Expensify vs Square: Side-by-Side Feature & Pricing Comparison
Thinking of switching from Expensify to Square (or vice versa)? This comparison covers features, costs, and migration considerations to help mid-market Australian businesses make an informed decision.
Feature Comparison
Side-by-side feature ratings for Expensify and Square.
| Feature | Expensify | Square | Notes |
|---|---|---|---|
| Invoicing | Both Expensify and Square offer comparable invoicing capabilities. | ||
| Expense tracking | For Professional Services that rely on strong expense tracking, Expensify is the more capable option in our assessment. | ||
| Bank reconciliation | For Professional Services that rely on strong bank reconciliation, Square is the more capable option in our assessment. | ||
| Payroll | For Professional Services that rely on strong payroll, Expensify is the more capable option in our assessment. | ||
| Tax reporting and BAS | For tax reporting and bas, both platforms deliver a similar experience — neither has a clear advantage. | ||
| Multi-currency support | For multi-currency support, both platforms deliver a similar experience — neither has a clear advantage. | ||
| Transaction fees | When it comes to transaction fees, Expensify pulls clearly ahead of Square — a factor worth weighing if this capability is important to your team. | ||
| Payment methods supported | Expensify has a notable advantage in payment methods supported. | ||
| Recurring billing | For recurring billing, both platforms deliver a similar experience — neither has a clear advantage. | ||
| International payments | For Professional Services that rely on strong international payments, Expensify is the more capable option in our assessment. | ||
| Fraud protection | When it comes to fraud protection, Square pulls clearly ahead of Expensify — a factor worth weighing if this capability is important to your team. | ||
| Developer tools and API | Expensify has a notable advantage in developer tools and api. |
Invoicing
Expensify
Square
Both Expensify and Square offer comparable invoicing capabilities.
Expense tracking
Expensify
Square
For Professional Services that rely on strong expense tracking, Expensify is the more capable option in our assessment.
Bank reconciliation
Expensify
Square
For Professional Services that rely on strong bank reconciliation, Square is the more capable option in our assessment.
Payroll
Expensify
Square
For Professional Services that rely on strong payroll, Expensify is the more capable option in our assessment.
Tax reporting and BAS
Expensify
Square
For tax reporting and bas, both platforms deliver a similar experience — neither has a clear advantage.
Multi-currency support
Expensify
Square
For multi-currency support, both platforms deliver a similar experience — neither has a clear advantage.
Transaction fees
Expensify
Square
When it comes to transaction fees, Expensify pulls clearly ahead of Square — a factor worth weighing if this capability is important to your team.
Payment methods supported
Expensify
Square
Expensify has a notable advantage in payment methods supported.
Recurring billing
Expensify
Square
For recurring billing, both platforms deliver a similar experience — neither has a clear advantage.
International payments
Expensify
Square
For Professional Services that rely on strong international payments, Expensify is the more capable option in our assessment.
Fraud protection
Expensify
Square
When it comes to fraud protection, Square pulls clearly ahead of Expensify — a factor worth weighing if this capability is important to your team.
Developer tools and API
Expensify
Square
Expensify has a notable advantage in developer tools and api.
Pricing Comparison
General pricing information for each platform.
Expensify
From ~$5/user/month
Pricing is indicative only and subject to change. We recommend contacting the vendor for a tailored quote based on your Australian business needs.
Square
Transaction-based; ~2.6% + 10c per transaction
Prices shown are approximate and may differ based on your plan, team size, and billing cycle. Verify directly with the vendor for current AUD rates.
Pros & Cons
An honest look at the strengths and limitations of each platform.
Expensify
Pros
- Mobile-friendly interface
- Rich data model covering expenses, reports, receipts and more
- Extensive integration ecosystem with 30+ connectors
- Australian tax compliance built in
- Popular across Professional Services, Financial Services, Manufacturing
Cons
- Complex data model may require expert configuration
- No real-time webhook support — relies on polling for sync
- May require accounting knowledge to configure properly
- Bank feed reliability varies by institution
Square
Pros
- Regular platform updates and improvements
- Extensive integration ecosystem with 30+ connectors
- Popular across Retail & E-commerce, Hospitality & Tourism, Healthcare & Allied Health
- Cloud-based with reliable uptime
- Rich data model covering payments, orders, customers and more
Cons
- Transaction fees vary by volume
- Onboarding documentation could be more comprehensive
- Support response times vary by plan tier
- Complex data model may require expert configuration
Best For
Which tool suits which use case.
Choose Expensify if you need
- ✓ Tax compliance
- ✓ Teams needing extensive third-party integrations
- ✓ Financial Services organisations
- ✓ Expense management
- ✓ Professional Services businesses
Choose Square if you need
- ✓ Recurring billing
- ✓ Teams needing extensive third-party integrations
- ✓ Transaction management
- ✓ Complex data models (payments, orders, customers and more)
- ✓ Real-time data sync across platforms
Expert Verdict
Our Harvard-educated consultants' take on this comparison.
Clever Ops Recommendation
Square offers a much wider integration ecosystem than Expensify, making it a strong choice for businesses with complex tech stacks. However, integration breadth is just one factor. Our Harvard-educated consultants weigh features, pricing, usability, and your specific workflows before making a recommendation.
Migration Notes
What to know about switching between Expensify and Square.
Migrating Between Expensify and Square
Clever Ops takes a low-risk approach to migrating between Expensify and Square. We run both systems in parallel during the transition, transferring your core data in stages and verifying data at each step. Your team continues working in the existing system until the new one is fully validated. The process typically takes 4-8 weeks, followed by 3 months of hands-on support.
Expensify vs Square FAQ
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