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Expensify vs Square — Which One Wins?
A detailed, side-by-side comparison of Expensify and Square to help you pick the right tool for your workflow.
TLDR
Quick Verdict
Square takes the lead with a 4.4 rating and is best for brick-and-mortar businesses and restaurants. Expensify (4.2) is the better pick if you need teams needing simple expense reporting and receipt capture.
Side-by-Side Comparison
| Criteria | Expensify | Square |
|---|---|---|
| Rating | ★★★★ 4.2(190) | ★★★★ 4.4(310) |
| Pricing Model | freemium | freemium |
| Starter Price | $5/user/mo | $29/mo (Plus) |
| Free Tier | Yes | Yes |
| Platforms | Web, iOS, Android | Web, iOS, Android, Hardware |
| Learning Curve | Easy | Easy |
| API Available | Yes | Yes |
| Best For | Teams needing simple expense reporting and receipt capture | Brick-and-mortar businesses and restaurants |
| Verdict | Best Expense Reports | Best POS Ecosystem |
Feature Checklist
| Feature | Expensify | Square |
|---|---|---|
| SmartScan Receipts | — | |
| Expense Reports | — | |
| Corporate Cards | — | |
| Approval Workflows | — | |
| Mileage Tracking | — | |
| POS System | — | |
| Payment Processing | — | |
| Invoicing | — | |
| Banking | — | |
| Payroll | — |
Expensify
Pros
- ✓Best receipt scanning in the market
- ✓Simple UX
- ✓Strong accounting integrations
Cons
- ✕Full platform feels bloated
- ✕Corporate card less competitive vs Ramp
- ✕Customer support inconsistent
Square
Pros
- ✓All-in-one ecosystem
- ✓Beautiful hardware
- ✓Easy to set up
Cons
- ✕Higher processing fees than dedicated processors
- ✕Account stability issues reported
- ✕Can freeze funds without warning
The Bottom Line
Both Expensify and Square are solid tools in the Accounting & Finance space. Square edges ahead with a stronger overall rating (4.4 vs 4.2) and is the better choice for brick-and-mortar businesses and restaurants. However, if you prioritize teams needing simple expense reporting and receipt capture, Expensify is worth serious consideration. We recommend trying the free tier or trial of each before committing.
Frequently Asked Questions
Is Expensify better than Square?▼
Square scores higher overall with a 4.4 rating vs 4.2. However, the best choice depends on your specific needs. Expensify is best for Teams needing simple expense reporting and receipt capture, while Square is best for Brick-and-mortar businesses and restaurants.
Can I switch from Expensify to Square?▼
Yes, most users can migrate between the two. Square offers a free tier to test before committing.
Which is more affordable, Expensify or Square?▼
Expensify starts at $5/user/mo, while Square starts at $29/mo (Plus). Expensify offers a free tier. Square offers a free tier.