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10 Best Contractor Management Software for 2025


Managing independent contractors across time zones, currencies, and tax rules shouldn’t feel like spinning plates. The best contractor management software pulls all the moving parts—onboarding, contracts, payments, compliance, and collaboration—into one organized flow so your team can move faster with fewer mistakes.

Below, we’ve ranked the top 10 tools for 2025. Whether you’re paying five local freelancers or orchestrating a global contractor network, you’ll find a platform that fits your stage, budget, and compliance needs.

 

1) TFY — Best for Global Contractor Onboarding, Compliance & Payouts

Ideal for: Scaling teams hiring contractors worldwide that want airtight compliance (AOR), multi-currency payouts, and tight ATS/HR integrations—without enterprise bloat.

Overview

TFY is more than payments—it’s your hub for global contractor management. With Agent of Record (AOR) coverage in 180+ locations, TFY streamlines contractor onboarding, KYC/KYB checks, document collection, e-signatures, compliant contracts, automated invoicing, approvals, and cross-border payouts. Layer on TFY’s AI-powered ATS, and you get one connected pipeline from sourcing to signed agreement to paid invoice—plus analytics to keep finance and HR in sync.

Key Features

  • AOR in 180+ locations with localized contracts, KYC/KYB, and document workflows
  • Global payouts to contractors in local currencies; expense & reimbursement management
  • Automated invoicing & approvals (milestones, time-based, or fixed-fee)
  • E-signature & digital document vault (agreements, NDAs, tax docs)
  • AI-powered ATS + job distribution to 100+ boards; collaborative hiring; candidate pipelines
  • Compliance tooling: audit trail, role-based access, GDPR alignment, data encryption
  • Integrations: QuickBooks, Xero, BambooHR, Workday, SAP Fieldglass, Oracle, Slack (and more)
  • Vendor management: manage contractors, agencies, and vendors in one place

 

Pros

  • End-to-end flow from sourcing to compliant payouts (one platform)
  • Strong global footprint with AOR + ATS in the same stack
  • Automation reduces admin overhead for finance, legal, and HR

 

Pricing 

  • AOR / Contractors: from £5 per contractor / month
  • ATS/HRMS modules: from £5 per seat / month
  • EOR (if needed): from £499 per employee / month
  • Final pricing varies by country, volume, and modules.

Verdict

If you want one system to onboard, contract, and pay contractors globally—with audit-ready compliance and an ATS that actually helps you hire—TFY is considered one of the best contractor management software and the most complete pick on this list.


2) Gusto — Best All-in-One for U.S.-Centric Teams

Ideal for: U.S. businesses that want simple contractor onboarding, tax forms, and payments in a friendly interface (with optional employee payroll later).


Overview

Gusto wraps contractor onboarding, W-9/1099 generation, and payments into a clean, approachable platform. It also offers global contractor payments and lifetime contractor self-service.


Key Features

Self-onboarding, W-9 and 1099 e-file

Global contractor payouts in 120+ countries

Direct deposit, check, or debit card options

Integrations with accounting tools; new-hire reporting


Pros

Transparent pricing, simple setup

Scales into full employee payroll & benefits


Cons

Contractor-only plan requires at least one U.S. contractor

Entry plans can have 4-day deposit timing


Pricing

Contractor-only: $35/mo + $6/contractor

Employee-inclusive plans: from $49/mo + $6/person

Free trial: pay nothing until first payroll


Verdict

A solid, approachable choice for U.S. teams that may grow into full payroll later.


3) Remote — Best for International Contractor Compliance

Ideal for: Distributed teams wanting owned legal entities and strong misclassification protection across countries.

Overview
Remote is built for cross-border hiring with localized contracts, classification risk checks, and owned entities (no third parties).


Key Features

Hire & pay in 200+ countries

Localized onboarding & compliance

Misclassification risk assessment

No FX conversion fees


Pros

Industry-leading compliance stance

Owned entities increase legal consistency


Cons

Fewer payment method options

Support can be email-first


Pricing

Contractors: $29/worker/mo

EOR: $599–$699/employee/mo

Free trial: 30 days


Verdict

For global compliance peace of mind, Remote is a top pick.


4) Deel — Best for Flexible International Payments

Ideal for: Teams prioritizing payment flexibility (Wise, PayPal, crypto, more) and fast global onboarding.


Overview

Deel stands out for supporting 15+ payment rails across 150+ countries with localized contracts and self-serve portals.


Key Features

100+ currencies; multiple payment options (incl. crypto)

Local tax compliance & localized contracts

Quick onboarding & HR tools for small teams


Pros

Payment flexibility is best-in-class

Easy to get up and running globally


Cons

Pricier at scale for contractors

Classification protections may require higher tiers


Pricing

Contractors: $49/worker/mo

EOR: $599/employee/mo

Free to explore until first hire


Verdict

If payout flexibility is your #1 priority, Deel is hard to beat.


