
Mastering independent contractor and freelancer payments can be tricky. Is your business equipped to handle it?
Fill out the form to get your free eBook.

More than 50% of US workers are engaged in the gig economy, which is growing rapidly. These contractors are increasingly crucial to your business success in today’s dynamic digital environment.
To compete effectively, brands like yours need to scale contractor payments faster and more efficiently while keeping your contractors happy. A modern, reliable payment process will give your company a competitive advantage in an unpredictable market.
We invite you to read our new eBook, Are You Struggling With Paying Contractors? which reveals why automation is the solution. You’ll learn:
– Four pain points of manual contractor payments
– Five key ways automation improves payment inefficiencies
– How to build a more robust contractor network
Hiring the best talent is no longer limited by geography, and your next key team member could be located anywhere in the world. However, as your global workforce expands, you quickly realize that the operational aspect of paying international contractors is a complex puzzle involving various currencies, local laws, and payment methods.
Suddenly, your finance team is wrestling with wire transfer fees, confusing tax forms, and the constant risk of a failed payment damaging a crucial contractor relationship.
According to the Center for Human Capital Innovation, 72.1 million Americans now freelance, so providing a professional and reliable payment experience is a critical advantage in the competition for top global talent.
This guide goes beyond a simple list of tools. We’ll provide a step-by-step framework for efficiently and compliantly paying foreign contractors and compare the best methods to help you build a payment process that scales with your business.
Key Takeaways
- Local laws, taxes, and classification rules vary by country, and it is essential to understand them to avoid penalties and manage compliance risks effectively.
- A structured four-step framework (onboarding, agreeing on terms, choosing a payment method, and executing with compliance) makes global payouts scalable.
- Each international payment method has trade-offs; comparing costs, speed, compliance, and integration helps identify the right solution.
- Automation platforms like Tipalti reduce manual work, ensure tax compliance, and provide ERP integration for efficient global contractor payments.
How Local Laws Impact Global Payments
Before you can think about the best way to send money, you need to understand the complex legal and financial landscape. Engaging contractors across borders subjects your business to local labor laws and regulations, which you want to ensure you’re in line with.
Avoiding the Contractor vs. Employee Trap
One of the most significant risks you’ll face is worker misclassification, as many countries have strict employment laws separating contractors from employees. In the eyes of a foreign tax authority, the line between an independent contractor and a de facto full-time employee can be very thin.
In the United Kingdom, for instance, the complex “IR35” rules scrutinize the reality of your working relationship to determine if your contractor should actually be classified as an employee for tax purposes, which could leave you liable for back taxes and steep penalties.
Meeting Local Tax and Withholding Rules
Beyond classification, you must manage tax and withholding requirements when paying foreign independent contractors. While you know to collect a Form W-8BEN from foreign contractors to satisfy the IRS, their home country has its own rules, and it’s crucial that both parties meet their respective tax obligations.
A prime example is Canada’s Regulation 105, which requires you to withhold 15% of the gross payment for any services a contractor performs while physically in Canada. This is just one rule in a specific country that surprises many businesses.
Understanding Permanent Establishment Risk
Finally, be aware of how your contractors represent your business. If a contractor in Germany starts acting like an official agent for your company, such as signing contracts or using a company title, local authorities could deem you to have a “Permanent Establishment.”
This decision can unexpectedly subject your business to local corporate taxes in that foreign country, highlighting why a compliant payment process is your first line of defense.
How to Pay International Contractors: A 4-Step Framework
Building an efficient and compliant process for paying talent in different countries is the key to successfully paying your global workforce. Before you even compare payment tools, you need a solid operational framework.
Breaking the process down into four distinct steps ensures that you gather the right information, make strategic choices, and execute payments in a way that is scalable, secure, and professional.
Step 1: Onboard Contractors and Securely Gather Information
The foundation of any good payment process is a standardized and secure onboarding system. A self-service portal is the gold standard here, as it allows contractors to enter their own data, reducing the risk of manual entry errors. During this stage, you must collect the contractor’s legal name, address, local tax IDs, and validated banking details.
This is also the moment to automate the collection of the correct tax forms. For a foreign contractor, this typically means a Form W-8BEN or W-8BEN-E, which certifies their non-US status for your IRS reporting requirements.
Step 2: Determine and Agree Upon Payment Details
Once a contractor is onboarded, the next step is to ensure there are no surprises when it comes time to pay. This involves establishing clear expectations through a formal independent contractor agreement. The agreement should explicitly state the payment schedule for your overseas contractors, whether it’s bi-weekly, monthly, or upon reaching specific project milestones.
