Oyster HR vs Square Payroll

People often compare these two payroll powerhouses for very different reasons. Oyster HR is your world-class global employer of record solution for international teams. Square Payroll dominates local compliance and integrates perfectly with your existing Square business tools. This comparison helps you choose your operational focus.

Oyster HR
Oyster HR

Global EOR and payroll made simple.

Ciroapp review
4.5
#4 in Payroll

We find Oyster HR to be a powerful, centralized solution for managing distributed teams globally, backed by strong client satisfaction. It offers competitive EOR services and essential contractor management tools to ensure full compliance worldwide. Overall, we recommend Oyster highly for companies needing fast, compliant global scaling with excellent support.

Pros

  • Exceptionally quick and smooth employee onboarding processes (as fast as 48 hours).
  • Comprehensive Employer of Record (EOR) service available in 120+ countries.
  • The platform interface is consistently described as user-friendly and streamlined.
  • Highly responsive and polite customer support team, often handling queries quickly.

Cons

  • The EOR plan is high-priced at $699 per employee/month.
  • Some users experience delays in support response times due to global time zone differences.
  • Benefits packages for lower-tier employees have received negative feedback.
  • Clients need time to adapt to the required 'prefund' invoicing system.
Pricing
$29/mo
Free trial30 days
Money-back
Best for
Companies scaling rapidly that require compliant global EOR services., Businesses hiring full-time employees in 120+ countries without establishing local entities., HR teams needing compliant contracts for international contractors in 180+ countries.
Square Payroll
Square Payroll

Excellent payroll for Square ecosystem users.

Ciroapp review
4.5
#3 in Payroll

We found Square Payroll offers robust, full-service compliance that perfectly complements the existing Square ecosystem. Its straightforward, usage-based pricing structure minimizes complexity for small businesses managing both W-2 employees and 1099 contractors. Overall, this is a highly reliable and efficient payroll solution, especially for companies already integrated with Square’s Point of Sale and payment tools.

Pros

  • Automated federal and state tax payments and filings are included.
  • Seamless integration with existing Square POS simplifies time tracking and data import.
  • Clear pricing structure includes a budget-friendly Contractor-only option ($6 per person).
  • No long-term commitment required, offering flexible usage terms.

Cons

  • The Full-service plan requires a $35 base fee, even for one employee.
  • Mixed experiences regarding general customer support responsiveness were reported.
  • Some users reported issues with account security, such as accounts being flagged for fraud.
Pricing
$6/mo
Free trial
Money-back
Best for
US-based retail and food service businesses using Square Point of Sale (POS)., Companies prioritizing automated US federal and multi-state tax filing compliance., Teams needing flexible, unlimited pay runs and fast payment options (Instant Payments).
Quick verdict
Choose Oyster HR if you need to hire and pay employees compliantly in 120+ countries without setting up a local entity.
Choose Square Payroll if you use Square POS for your US-based business and need simple, integrated payroll for W-2 staff and 1099 contractors.

AboutOyster HR

Oyster is an all-in-one trusted platform for global employment. It helps you build distributed teams worldwide efficiently and ethically. The platform offers essential Employer of Record (EOR) services and consolidated multi-country payroll management. Oyster helps you hire full-time staff and contractors compliantly across the globe. You also get supportive employment experts offering guidance every step of the way. 💡

AboutSquare Payroll

Square Payroll is a dependable, full-service payroll solution designed to pay your employees and protect your business. It effectively helps ensure everyone is happy and productive.

It works well for various types of businesses. You can use it whether you run a retail store, a food and beverage spot, or a home repair service. The system operates right from your online Square Dashboard, making payroll faster and easier. You can even choose a specific contractor-only option if that fits your needs. ✅

Highlights

Quick winners by category at a glance.
Global Reach & Compliance
Oyster HR provides EOR services in 120+ countries and handles compliance across 180+ jurisdictions.
Ecosystem Integration
Square Payroll is designed for seamless, automated data import from Square POS and existing tools.
Initial Cost & Value
Square Payroll offers a much lower starting price point focusing on US small business affordability.
Required Expertise
Oyster HR includes access to international HR experts to manage complex, ever-changing global laws.
Ease of Use (Local)
Square Payroll is strongly praised for its simplicity and user-friendliness within the US payroll system.
Speed of Hiring
Oyster HR guarantees EOR onboarding in as fast as 48 hours, essential for fast global scaling.