5) ADP (WorkMarket) — Best for Scaling with Enterprise Reliability

Ideal for: Mid-market to enterprise teams needing integrated contractor + employee payments, with deep reporting.

Overview

Through WorkMarket, ADP serves large, complex organizations that want one source for 1099 and W-2 payments plus integrations and modular add-ons.


Key Features

Contractor + employee payroll in one ecosystem

1099/W-2 generation; 700+ integrations

Contractor self-service & compliance tooling


Pros

Enterprise-grade stability and reporting

Scales with headcount and complexity


Cons

Often requires using the separate WorkMarket platform

Contractor-only scenarios aren’t its sweet spot


Pricing

Custom quotes; common baseline around $59/mo + $4/person


Verdict

A safe enterprise choice when you want a big-vendor backbone.



6) Rippling — Best for Automation Across HR, IT & Finance


Ideal for: Tech-forward companies that want to automate everything—from onboarding to device provisioning—and manage 1099 ↔ W-2 transitions.

 

Overview

Rippling centralizes HR, payroll, IT, and finance. For contractors, it’s all about automation at scale and tight integrations (500+ apps).


Key Features

Global contractor management

HR/payroll automations; device & app provisioning

500+ integrations; strong role/permission controls


Pros

Automates painful admin tasks

Great for complex, multi-system environments


Cons

No true standalone contractor product

Can be heavy for small teams


Pricing

Contractors: $20/worker/mo

Unity Core required: $35 base + $8/user

No free trial

Verdict

For automation-hungry teams, Rippling is a powerhouse.


7) OnPay — Best Budget-Friendly Contractor Solution

Ideal for: Small businesses that want straightforward contractor payments, tax forms, and compliance—without extras.


Overview

OnPay focuses on the essentials: pay contractors, generate 1099s, stay compliant. Clean UI, simple pricing.


Key Features

Flat-rate pricing across states

1099 prep and filing (mailing incurs small fee)

ITIN contractor support


Pros

Affordable and simple

No tier maze to navigate


Cons

Limited advanced HR features

Basic reporting


Pricing

$40/mo + $6/person

Free trial: 3 months


Verdict

Perfect when you want reliable basics at a fair price.



8) QuickBooks Payroll — Best Value for QuickBooks Users

Ideal for: Companies already in the Intuit ecosystem that want frictionless contractor payments and automated 1099s.


Overview

If your accounting lives in QuickBooks, this add-on keeps things tidy—next-day deposits and hands-off 1099 creation.


Key Features

Pay up to 20 contractors easily

1099 automation (e-file extra)

Next-day direct deposit; fast setup


Pros

Very low cost for small contractor sets

Familiar interface; tidy bookkeeping


Cons

Limited integrations outside Intuit

Reporting is basic


Pricing

Contractor-only: $15/mo

With accounting: from $45/mo

Free trial: 30 days (or promos)

Verdict

If you’re deep in QuickBooks already, this is a no-brainer.


9) Square Payroll — Best for POS-Driven Teams (Retail, F&B)

Ideal for: Businesses running on Square POS that need contractor payouts, tip handling, and shift-friendly workflows.

Overview

Square Payroll fits neatly into existing Square setups with contractor-only accounts and useful tools for hospitality and retail.

Key Features

Native Square POS connection

Tip pooling/reporting; multiple pay methods (incl. Cash App)

Free time tracking (up to 5 users)

Pros

Ultra easy for existing Square users

Built for shift-based operations

Cons

Limited compliance/reporting depth

No custom reports

Pricing

Contractor-only: $6/contractor/mo

Full plan: $35/mo + $6/person

Verdict

The smoothest path if your front-of-house already runs on Square.


10) Monday.com — Best for Project Visibility (Pair with a Payments Tool)

Ideal for: Teams that need project clarity, task tracking, and time tracking—then plug into TFY/Gusto/Deel for actual contractor payments.

Overview

monday.com isn’t payroll. But it’s outstanding for keeping contractor work organized: boards, timelines, dependencies, and automations that keep projects moving.

Key Features

Visual dashboards; time & task tracking

Custom automations; collaboration tools

Scales from freelancers to large teams

Pros

Excellent visibility and accountability

Flexible templates for different workflows

Cons

No payroll or compliance features

Some automation behind higher tiers

Pricing

Basic $9/user/mo, Standard $12, Pro $19

Free plan (2 users) + 14-day trial

Verdict

Use monday.com for project orchestration, and pair it with TFY (or another provider) for compliant onboarding and payouts.

 

Final Word

If you’re serious about finding the best contractor management software and scaling a contractor workforce—onboarding, compliance, contracts, and global payouts—a stitched-together toolset will only get you so far. TFY gives you the end-to-end control most teams wish they had: AOR coverage, local-currency payouts, automated invoicing, e-signatures, and an AI-powered ATS in the same platform. Add tight integrations and an audit-ready trail, and you’re set up to move fast without tripping compliance wires.

Ready to see TFY in action? Book a quick demo and we’ll tailor a setup for your contractor footprint and workflows.