This is also where you make the strategic decision about the payment currency to avoid future hassle. Will you pay in your local currency and let them handle the conversion, or will you pay them in their local currency?
Agreeing on this upfront, along with who will bear the cost of any transaction or currency exchange fees, is essential for maintaining a transparent and trusting relationship.
Step 3: Choose the Right Payment Method for the Job
With all the information gathered, you can now choose the most suitable method for sending the funds. It’s helpful to think of payment methods as different “payment rails.” The most common rail is the SWIFT network, used for traditional international wire transfers, but it is often the slowest and most expensive option.
A more modern and efficient alternative is to utilize local clearing systems, such as the Single Euro Payment Area (SEPA) in Europe or the Bankers’ Automated Clearing System (BACS) in the UK. Payments sent via these local rails are faster and cheaper because they bypass the correspondent banking system. The best payment strategy often involves using a platform that gives you access to these local payment rails wherever possible.
Step 4: Execute Payments and Ensure Ongoing Compliance
The final step is to execute the payment run and manage ongoing compliance. Before any payments are released, a critical check must be performed: screening all contractors against global watchlists, such as the Office of Foreign Assets Control (OFAC) sanctions lists. Sending a payment to a sanctioned individual, even by accident, can have legal and financial repercussions.
Once the payment is sent, providing automated status notifications to your contractors can drastically reduce inquiries. Finally, for your finance team, the process isn’t over until the payment is reconciled in your Enterprise Resource Planning (ERP) system, allowing you to close your books quickly.
Comparing the Best Ways to Pay International Contractors
Choosing the right payment solution is a strategic decision that depends on your company’s size, the volume of payments you make, and your need for financial control. The table below compares some of the most common methods across the key features that matter most to a growing business.
Method | Best For | Key Features | ERP Integration | Automated Tax Compliance | Typical Fees |
---|---|---|---|---|---|
Tipalti | Scaling businesses needing end-to-end control | Self-service onboarding, invoice processing, and mass payments | Deep, real-time sync with major ERP systems | Yes | Platform fee with lower per-transaction costs |
Wise | Small businesses focused on low-cost transfers | Multi-currency account, mid-market exchange rates | Basic API connectivity | No | Transparent, low percentage-based transfer fee |
PayPal | Businesses that are currently using the platform | Digital wallet, invoicing tools, widely recognized brand | Limited integrations | No | Higher percentage-based fees plus currency conversion markups |
Payoneer | Companies paying freelancers on gig economy platforms | Digital wallet, debit card, integration with platforms like Upwork and Fiverr | Limited to specific platform partners | No | Varies; can be free between Payoneer accounts, fees for card usage, and withdrawals |
Western Union | Payments to contractors in locations with limited banking infrastructure | Global reach in over 200 countries and 130 currencies | None | No | Fees depend on how you fund the payment, the destination country, and the receipt method |
Money Gram | Paying contractors in regions with limited digital banking access | Global reach, multiple payout options, APIs, fraud/AML compliance | None | No | Variable fees based on transactions, FX markup, and vary by channel and destination |
International Wire Transfer | High-value, one-off payments | Universally accepted by almost all banks worldwide via the SWIFT network | None. | No | High flat fees from sender, intermediary, and recipient banks |
7 Best Ways to Pay International Contractors
Need to pay international contractors? Paying foreign freelancers and independent contractors is simple and cost-effective when you follow best practices for payouts and use the right global payment software tools.
The gig economy is expanding rapidly for independent contractors or freelancers and businesses working on fixed or hourly projects or with an upfront monthly retainer. This means it’s more likely that your company will need to find effective ways to pay these non-employees on time with different payment options.
- Tipalti
- Wise (formerly Transferwise)
- PayPal
- Payoneer
- Western Union
- MoneyGram
- International wire transfer
1) Tipalti
For a growing business that needs to manage the entire payables lifecycle, a finance automation platform like Tipalti is designed to solve these complex challenges at scale. It unifies the entire process, from contractor onboarding and invoice management to global payments and reconciliation, into a single, controlled system.
How to Use Tipalti as a Payment Method
Tipalti is designed to automate the 4-step framework for paying contractors. The process begins with a self-service portal, where contractors onboard themselves, select from a list of locally available payment methods in their country, and are guided through a KPMG-certified digital process to complete the correct W-8 or W-9 tax forms.
Once onboarded, invoices are processed, approved, and scheduled for payment in large batches. The system then executes these mass payments through the most efficient payment rails, and all payment details are reconciled back to your ERP in real-time, giving you a continuously accurate picture of your cash flow and spend.
