Simple Invoices vs Square Invoices

Simple Invoices vs Square Invoices

Choosing between Simple Invoices and Square Invoices hinges on business size, payment processing needs and budget. Both provide strong invoicing features but serve distinct user priorities and operational demands.

Simple Invoices offers a pricing structure of $15/month or $149/year with a 14-day trial and unlimited users, making it suitable for teams. In contrast, Square Invoices provides a free plan alongside paid tiers of Plus at $49/month and Premium at $149/month which can be costlier for businesses needing advanced features.

Invoicing features like custom templates and recurring billing are available with both Square Invoices and Simple Invoices. However, Simple Invoices lacks automated payment reminders whereas Square does, improving cash flow management. Furthermore, Simple Invoices completely lacks the ability to track expenses while Square only offers a restricted version. Time and mileage tracking are not supported by either platform which could be problematic for service-oriented companies that require precise time management.

Credit cards, Apple Pay, Google Pay, Cash App Pay, ACH transfers and Afterpay are just a few of the payment gateway methods that Square Invoices accepts which improves collection rates. Simple Invoices only accepts payments via credit cards and PayPal with higher processing costs for PayPal. Both platforms work with popular accounting programs like Xero and QuickBooks but Square uses its own Customer Directory system while Simple Invoices offers more options for CRM integration.

Square Invoices is appropriate for companies handling sensitive data because it is more secure than Simple Invoices because of its data encryption, GDPR compliance and automatic backups. Simple Invoices excels in multi-currency support and localization across seven languages, making it superior for global businesses even though it only offers manual backups and lacks data encryption and GDPR features.

While Simple Invoices relies on community forums and documentation which may not be able to satisfy users’ urgent needs, Square Invoices provides comprehensive support via phone, chat and email, available around-the-clock for Premium plan users.

For foreign independent contractors or small companies in need of community support, unlimited team members and multi-currency support, go with Simple Invoices. For flexible payment options, strong security, GDPR compliance, automated payment reminders and courteous customer service choose Square Invoices. Solopreneurs on a tight budget can profit from Square’s free plan while expanding companies should compare the $15/month cost of Simple Invoices with Square’s Premium plan for more sophisticated features.

Side-by-Side Comparison

Simple Invoices Square Invoices
Core Features
Custom Templates Yes Yes
Send Estimates / Quotations Information not available Yes
Recurring Billing Automation Yes Yes
Expense Tracking No Limited
Time Tracking No No
Mileage Tracking No No
Automated Payment Reminders No Yes
Project-Based Billing Yes Yes
Tax Handling Yes Yes
User Permissions / Role Management Yes Yes
File Uploads Yes Yes
Pricing and Plans
Free Plan Availability Yes Yes
Pricing Range Monthly: $15/month
Annual: $149/year
Free: $0/month
Plus: $49/month
Premium: $149/month
Trial Period 14 days No
User Limits Unlimited users (hosted) No strict limits
Client Limits Unlimited clients Unlimited clients
Storage Limits Information not available Unlimited cloud storage
Payment Processing Fees Stripe: 2.9% + $0.30
PayPal: 3.49% + $0.49
Varies by payment method
Ease of Use
User Interface Simple Simple
Onboarding Experience User guides & forums Yes
Mobile App Availability iOS and Android Yes
Mobile App Functionality Invoices, estimates, expenses Full invoicing & payments
Integration
Payment Gateways Supported Credit Cards, PayPal Cards, Apple Pay, Google Pay, ACH
Accounting Software Compatibility QuickBooks, Xero, FreshBooks QuickBooks Online, Xero
CRM Integration HoneyBook, Pipedrive, Salesforce Built-in customer directory
API Availability Limited (via alternatives) Yes
Reporting & Analytics
Bank Connections No Yes
Pre-Built Financial Reports Yes Yes
Custom Report Creation Yes Yes
Security & Compliance
Dashboard Metrics Yes Yes
Data Encryption No Yes
GDPR Compliance No Yes
Backup Options Manual Automatic
Customer Support
Support Channels Community forums, docs Phone, Chat, Email
Help Center / Knowledge Base Yes Yes
24/7 Support No Partial
Adaptability
Multi-Currency Support Yes No
Localization Multiple languages English
Industry-Specific Customization No Yes
Scalability Freelancers & small businesses Freelancers to SMBs
Read Simple Invoices Review Read Square Invoices Review
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