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How to Work With Remote Contractors (the Right Way)

By 
Zack Kinslow
 
Director of Product Marketing at Worksuite
Updated: 
September 21, 2026

Many organizations choose to use remote contractors to fill gaps in the skillsets of their internal teams, and to help work on projects and assignments. With the rapid rise in remote work over the last couple of years, more companies are turning to professional freelancers as an alternative to hiring more in-house employees.

This guide covers what a remote contractor is, how to hire one, how to structure and send payment (including to contractors in other countries), and what forms and rules you need to know.

Key Takeaways

  • Remote contractor management covers the full relationship: correct classification, a signed contract, the right tax forms, clear communication, and on-time payment.
  • U.S. companies collect a W-9 from U.S. contractors and a W-8BEN (individuals) or W-8BEN-E (foreign business entities) from international contractors before the first payment.
  • Payment structures range from hourly and day rates to project, milestone, and retainer models, so pick the one that matches how well the work can be scoped.
  • Worksuite runs remote contractor management in one platform, including onboarding, contracts, and payments to contractors in 190+ countries and 120+ currencies.

What Is Remote Contract Management?

Remote contractor management is the process of hiring, onboarding, contracting, communicating with, and paying independent contractors who work outside your office, often in other states or countries. Done well, it covers the full relationship: classifying each worker correctly, signing a compliant contract, collecting the right tax forms, and paying on time in the contractor's local currency.

Worksuite handles remote contractor management in one platform, from onboarding workflows and e-signed contracts to payments in 190+ countries and 120+ currencies.

Why Countries Are Hiring More Remote Contractors

The talent gap is real and widening. In Robert Half's February 2026 survey of more than 2,000 U.S. hiring managers:

  • 62% said skills gaps are more pronounced than a year ago
  • 6% said they have the talent they need to complete high-priority projects
  • 55% said they expect to increase contract hiring to fill immediate needs.

Remote work makes that talent pool global. A designer in Buenos Aires or a developer in Warsaw is as easy to collaborate with as someone across town, as long as you have the right systems for contracts, payments, and compliance.

What Is an Independent Remote Contractor?

A remote contractor is a self-employed professional who provides a specific service to your business from their own location, sets their own hours and methods, and invoices you instead of receiving a salary. Remote workers can either be independent contractors or employees, meaning they're either employed by your company or not.

A remote contractor is hired to provide a specific service – either to a deadline or for a fixed period of time. The contractor signs a specific agreement and works out the terms of their contract for an agreed rate.

On the other hand, remote employees work directly for your company, usually across regular hours each week. Many countries have brought in laws that define exactly what contractors are, and the penalties for misclassifying your employees as contractors can be steep.

A true remote contractor should:

         
  • Be able to work their own hours
  •          
  • Be able to do their work from anywhere in the world
  •          
  • Be engaged by your business for a set period of time
  •          
  • Identify themselves as a freelancer or contractor
  •          
  • Work only on the project(s) they’re assigned to
  •          
  • Be able to work for other organizations, as well as yours
  •          
  • Be able to carry out their work without needing training or supervision
  •          
  • Submit invoices and not take a salary
  •          
  • Take care of their own taxes and insurance
  •    

How to Hire Your First Remote Contractors

There’s a few key things to think about when you’re hiring your first remote contractors. 

Budget

First, you’ll need to figure out your budget. Be clear about this when you’re speaking with potential contractors. If your budget is on the low end, you’ll need to be realistic that you might not be able to afford top contractors, but you also need to ensure you’re getting the best possible talent for the budget that you have allocated.

Project Scope

Contractors don’t take kindly to scope creep! Before you start working with any contractor, you’ll need to clearly define the scope of the project, how long it will take, what’s involved, and when the contract will end.

Project Payment

Freelance contractors tend to have their own preferences about how they work in relation to payment. Be sure to discuss this with them before they begin any work.

These are the most common payment methods for remote contractors:

Payment structureHow it worksBest for
Hourly ratePaid for each hour worked, usually tracked with timesheetsOngoing or hard-to-scope work
Day ratePaid a set amount per dayShort, intensive engagements
Project-basedOne agreed price for a defined deliverableWell-scoped projects
Milestone-basedPayments released as defined milestones are approvedLonger projects with clear phases
RetainerA set fee each month for agreed hours or deliverablesRecurring, ongoing work
Upfront or partial depositSome or all of the fee paid before work startsNew relationships where the contractor needs assurance

Communication

Ensure there is an open line of communication between your contractors and managers so that questions and problems don’t get buried in email threads. 