Feature Comparison

Compare key features side by side
Primary Operational Focus
Oyster HR:Global EOR & Compliant HR
Square Payroll:Domestic US Payroll & POS Integration
Tie
Employer of Record (EOR) Service
Oyster HR:120+ countries supported
Square Payroll:
Oyster HR
Automated US Federal/State Tax Filing
Oyster HR:False (Handles global compliance)
Square Payroll:True (Full-service plan)
Tie
Multi-Country Payroll Support
Oyster HR:30+ countries, 140+ currencies
Square Payroll:8 main regions (US, CAN, UK, etc.)
Oyster HR
Integration with Square POS/Ecosystem
Oyster HR:Integrates with existing HR stack
Square Payroll:Seamless, automated POS data import
Tie
Rapid Global Onboarding Time
Oyster HR:As fast as 48 hours (EOR)
Square Payroll:Straightforward setup (No specific claim)
Oyster HR
Contractor Management
Oyster HR:Global compliant contracts (180+ regions)
Square Payroll:Dedicated plan, automated 1099 filing
Square Payroll
Localized Benefits Packages
Oyster HR:Ready-made, compliant global benefits
Square Payroll:Optional add-ons (Health/401k)
Tie
Unlimited Pay Runs
Oyster HR:Not explicitly stated (Paid per active member)
Square Payroll:True (Includes off-cycle payments)
Square Payroll
Multistate Payroll Handling
Oyster HR:N/A (Focuses on global jurisdictions)
Square Payroll:True (Handles multiple tax states)
Tie
Lowest Monthly Entry Price
Oyster HR:$29 per contractor/employee
Square Payroll:$6 per contractor/month
Oyster HR
Free Trial Availability
Oyster HR:True (30 days, Contractor plan only)
Square Payroll:
Oyster HR
Required Local Legal Entity
Oyster HR:False (Oyster HR acts as EOR)
Square Payroll:True (Required for US payroll)
Tie
Accounting Integration
Oyster HR:Integrates with existing HR stack
Square Payroll:QuickBooks Online Sync
Tie
Automated W-2 Filing
Oyster HR:
Square Payroll:True
Square Payroll
Feature Comparison Summary
5
Oyster HR
7
Ties
3
Square Payroll

Features Overview

We highlight the main differences and pick a winner for each feature.

Global Compliance

Oyster HR handles global legal risk; Square Payroll is focused on local US tax filing.

Oyster HR

Oyster HR specializes in Employer of Record services across 120 countries, mitigating legal risk. It provides built-in HR and payroll compliance across 180+ regions globally. This means you skip the headache of establishing your own expensive local legal entities. Oyster HR handles all required IP assignment and confidentiality agreements for global staff. Square Payroll provides automated federal and state tax payments and filings within limited regions. It automatically handles W-2 and 1099-NEC preparation for US compliance. Square Payroll excels at accurately handling complex US multi-state payroll calculations. The core decision hinges on scale: Oyster HR solves international hiring problems for rapid expansion. Square Payroll simplifies domestic compliance for small businesses that operate locally. You pay a premium with Oyster HR for guaranteed safety when crossing international borders.

EOR Service

Only Oyster HR offers the Employer of Record service for fast global hiring compliance.

Oyster HR

Oyster HR lets you hire full-time employees in 120+ countries without entity setup. You can onboard crucial talent compliantly in as fast as 48 hours. This EOR feature is Oyster HR's defining competitive edge for rapid, compliant global expansion. Square Payroll does not offer an Employer of Record service outside those specialized regions it supports. It is a traditional payroll processor focused on W-2 employees and 1099 US tax compliance. Square Payroll is strictly limited to traditional employer/employee relationships within specific local markets. If hiring outside the US is a necessity, Square Payroll simply cannot provide the required compliance framework. Oyster HR is practically mandatory for legally scaling a global team.

Ecosystem Integration

Square Payroll syncs perfectly with POS; Oyster HR focuses on existing HR tech stack integration.

Square Payroll

Oyster HR states it integrates with your existing HR technology stack for combined workflows. Specific partner names are not highlighted, implying standard API or data export compatibility. The focus is on consolidating complex multi-country payroll management workflows. Square Payroll seamlessly integrates all your timecards, tips, and commissions from Square POS tools. This integration makes payroll accurate and fast for retail and service businesses. Automatic data sync happens quickly right from your Square Dashboard. Square Payroll wins for ease of use if you are heavily invested in the Square ecosystem for operations. Oyster HR assumes you have a separate established international HR tech stack already in place.

Pricing Model

Square offers budget-friendly plans; Oyster HR is much more expensive but handles global complexity.

Square Payroll

Oyster HR EOR service costs $699 per employee per month, a substantial recurring investment. Its contractor plan is $29 per seat monthly, suitable for managing volume instantly. This comprehensive pricing reflects the high value of global compliance assurance. Square Payroll is significantly cheaper, utilizing a base fee of $35 plus $6 per person for full service. The Contractor-only plan is only $6 per person, ideal for lean budgets. Square’s pricing is clear and designed for US small business affordability. If you only pay US-based employees and contractors, Square Payroll provides vastly better value. Oyster HR costs are only justified by the significant EOR risk mitigation needed for global teams.

Contractor Management

Both have dedicated contractor tools; Oyster HR for global, Square Payroll for local 1099s.

