AI Bookkeeping
Two products, one platform

You run the business.
We keep the books.

Our AI reads your receipts and invoices, prepares the accounting, and keeps your books current. Deterministic accounting rules check every entry, and anything the AI cannot resolve confidently goes to a human bookkeeping reviewer on our staff. You never categorize a transaction.

Start your 15-day free trial
15-day free trial on the Bookkeeping ServiceNo credit card requiredCanada and United States
Bookkeeping Service dashboard
Illustrative — demonstration data
Choose the right product

Two ways to stop doing data entry.

Both products read your documents with the same AI. The difference is where the work stops: one gives you organized records, the other maintains your books.

Receipt Automation

Documents in, organized records out.

Best for businesses that primarily want receipts and invoices extracted, categorized, and organized — with reports they can hand to their accountant.

Upload from the web app or send to the Telegram bot
AI extracts vendor, date, totals, taxes, and line items
Automatic business expense categorization and GST/HST tracking
Reports and a full-year Excel workbook for your accountant
From$29CAD/USD per month
Bookkeeping ServiceAI + human review

We maintain your books all year.

Best for businesses that want the platform to keep their books current using AI automation plus human review — so tax season is a handoff, not a rebuild.

Everything in Receipt Automation, plus complete books
Bank, card, and Stripe connections, with reconciliation
Human reviewer resolves anything the AI cannot settle
Profit & Loss, Balance Sheet, tax and cash-flow views
Invite your accountant, or hand them the reports
From$99CAD/USD per month
In one line:Receipt Automation automates document processing.Bookkeeping Service maintains your books using AI plus human review.
Receipt Automation

Photograph it once.
Never type it again.

Upload a receipt or supplier invoice from the web app, or send it to the Telegram bot. The AI reads the vendor, date, totals, taxes, and line items — including from poor-quality phone photos — and assigns a business expense category. You get records and reports, not a data-entry task.

YOU UPLOAD
Receipts and supplier invoices as JPEG, PNG, WebP, HEIC, or PDF
YOU RECEIVE
Categorized expense records, tax summaries, and an Excel workbook
See Receipt Automation plans

Free trial — 5 documents, no credit card required.

Any photo quality

Crumpled, dim, angled — the AI reads it. JPEG, PNG, WebP, HEIC, and PDF.

Vendor names cleaned

"COSTCO WHSE #556" becomes Costco Wholesale, consistently across reports.

Tax amounts separated

Recoverable GST/HST is split out on each receipt, so credits aren't missed.

CRA-aligned categories

Expenses land in categories that map to CRA expense reporting.

Reports and Excel

Expense-by-category and GST/HST summaries, plus an annual .xlsx workbook.

Full manual control

Edit any extracted record in the edit drawer or workbook view. Nothing is a black box.

Bookkeeping Service

You are not expected
to do the bookkeeping.

This is a bookkeeping service delivered through software. Send documents; the platform and our reviewers do the rest. Here is the whole workflow.

01You

Upload and connect

Send receipts, supplier invoices, and client invoices from the web app or the Telegram bot — and connect your bank, cards, and Stripe so transactions arrive on their own.

02AI

AI bookkeeping

The AI extracts the information, determines the accounting treatment, and prepares the bookkeeping records.

03Platform

Accounting rules

Deterministic controls validate the proposed treatment. Debits must equal credits, accounts must be real. Anything that fails does not post.

04Our staff

Human review when needed

Transactions the system cannot confidently resolve are checked against the source document and corrected by a human bookkeeping reviewer.

05Platform

Books stay current

Records, reports, tax information, receivables, and payables stay organized throughout the year — not rebuilt in March.

06You + accountant

Accountant ready

Invite your accountant to their own workspace, or download the completed reports and hand them over at tax time.

One thing you never do:pick accounts, categorize transactions, write journal entries, or reconcile. That work belongs to the platform and our reviewers.
AI + human review

Automation where it's reliable.
Human judgment where it's needed.

The AI does not post uncertain accounting entries. Every proposed entry passes a deterministic rules layer first, and anything the system cannot resolve confidently goes to a human bookkeeping reviewer on our staff, who checks the source document and corrects the treatment before it reaches your books.

High-confidence transaction
Document arrives
Receipt, invoice, or connected transaction
AI prepares the entry
Extraction, treatment, and a confidence assessment
Accounting rules validate
Deterministic checks, not a model
Posted to your books
Balanced, with the source document attached

Clean, balanced records with no involvement from you.