Will your freelancers be able to reach out to you with project management tools and asynchronous communication tools like Slack, Notion, or Asana? Or do you have a centralized platform like Worksuite to keep all your communication with remote contractors in one place?

Clear communication is the secret to successfully working with remote contractors, especially if they’re in different countries and time zones from your business.

Set expectations around communication with your contractors as soon as you start working with them to avoid any problems further down the track.

Document Everything

It will make life easier for your remote contractors if all your company documentation is easily accessible to them. 

Documents such as freelancers handbooks, brand guides, company policies, privacy policies, and so on are useful to your remote contractors and will help them get off to a good start working with your organization.

How to Pay Your Remote Freelancers

To pay a remote contractor, collect the right tax form before the first payment, agree on a payment method and currency, pay against approved invoices on the terms in their contract, and keep records for year-end reporting. The steps are the same whether the contractor lives down the street or overseas. The forms and payment rails are what change.

Collect the Right Tax Form First

For U.S.-based contractors, collect a Form W-9 and file a 1099-NEC for those who meet the IRS reporting threshold. For contractors outside the U.S., you don't need a W-9. Instead, collect a W-8BEN from individual foreign contractors. When a foreign contractor performs all of their work outside the U.S., U.S. companies generally don't withhold U.S. tax on those payments, and the contractor handles taxes in their own country.

Choose a Payment Method

Common options include domestic bank transfer (ACH), international wire, payment services like Wise and PayPal, and contractor payment platforms. Wires are reliable but often carry fees on both ends and unfavorable exchange rates. The best option pays contractors in their local currency, keeps fees predictable, and gives both sides a clear record of every payment.

Pay on Time, Every Time

Freelancers talk to each other. Build a process where contractors can submit invoices easily and get paid promptly, and double-check payment details before the first transfer to avoid sending money to the wrong account. Reliable payment builds more loyalty than almost anything else you can do.

Know the Local Rules

Classification rules, contract requirements, and tax obligations vary by country. Before engaging contractors in a new market, check the local requirements or work with a partner who does. Worksuite's Agent of Record service can hold the contract relationship with international contractors directly, taking on classification and compliance on your behalf.

Worksuite Global Pay handles this end to end: tax forms collected during onboarding, payments in 190+ countries and 120+ currencies, and automated 1099 filing for U.S. contractors.

Stay Compliant

When you work with remote contractors, you’ll need to fill out any applicable forms to keep your organization on the right side of the law.

All countries’ rules and regulations around hiring contractors vary – so it’s best to consult an accounting or legal specialist to ensure your organization understands how to keep compliant.

Remote Contractor Taxes

Your organization doesn’t need to make tax payments for your remote contractors. Any freelance contractor you hire is responsible for managing and paying their own taxes in their own country of residence.

Manage Your Remote Contractors with Worksuite

Remote contractor management gets harder with every new country, currency, and contract you add. Worksuite puts it all in one place: onboarding workflows that collect tax forms and contracts before work starts, a searchable directory of every contractor you've worked with, and payments in 190+ countries and 120+ currencies. For international engagements, Worksuite's classification engine and Agent of Record services help you engage contractors compliantly without setting up local entities.

See how Worksuite works for remote contractor programs.

Zack Kinslow
Written by

Zack Kinslow

Director of Product Marketing at Worksuite

Zack Kinslow is Director of Product Marketing at Worksuite, with 15+ years spanning advertising, media, and technology platforms. Having personally managed 150+ freelancers and collaborated with global teams and creative agencies across 20+ countries, he brings firsthand perspective to the challenges of running a modern contingent workforce. Zack is passionate about education and curious about the evolving future of work.

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FAQ

A remote contractor is a self-employed professional who delivers a specific service, like design, development, writing, or consulting, from their own location. They set their own hours and methods, often work with multiple clients, and invoice for their work instead of receiving a salary.

Generally, no. Companies don't withhold income tax from independent contractor payments, and foreign contractors performing all their work outside the U.S. typically aren't subject to U.S. withholding. U.S. companies do still file 1099-NECs for eligible U.S. contractors.

Define scope and payment terms before work starts, set clear communication expectations, keep contracts and documentation in one place, and pay promptly. Worksuite centralizes contracts, communication, invoices, and payments so remote contractor management doesn't depend on email threads and spreadsheets.

Yes. Most U.S. companies engage international contractors directly or through an Agent of Record, which holds the contract relationship and handles local compliance. Worksuite's Agent of Record service covers contractor engagements in 190+ countries without requiring you to set up a local entity.