Boss Bookkeeping is built for small business owners who feel buried in QuickBooks. Connect the bank. Talk to an AI bookkeeper. See a clean P&L. We are not trying to out-feature Intuit — we are the simpler desk for people who just need the numbers.
1 business + 1 Personal included · extra companies $10/mo · cancel anytime
AI Bookkeeper
Talking to Taste CLE · live books
$39
per login / month
$10
each extra company
600
AI credits included
1 + 1
business + Personal
Why this exists
Human bookkeeping firms (Bench, Pilot, and the rest) start around a few hundred dollars a month. Accounting suites try to be the operating system for every industry. We built a third path: software priced like software, with an AI bookkeeper in the chair.
If you do not have a warehouse, a payroll department, or class tracking across twelve locations, you should not have to click through that software to find last month’s profit.
Those services are great when you want a human to close the books for you. If you want to ask a question at 10pm and get an answer from your own data, that is us.
Type or speak. Categorize. Make a rule. Run a P&L. The AI works on the company you have open — your restaurant books stay out of Personal, and the other way around.
The product
This is the push. Not a chatbot that recites help articles — a bookkeeper that can look up charges, change categories, write rules, scan the pile, sync banks, summarize P&L, and draft invoices for the company you are in.
Type or talk — voice works in the bookkeeper. It remembers how this company books (vendors, policies, the weird Square fee) and does not leak that into your other businesses.
Designed for owners
Built for
Not built for
The books, the banks, the receipts, and the bookkeeper. Extra companies are $10. We did not hide the real product behind a “Plus” SKU.
Ask questions in plain English. The AI Bookkeeper looks up transactions, changes categories, and remembers how this company books.
Connect checking, savings, and cards with Plaid. Transactions land automatically so you are not typing from a statement.
AI suggests categories. You teach it once — “always book Speedway as fuel” — and new charges follow the rule.
Snap a photo or upload a file. We read the receipt and help match it to the bank line.
Profit and loss, by category, by company. Ask the bookkeeper for a year-to-date snapshot instead of hunting menus.
Bill clients, take card payments, and keep the money on that company’s books — not mixed into a personal card dump.
One login includes a business and a free Personal account. Keep rent and groceries off the P&L without a second subscription.
Contractors fill out their W-9 from a link we email. We track who you paid, total what is reportable, and send it to your own Avalara account, where you e-file.
Invite your accountant to the company. They can read the yearly profit and loss and download 1099 scans. They cannot change the books.
Schedule E categories for rent received, repairs, utilities, mortgage interest, property taxes, insurance, and management fees. A rental LLC can be its own company.
Track bills, log business miles, and keep subscriptions and other repeating charges from getting lost.
Connect loans and brokerages, record assets such as a rental property, and see what the company or household is worth.
Work older years from statements, review each tax year, and export a file when the accountant is ready for it.
STEP 01
Link accounts with Plaid. Checking, savings, cards. Personal and business stay in their own companies.
STEP 02
Category Scan, rules, and a conversation. Teach it once. Ask it whenever something looks off.
STEP 03
Invoice, snap receipts, book a rental, check P&L, and invite your accountant when the year is ready.
Pricing
Software for owners — not a quote that scales with “monthly expenses.” Extra companies are a line item, not a sales call.
Boss Bookkeeping
Includes 1 business and 1 free Personal account. AI credits are shared on the login.
Extra companies
$10 / month each
Second restaurant, a rental LLC, a side brand. Same login. Separate books. Personal stays free.
More AI when you need it
600 credits reset every month. If you run a lot of Category Scan or long bookkeeper threads, add a pack:
$10 · 400 credits
$25 · 1,200 credits
Purchased credits roll for 12 months.
| Boss Bookkeeping | Typical accounting suite | Human bookkeeping firm | |
|---|---|---|---|
| Starting price | $39 / month | $35–$99+ software, still DIY | $299–$499+ / month |
| Who it’s for | Overwhelmed owners | Every industry, including inventory | Hands-off close |
| Talk to the books | Yes — AI Bookkeeper | Menus and reports | Email the firm |
| Extra company | $10 / month | Often another subscription | Another engagement |
| Personal books | Included | Usually mixed in or extra | Usually not |
| Accountant access | Read-only P&L and 1099s | Usually another user seat | They already hold the file |
| Rental property | Schedule E categories | Often a separate setup | You explain the property |
Suite and firm ranges reflect public 2026 list prices for QuickBooks Online tiers and services such as Bench or Pilot. We are not those products — this is a fit comparison, not a feature war.
No. QuickBooks is a full accounting suite built to cover inventory, payroll add-ons, and every industry. Boss Bookkeeping is for owners who opened QuickBooks, felt lost, and just need clean books plus someone — an AI bookkeeper — they can ask. If you run a warehouse or a 40-person finance team, stay where you are.
$39 a month. A business, a Personal account, and an AI bookkeeper that works your books — not a second career in accounting software.
The help center shows the clicks for connecting a bank, importing clients, and sending the same invoice every month. If you would rather have that done with you, ask for a move-over. You still approve the bank login. The setup fee is confirmed before anything is charged.