visit Cleo PayFull verdict →