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AI Bookkeeping Software for US Small Businesses | HelloBooks AI bookkeeping software for US small businesses: AI automates 95% of categorizing and reconciling, with Plaid bank feeds, 1099 tracking and Schedule C reports.

AI bookkeeping software for US small businesses, automated bookkeeping with AI, AI bookkeeper for small business in the United States, with Plaid bank feeds, IRS-aligned categories and 1099 tracking.

United States · AI bookkeeping

AI bookkeeping software built for US small businesses

HelloBooks AI automates 95% of the bookkeeping: it reads every transaction from your US bank and card feeds, picks the IRS-aligned account, matches payments to invoices and bills, and flags the few exceptions for a person to review.

Free Plan: up to 200 transactions, 1 live bank feed, free AI credits to get started. No credit card.

What AI bookkeeping software does

AI bookkeeping software does the daily ledger work a bookkeeper would: it categorizes each bank and card transaction, matches deposits to open invoices and payments to bills, reconciles accounts against the statement, and keeps the P&L and balance sheet current. You review what it is unsure about instead of keying everything in.

  • Categorizes bank and card transactions to the right account
  • Matches deposits to invoices and payments to bills
  • Reconciles each account against the bank statement
  • Flags duplicates, odd amounts and missing receipts for review
  • Keeps the P&L, balance sheet and cash flow current every day

Built for US bookkeeping, not adapted to it

The rules the AI follows are US rules, so the books are ready for your CPA and for the IRS without a year-end cleanup.

  • Bank and card feeds through Plaid, covering 11,000+ US institutions, read-only
  • An IRS-aligned chart of accounts, so expenses land in Schedule C categories
  • Contractor payments tracked per vendor for Form 1099-NEC ($2,000 threshold for 2026 payments)
  • Sales tax you collect held as a liability, with multi-state rates
  • Year-to-date profit on the P&L to base quarterly estimated tax on

How the 95% works, and where a person still decides

Most transactions repeat: the same vendors, the same customers, the same amounts. The AI handles those on its own. A new vendor, a split payment or an unusual amount goes to a review queue with the AI’s suggestion attached, and your choice becomes a rule for next time. Every entry it makes can be opened, changed or reversed.

AI bookkeeping software vs a bookkeeper vs doing it yourself

A bookkeeper brings judgment and is worth it for complex books; doing it yourself in a spreadsheet is free but slow and easy to fall behind on. AI bookkeeping software sits between: the routine work is done daily, and your bookkeeper or CPA reviews the exceptions instead of the whole ledger. Many US firms use both, with the accountant invited as a user.

What AI bookkeeping costs

Start on HelloBooks Free at $0/mo: up to 200 transactions, 1 live bank feed, 2 users and free AI credits to get started. When they run out the books keep working by hand. Pro is $39.99/mo per entity with unlimited users, unlimited bank connections and more AI credits.

How teams use HelloBooks

What HelloBooks does for businesses like yours

“AI categorizes every transaction automatically and learns from your corrections, so a small team keeps clean books without spending evenings on manual data entry.”
Small business · US
“For a practice managing dozens of client books, automated reconciliation turns a full day of matching into a background task — review the AI matches, approve, and move on.”
Accounting practice · US
“Snap a receipt on your phone and the AI reads, categorizes, and files it — bookkeeping stays current even for people who would rather not think about numbers.”
Freelancer · mobile-first

Illustrative scenarios describing what the product does for each business type — not attributed customer reviews.

FAQ

Frequently asked questions

What is the best AI bookkeeping software for a US small business?
Look for three things: bank feeds that cover your US bank (Plaid covers 11,000+ institutions), a chart of accounts that maps to your tax return, and a review queue so you can see and change what the AI did. HelloBooks has all three and a permanent free plan to test it on your own transactions.
Can AI bookkeeping software replace my bookkeeper?
It replaces the data entry, not the judgment. HelloBooks AI automates 95% of routine categorizing and reconciling; a person still reviews the exceptions and signs off the month. Many businesses keep their bookkeeper or CPA for review and tax.
Is AI bookkeeping software safe for my bank data?
HelloBooks connects US banks read-only through Plaid, so it can read transactions but cannot move money. Every AI entry is logged and can be changed or reversed.
Does AI bookkeeping work with my CPA?
Yes. Invite your CPA as a user; they see the same ledger, the review queue and the reports, and can export what they need at tax time.
Is there free AI bookkeeping software?
HelloBooks Free includes free AI credits to get started, with no credit card. When they run out you can upgrade for more or keep going by hand; the books never lock.

Start automating your books today

Free Plan: up to 200 transactions, 1 live bank feed, free AI credits to get started. No credit card.

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AI Bookkeeping Software for US Small Businesses | HelloBooks