Tipalti Payment Methods
Tipalti offers a range of international and cross-border payment methods, including:
- Local bank transfers: SEPA payments (Europe), BACS payments (UK), EFT payments (Canada), and other bank transfers via local networks
- Global ACH, also known as International ACH or IACH
- PayPal: payments to PayPal eWallets
- Wire transfer: SWIFT payments
Domestic payment methods in the US include ACH and paper checks.
Global ACH offers a cost-effective way to send payments that function like local bank transfers in regions such as Europe’s 36 SEPA member countries. While international wire transfers are an option for reaching almost any country, Tipalti helps manage their higher costs. This option enables contractors to choose the method that best suits their needs, enhancing their payment experience.
Tipalti Global Regulatory and Tax Compliance
Tipalti’s mass payments automation software uses thousands of rules to ensure global regulatory compliance. It screens every payment against OFAC and other international sanctions lists to prevent illicit transactions. The platform also helps you adhere to local and international tax laws, including any required VAT and payout taxes.
By guiding foreign contractors to submit the correct W-8 tax forms through the portal, Tipalti helps you achieve tax compliance. The system tracks payments for year-end IRS Form 1099 or 1042-S tax reporting and calculates any required tax withholding.
Tipalti Customer Case Study
The Art of Problem Solving is an educational company offering online courses and multiple physical locations for classes. A case study from Art of Problem Solving, a Tipalti customer since 2020, demonstrates the value of using the Tipalti AP automation add-on app and mass payments software, integrated with their ERP system/accounting software, for making global contractor payouts.
The Art of Problem Solving used Tipalti automation software to:
- Save five days by switching from manual to automated contractor payment processes
- Speed their monthly close by 20 days
- Gain tax compliance through self-service onboarding of contractors and partners (and Tipalti 1099 payment tracking and 1099 reporting)
Our monthly close was slow because we couldn’t record contractor expenses until we could figure out the payments. That was a 20-day process. At the same time, if we wanted to offboard a contractor, there wasn’t a good way to ensure they didn’t submit and get paid. Now, with Tipalti, payments flow smoothly. It took four to five business days for one person to take care of all the contractor payments. And now it takes me an hour.
—Jessica Hardy, Art of Problem Solving, VP of Finance
Key Strengths
- Automates global payments to 200+ countries in 120+ currencies via 50+ methods — ideal for scale.
- Built-in compliance: OFAC screening, W-8BEN validation, DAC7, and 1099/1042-S tax prep.
- ERP-integrated reconciliation (e.g., NetSuite, QuickBooks) can reduce the month-end close by up to 25%.
- Self-service onboarding and multilingual support cut payee inquiries and errors by up to 66%.
Considerations
- Requires integration with your ERP or accounting system (e.g., NetSuite, Xero) for full automation benefits.
- Best suited for scaling businesses — may be more complex than needed for small teams paying less than five contractors.
Best Time to Use Tipalti
Tipalti becomes especially valuable when manual processes begin to create bottlenecks for your finance team. As your contractor network expands and payments span multiple countries, currencies, and tax jurisdictions, maintaining accuracy and compliance becomes increasingly challenging.
If your team is spending too much time onboarding contractors, tracking payment statuses, or reconciling data across systems, Tipalti can simplify and secure these workflows. With automation, built-in compliance checks, and real-time visibility, it helps reduce risk, improve accuracy, and free up your team to focus on more strategic work.
Make Global Contractor Payments 80% More Efficient
Manual payouts slow down your close and frustrate your team. Tipalti automates the entire contractor payment process across more than 200 countries, reducing payment errors by 66%.
2) Wise (formerly Transferwise)
Wise has become a popular and cost-effective payment service for paying international invoices from independent contractors, especially for businesses focused on transparency and avoiding hidden bank fees.
How to Use Wise as a Payment Method
To pay your international contractors, you use the Wise Business account. This provides a multi-currency digital wallet, enabling you to fund payments that Wise then sends out, typically through local payment rails in the recipient’s country.
You can still use the SWIFT system to send payments to contractors in countries not covered by local transfers.
Key Strengths
- Transparent pricing and FX rates using mid-market rates with low transfer fees.
- Multi-currency wallet makes it easy to pay contractors in their local currency.
- Good user experience with clean UX and expected arrival times provided upfront.
Considerations
- No tax compliance automation — W-8BEN collection and OFAC checks must be handled manually.
- No ERP or accounting system integration — requires manual reconciliation, which increases the finance workload.
- Lacks bulk payment capabilities — not built for high-volume, recurring contractor payments.
