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Bookkeeping

FreshBooks

Invoicing and accounting software for estimates, invoices, expenses, time tracking and payments. For AI, it offers Kick, a bookkeeping partner service where AI categorizes transactions and flags possible write-offs while US-based accountants review the books at year-end, plus a connector that lets you ask Claude questions about your FreshBooks numbers.

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Best for
Solo operators and small contractors who mainly need clean invoices and estimates and get paid by card or ACH.
Pricing
From $23/mo (Lite); shown at $4.60/mo with an 80% off for 4 months promotion (source)
Free trial
Yes
Standout
Built-in estimates and proposals plus card, ACH, Apple Pay, Google Pay and buy-now-pay-later payments on every plan.
Watch out for
Lite allows only 5 billable clients, which is too few for most service businesses (Plus allows 50). Kick is a separate subscription and its price was not listed on the page we checked.
Works with
Zapier, HubSpot, Square, Gusto, Acuity Scheduling, Claude (Anthropic) connector

Last checked against FreshBooks's own site on 2026-10-19. Something changed? Tell us.

Sources

More bookkeeping tools

Digits

AI-native accounting software with an AI bookkeeping agent that categorizes and reconciles transactions 24/7 and keeps the P&L, balance sheet and cash flow statements up to date. It also includes invoicing, bill pay and 'Ask Digits', a chat assistant for questions about your finances.

From $65/mo (Essentials)Best for: Owners who want the books kept mostly automatically and plan to have their accountant review them inside the same platform.

QuickBooks Online

Accounting software for invoicing, expenses, bookkeeping and reports. Its AI agents include Accounting AI, which categorizes transactions and reconciles books, and Payments AI, which drafts invoice reminders and suggests late fees based on customer history.

Free plan available (1 user, 2 invoices/month); paid plans from $38/mo (Simple Start), shown at $19/mo for 3 months as a promotionBest for: Small service businesses that want the accounting system most bookkeepers and field service apps already connect to.

Wave

Accounting, invoicing, payments and payroll software for small businesses. It reads receipts with 'smart OCR technology' and, on the Pro plan, auto-imports, merges and categorizes bank transactions by learning from how you categorize.

Free plan available (Starter); Pro from $19/mo or $190/yrBest for: Very small or new service businesses and solo contractors on a tight budget who want free invoicing.