Cherry Logo Cherry Blog

2025 Best Invoicing Software for Small Business

Published August 26, 2025 · 10 min read

Invoicing software comparison

Picking the best invoicing software for small business depends on how you bill: fixed-fee projects, time-and-materials, field work, or bulk orders. Below is a practical guide to popular invoicing tools—what they do well, where they fit, and how they compare—so you can get paid faster with fewer errors.

TL;DR recommendations

  • Cherry — Best for small teams and wholesalers that need mobile invoicing, catalogs, barcode scanning, and QuickBooks sync.
  • QuickBooks Online — Best if you want invoicing tightly connected to full accounting.
  • FreshBooks — Best for freelancers and service providers who track time and expenses.
  • Zoho Invoice — Best for customizable templates and multi-currency on a budget.
  • Square Invoices — Best if you already use Square POS or take payments in person.
  • Stripe Invoicing — Best for payment-first, subscription, or developer-led setups.

How to choose invoicing software

  • Speed to send: Can you create estimates and invoices in seconds from your phone?
  • Catalogs & clients: Are client and product lists searchable and always in sync?
  • Document types: Estimates, credit memos, drafts—do you have the formats you need?
  • Payments: Cards/ACH, partial payments, deposits, and reminders.
  • Accounting sync: QuickBooks or your system of record—no double entry.
  • Team access: Roles and permissions for growing teams.
  • Field & warehouse: Mobile UI, barcode scanning, offline-friendly workflows.

Top picks: best invoicing software for small business

1) Cherry — best for small teams & wholesalers

Cherry is built for small businesses, trades, and B2B wholesalers who need to move fast. Create invoices on the spot, keep clients and products organized, capture signatures in person, and search items via barcode scanning. Two-way QuickBooks integration keeps accounting clean.

  • Generate invoices in seconds (mobile-first)
  • Estimates, credit memos, and draft mode
  • Client & product catalogs with instant search
  • Barcode scanning for product lookup
  • Multi-user access with simple roles
  • QuickBooks sync

Best for: wholesalers, tradespeople, field teams, and fast-moving small businesses.

2) QuickBooks Online — accounting-centric invoicing

A leading accounting platform with built-in invoicing. Great if you want a single system for bookkeeping and billing, plus advanced reports and tax support.

  • Strong accounting and reporting
  • Payment collection and reminders
  • Ecosystem of add-ons and accountants

Best for: businesses prioritizing deep accounting workflows.

3) FreshBooks — simple for services & freelancers

Clean invoicing with time tracking and expenses. Good for creative studios, agencies, and solo pros who need a friendly UI and client portal.

  • Time & expense tracking
  • Client portal and estimates
  • Automated reminders

Best for: service-based businesses and solo operators.

4) Zoho Invoice — customizable & budget-friendly

Flexible templates, multi-currency support, and a broader suite if you expand into CRM, email, or inventory. Strong value for small teams.

  • Custom templates & automation
  • Multi-currency & taxes
  • Works within the Zoho ecosystem

Best for: customization on a budget.

5) Square Invoices — great with POS & in-person work

If you already use Square for payments or POS, Square Invoices keeps billing and collections in one place, especially for on-site jobs.

  • Card & tap-to-pay ecosystem
  • Simple estimates → invoices
  • Good for field service & retail

Best for: businesses using Square hardware or POS.

6) Stripe Invoicing — payment-first & developer-friendly

Excellent for online businesses that want to accept card/ACH payments and automate billing, especially paired with subscriptions.

  • Fast online checkout & payment links
  • Subscriptions & automatic retries
  • API-friendly

Best for: SaaS, ecommerce, and dev-led stacks.

Comparison at a glance

Software Best for Standout features Accounting sync
Cherry Small teams, wholesalers Mobile invoicing, catalogs, barcode scanning, estimates/credit memos/drafts QuickBooks
QuickBooks Online Accounting-first Invoicing + full bookkeeping, reporting N/A (it is the system)
FreshBooks Service & freelance Time/expense, client portal Connectors available
Zoho Invoice Customization on budget Templates, multi-currency Zoho suite & connectors
Square Invoices POS & field work Payments & estimates Exports/connectors
Stripe Invoicing Online payments Payment links, subscriptions Exports/connectors

The bottom line

If you’re a small business that needs to invoice quickly, keep data in sync, and minimize errors, choose software that matches your day-to-day work. Cherry stands out for small teams and wholesalers that need mobile invoicing, catalogs, and QuickBooks sync—without a steep learning curve.

Try Cherry — built for small business invoicing

Create invoices in seconds, keep clients and products organized, and sync to QuickBooks. Free to start.

Sign Up Free Today