Invoicing Shouldn't Take Hours
If you're spending more than 10 minutes per invoice, your tool is failing you. Modern invoicing software automates creation, delivery, reminders, and reconciliation.
What Great Invoicing Software Does
- Auto-generates invoices from CRM deals or time entries
- Sends payment reminders automatically
- Accepts online payments (cards, ACH, PayPal)
- Tracks outstanding balances and aging
- Connects to accounting for automatic reconciliation
The 8 Best Invoicing Tools
1. Automo.ai — Best Invoicing Within a Business Platform
Automo's ERP module includes invoicing that's natively connected to CRM and project management:
- Close a deal in CRM → invoice auto-generates with correct line items
- Track time on a project → invoice from tracked hours with one click
- Payment received → CRM record updates, accounting syncs, receipt sends
- All starting at $19/user/month
2. QuickBooks — Best Standalone Accounting + Invoicing
3. FreshBooks — Best for Service Businesses
4. Xero — Best for International Businesses
5. Wave — Best Free Invoicing
6. Zoho Invoice — Best Budget Option
7. Square Invoices — Best for Retail/POS Integration
8. Stripe Billing — Best for Subscription/SaaS Businesses
Why CRM-Connected Invoicing Wins
When invoicing lives inside your CRM, you eliminate:
- Manual data entry (deal details flow to invoice automatically)
- Follow-up gaps (sales rep sees payment status in the deal record)
- Revenue leakage (every closed deal automatically triggers an invoice)