Tie

Oyster HR manages international contractors compliantly across 180+ countries globally. It allows payment in 140+ currencies and provides legally compliant contract generation. This is crucial for distributing payment worldwide seamlessly. Square Payroll offers a $6 per person contractor-only plan with digital 1099 filing and unlimited pay runs. It provides flexible payment options like Instant Deposit via Cash App for rapid payments. Square Payroll simplifies 1099 contractor payments for local businesses efficiently. Oyster HR is the necessary tool for global contractors paid in varied currencies. Square Payroll is the streamlined, affordable choice for US-based 1099 workers needing tax forms.

Multistate Payroll

Square Payroll is built specifically for US multi-state taxes; Oyster HR focuses globally.

Square Payroll

Square Payroll is built to handle complex payroll across multiple US states and localities easily. The system ensures correct tax calculations, including unemployment tax, for remote employees. This specialized focus simplifies compliance for US businesses with distributed teams. Oyster HR bypasses tricky multi-state issues by acting as the EOR in various countries worldwide. Its compliance focus is international, supporting rules in 180+ jurisdictions. Oyster HR’s compliance is broad but not optimized for niche US multistate differences. For US-only businesses with employees in different states, Square Payroll provides an automated, specialized, and accurate solution. Don't pay EOR prices for domestic tax issues.

Localized Benefits

Oyster HR includes ready-made global benefits; Square offers US-centric add-on packages.

Oyster HR

Oyster HR offers ready-made, localized benefits packages tailored to specific global markets. This requires zero legal research or time-consuming setup by the employer. These competitive, quick packages help attract and retain international talent globally. Square Payroll offers optional add-ons like health insurance (medical, dental, vision) and 401(k) plans. These services are integrated but are primarily standard US-focused benefits solutions. Offering benefits syncs automatically with payroll deductions in Square Payroll. Oyster HR provides the compliant international benefits solution right out of the box for global scaling. Square Payroll allows you to add compliant, but optional, benefits for your local staff.

Our Verdict

Objective guidance based on features, pricing, and user fit.

The decision between Oyster HR and Square Payroll is clear: choose based on your operational domain. Oyster HR is built exclusively for global scaling and international compliance risk reduction today. Square Payroll is designed to be the simplest, most integrated payroll engine for US small businesses. Oyster HR's superpower is its robust Employer of Record (EOR) service worldwide. It lets you hire employees in 120+ countries in just 48 hours flat, skipping complicated entity setup. This means access to global talent pools without huge legal headaches. Oyster HR provides ready-made localized benefits and handles payroll in 140+ currencies. Square Payroll dominates the local domestic payroll scene, especially for US small business owners. Its seamless integration with the Square POS is its undeniable key strength. Timecards and tips are imported automatically, making pay runs fast and error-free. Square Payroll simplifies complex US tax filings, handling W-2s and multi-state payroll efficiently. The deciding factor is geography and future growth strategy. If you plan to hire solely within US states and use Square POS, Square Payroll is the obvious choice. The affordable pricing and deep ecosystem synergy save local businesses significant time and money. If you need to hire an engineer in Europe or an accountant in Asia, Oyster HR is the non-negotiable legal solution. Ultimately, Square Payroll provides unmatched efficiency for Main Street operations. Oyster HR provides compliant, risk-free expansion for global, borderless growth. Check your hiring map, and the best tool for your business becomes instantly clear.

Frequently Asked Questions

Which is better for small US businesses: Oyster HR or Square Payroll?

Square Payroll is strongly superior for small US businesses, especially those using Square POS. It offers highly automated US federal and state tax filing and costs significantly less. Oyster HR's pricing reflects its focus on complex, high-risk global employment needs.

Does Oyster HR handle US state and federal tax filings automatically?

No, Oyster HR focuses on global compliance and EOR services internationally. Square Payroll provides full automation for US W-2 and tax filings. Oyster HR is necessary for multi-country payroll, but not optimized for localized US compliance details.

Why is Oyster HR's EOR plan so much more expensive than Square Payroll?

The $699/month cost for Oyster HR covers the complex legal liability of acting as your Employer of Record (EOR) internationally. This bypasses the need for you to set up costly local legal entities. Square Payroll is a domestic processor, which requires less legal overhead thus costing significantly less.

Can I use Square Payroll to pay employees in Europe or Asia?

Square Payroll supports tax regions like the UK and Australia, but its global reach is limited to only eight main regions. Oyster HR offers full EOR services in 120+ countries and payments in 140+ currencies globally. Choose Oyster HR for widespread international hiring.

Which tool is better for managing 1099 contractors?

If your contractors are US-based, Square Payroll's $6 per person plan is unbeatable value. If you manage international contractors in 180+ countries, Oyster HR provides the compliant contracts, management tools, and multi-currency payments required.

How fast is the onboarding process for new employees using each tool?

Oyster HR promises hyper-speed global EOR onboarding in as fast as 48 hours for full-time staff. Square Payroll emphasizes ease of setup and migration support from specialists. For quick global hiring, Oyster HR is much faster.

Ready to Choose?

Both tools have their strengths. Choose based on your specific needs.