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Bookkeeping

HelloBooks.ai

AI accounting software that reconciles bank feeds, codes transactions to a ledger, and closes the month.

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Best for
Contractors, plumbing, HVAC, cleaning, landscaping or other small service businesses and medium businesses in the US.
Pricing
Free plan available (source)
Free trial
No
Standout
AI agent that reconciles bank transactions and drafts reminders for overdue invoices.
Watch out for
The Free plan is limited to 200 transactions per year.
Works with
Plaid, QuickBooks, Xero, Wave, Zoho Books, Stripe, Square
Listed for
Trades & home services, Consultants & agencies

Last checked against HelloBooks.ai's own site on 2026-10-21. Something changed? Tell us.

Sources

More bookkeeping tools

Akaunting

Free · source-available

Online accounting software used to manage income, expenses, and invoices. It provides tools for bookkeeping, cash flow tracking, and client portals.

Free to self-host. Hosted version: free plan availableSetup: Easy: has a hosted/cloud version

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.

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.

From $23/mo (Lite); shown at $4.60/mo with an 80% off for 4 months promotionBest for: Solo operators and small contractors who mainly need clean invoices and estimates and get paid by card or ACH.