- Best for startups paying a handful of freelancers — not scalable for global operations.
Best Time to Use Wise
The best time to use Wise is when you are a startup or small business managing a limited number of contractors, and your primary goal is to minimize the cost of each individual transaction. It is an excellent tool for simple, direct payments where the manual workload of compliance and reconciliation is still manageable for your team.
3) PayPal
As one of the most widely recognized digital payment platforms, PayPal offers a convenient and fast online payment option for international contractors, particularly for businesses that pay individuals already active on the PayPal network.
How to Use PayPal as a Payment Method
To pay a contractor, both your business and the payee need a PayPal Business account. The contractor can initiate the payment by creating and sending an invoice directly through the PayPal app, which you can then pay using your PayPal balance, a linked bank account, or a credit card.
For businesses with recurring payment needs, PayPal’s Mass Payments feature allows you to send funds to multiple recipients simultaneously.
Key Strengths
- Instant payments to global freelancers already using PayPal.
- Built-in invoicing tools and simple setup reduce friction for small vendor engagements.
- A mass payout option is available for basic bulk payments.
Considerations
- High FX fees and limited fee transparency — currency conversions include steep, undisclosed markups.
- No tax form automation or compliance screening — requires manual work to stay compliant.
- No ERP integration or payment reconciliation tools — difficult to scale or audit.
- Risk of account freezes or disputes with little support — not ideal for B2B control and oversight.
Best Time to Use PayPal
The best time to use PayPal is when you need to make a quick, one-off payment to a contractor who already uses the platform, and when speed is a higher priority than minimizing transaction costs and FX fees. It can be a useful tool for ad-hoc payments, but it is not built to serve as the core of a scalable, compliant global payables process.
4) Payoneer
Payoneer has successfully carved out a niche as a global payments platform tailored for the digital commerce and gig economy. It is a particularly strong solution for businesses that hire and pay contractors through major freelance marketplaces like Upwork, Fiverr, and CrossOver.
How to Use Payoneer as a Payment Method
You can pay your contractors either directly through the freelancer platforms that have integrated Payoneer or by sending funds from your business’s Payoneer account to theirs. The contractor receives the payment in their Payoneer account, which they can then withdraw to a local bank account in one of over 150 currencies or access via a Payoneer-issued prepaid debit card.
Key Strengths
- Integrated with platforms like Upwork, Fiverr, and Airbnb for seamless freelancer payouts.
- Digital wallet with prepaid card access — no local bank account required for recipients.
- Multiple withdrawal options, including bank transfer, ATM, or mobile wallet.
Considerations
- Not a full AP solution — lacks support for off-platform contractors, invoice processing, and compliance checks.
- No tax automation or W-8/W-9 support — critical compliance responsibilities left to the finance team.
- No ERP or finance system connectivity — all reconciliation must be done manually.
- Best as a supplemental tool — not suitable for managing payables at scale.
Best Time to Use Payoneer
The best time to use Payoneer is when a large portion of your contractor workforce is already active on its partner platforms, such as Upwork or Fiverr. It serves as an efficient bridge within that ecosystem.
However, for a business seeking to establish a single, unified process for paying all its international vendors and contractors, it lacks the end-to-end functionality necessary for scale.
5) Western Union
Western Union is one of the oldest and most recognized names in international money transfers. While often associated with individual remittances, its business solutions offer a legacy option for paying international contractors, particularly in regions with less developed banking infrastructure.
How to Use Western Union as a Payment Method
Western Union Business Solutions allows you to initiate payments through its online platform. While you can send funds directly to a contractor’s bank account, the platform’s key differentiator is its extensive network of physical agent locations worldwide. This allows a contractor to pick up their payment in cash, which can be a critical feature in certain countries.
Key Strengths
- Global reach in 200+ countries and 130+ currencies.
- A cash pickup network is ideal for paying contractors in areas with limited banking infrastructure.
- An online business portal is available for B2B use cases.
Considerations
- High fees and FX markups — can exceed $50 per payment, depending on location and funding method.
- No ERP integration or automation — payments must be tracked and reconciled manually.
- No tax or compliance tools — not suitable for regulated or audit-ready B2B operations.
- Best for edge cases only — not recommended for regular use in a finance-led AP process.
Best Time to Use Western Union
The best time to consider Western Union is for the rare but necessary scenario where you must pay a contractor who does not have access to a bank account and requires a physical cash pickup. For regular, bank-to-bank B2B payments, more modern and cost-effective digital solutions are better suited for business needs.
6) MoneyGram
Similar to Western Union, MoneyGram is another long-standing player in the global money transfer industry with a vast physical footprint. While it offers business services, they are best suited for specific, non-traditional payment scenarios rather than as a core part of a modern AP process.
How to Use MoneyGram as a Payment Method
MoneyGram allows you to send payments that can be delivered to a contractor’s bank account, mobile wallet, or, most notably, picked up as cash at one of its many agent locations. The process is initiated through their business solutions portal.
Key Strengths
- Cash pickup and mobile wallet support for contractors without access to digital banking.
- Presence in underserved regions where other methods fail.
- Fraud/AML features for basic compliance.
Considerations
- Manual process with no bulk payment support — cannot scale to hundreds of contractors.
- No tax compliance automation or OFAC screening.
- No accounting system integration — creates reconciliation challenges for finance.
- High costs due to fees, FX markup, and payout method.
- Use only for rare payment scenarios where no digital alternative exists.
Best Time to Use MoneyGram
The best time to use MoneyGram is for the specific edge case where a contractor requires a cash payment and other digital methods are not viable. It is not a primary business solution for building a scalable, efficient, and compliant process for all contractor payments.
7) International Wire Transfer
International wire transfer is the most traditional bank-to-bank method for sending money across borders. Using the global SWIFT network, you can instruct your bank to send a payment from your business account directly to your contractor’s bank account almost anywhere in the world.
How to Use an International Wire Transfer
To initiate a wire, your AP team must first collect precise banking information from the contractor, including their full name, address, bank name, account number, and the bank’s unique SWIFT/BIC code.
You then provide these details to your bank, either through its online portal or in person, to execute the transfer. The payment then travels through a network of correspondent or intermediary banks before arriving at its final destination.
Key Strengths
- Bank-to-bank transfers via SWIFT are universally accepted and secure.
- Good for high-value, one-off transactions with trusted partners.
- No third-party platforms required — handled directly via bank.
Considerations
- Slow and expensive — typical fees exceed $30–$50 per transaction.
- High error risk due to manual data entry (e.g., SWIFT code typos).
- No tax form automation or compliance checks — must be handled separately.
- Not scalable — every wire requires a separate setup, confirmation, and reconciliation.
Best Time to Use an International Wire Transfer
The best time to use a direct wire transfer is when you are making a substantial, non-recurring payment to a high-value partner where the high cost is justifiable for the perceived security. For the day-to-day work of paying a global team of contractors, it is an inefficient and costly method that creates significant manual work for your finance team.
How Automation Solves Your Contractor Payment Challenges
You are now at a crossroads, armed with a clear understanding of what it takes to build a world-class process for paying international contractors. One path is the status quo, where your team continues to juggle different payment methods and manually chase down tax forms. The other path is to leverage this knowledge to champion a unified system that brings efficiency, compliance, and control to your global payables.
This choice is more urgent than you might think. As your business grows, the complexity of managing a global workforce doesn’t just add—it multiplies. A process that works for five contractors will break down completely at fifty, exposing your business to compliance risks and creating a frustrating experience for the very talent you’re trying to retain.
Mastering your contractor payments not only eliminates headaches but also builds a scalable financial operation that empowers your company to work with the best talent in the world, without friction. The first step on that transformative path is to see how a unified platform, like Tipalti, can solve these challenges for your team—explore Tipalti’s contractor payment solutions today.
Frequently Asked Questions (FAQ)
Are payments to foreign contractors taxable?
For a US-based business, you generally do not withhold income taxes from payments to foreign contractors, provided you have a valid Form W-8BEN on file. The payment is, however, considered taxable income for the contractor in their home country. Your primary responsibility is proper reporting to the IRS.
Do I have to issue a 1099 to foreign contractors?
This is a common point of confusion, and the answer is no. The Form 1099-NEC is specifically for reporting payments to US persons. For non-US contractors, your compliance requirement is to collect a Form W-8BEN (for an individual) or a Form W-8BEN-E (for a business entity) to certify their foreign status.
How do you pay overseas workers?
A compliant and efficient process for paying overseas workers involves four key steps. First, you securely onboard them and collect their tax and banking information. Second, you agree on clear payment terms and currency in a formal contract. Third, you choose the most effective payment method. Finally, you execute the payment, performing the necessary compliance checks, and then reconcile it in your accounting system.
What tax form do I need from a contractor in the United Kingdom?
For your US tax reporting purposes, you still need to collect a Form W-8BEN to certify their foreign status. It’s also important to be aware of UK-specific regulations. The working relationship will be assessed under local IR35 rules, which determine their employment status for UK tax purposes.