Uncertain transaction
Document arrives
Or a large-value transaction of any confidence
AI prepares the entry
The AI is built to escalate rather than guess
Accounting rules flag it
Uncertain, ambiguous, or rule-flagged — it does not post
Human reviewer takes it
Trained platform staff open the source document and decide
Corrected entry posts
Through the same accounting engine — nobody bypasses the rules

The review queue is ours to work. It never reaches you.

Your accountant, at tax time

Your accountant shouldn't have to
rebuild your books every tax season.

The Bookkeeping Service keeps your financial records organized throughout the year, so tax preparation starts from finished books. It does not replace your accountant or tax professional, and it does not file returns — it makes their work faster.

During the year

The books stay current

Documents are processed as they arrive. Records, reports, receivables, payables, and tax information stay organized — no year-end shoebox of receipts.

At tax time, choose either
OPTION 1

Invite your accountant

Invite them by email and they get their own workspace with access to your records and reports. Invites are single-use, matched to their email address, and expire after seven days.

OPTION 2

Send them the reports

Prefer to keep the platform to yourself? Generate, download, or print the financial reports and tax information your accountant needs and hand the package over.

AI Bookkeeping prepares bookkeeping records. It does not file tax returns and does not provide tax, legal, or financial advice.

Financial visibility

Plain answers to the questions
owners actually ask.

The Bookkeeping Service turns finished books into views you can read without knowing any accounting.

Cash

What you actually have across your connected business accounts.

Revenue

What the business has earned, period over period.

Expenses

Where the money went, grouped the way your accountant expects.

Profit

Profit to date and by fiscal quarter, from real books.

Money customers owe you

Client balances and aging, with statements of account.

Money you owe

Supplier balances and aging, so nothing is a surprise.

Taxes

Tax collected against credits for the current filing period, with CRA GST/HST deadlines tracked.

Reports

Profit & Loss and Balance Sheet as of any date, downloadable and printable.

Security and trust

Controls we can describe specifically.

Your financial records deserve more than a padlock icon. Here is what actually protects them.

Secure document handling

Financial documents are held in private storage reached only through expiring signed links. No public file URLs.

AI output is validated

No AI-proposed entry reaches your books without passing deterministic accounting rules first.

Human review of uncertainty

Entries the system can't confidently resolve are decided by trained staff, not posted on a guess.

Immutable audit trail

Nothing is edited in place. Corrections post as new linked entries, and every financial action is logged with who and when.

Account permissions

Owner, external accountant, and internal reviewer roles each see exactly what they should — no more.

Data isolation

Every organization's data is walled off, with permission rules covered by deny-path testing.

Secure bank connections

Bank and credit-card connections run through Plaid. The platform never sees your banking credentials.

Deletion and retention

When you delete a document or your account, the underlying files are erased from storage. Where the law requires specific records to be kept, they are retained for that period and no longer.

Time2Win Inc. is a Canadian corporation and handles personal information under PIPEDA. Payments are processed by Stripe; we never touch card data.

Pricing

Software prices. Bookkeeper outcomes.

Bookkeeping Service

AI + human review
15-day free trial · No credit card required
Starter
$99CAD/USD per month
150 docs
For owner-operated businesses with steady, modest volume.
Start 15-day free trial
GrowthMost chosen
$199CAD/USD per month
250 docs
For growing businesses with suppliers, clients, and regular invoicing.
Start 15-day free trial
Pro
$399CAD/USD per month
500 docs
For higher-volume businesses that want everything maintained.
Start 15-day free trial

Every Bookkeeping Service plan includes the full workflow: AI processing, accounting-rule validation, human review when needed, reports, tax information, and accountant access.

Receipt Automation

Document processing
Free trial · 5 documents · No credit card required
Starter
$29CAD/USD per month
100 documents per month
1 GB storage
Start free trial
Growth
$49CAD/USD per month
300 documents per month
5 GB storage
Start free trial
Pro
$69CAD/USD per month
500 documents per month
20 GB storage
Start free trial

Prices in CAD/USD. Taxes may apply. Cancel anytime — no cancellation fee, access to the end of the period.

Detailed comparison

Side by side.

CapabilityReceipt AutomationBookkeeping Service
AI document processingIncludedIncluded
Automatic categorizationExpense categoriesFull accounting treatment
GST/HST trackingInput tax credits on receiptsTax collected, credits, and filing periods
Full double-entry booksNot includedIncluded
Human review of uncertain entriesNot includedTrained reviewers on our staff
Bank and credit-card connectionsNot includedIncluded, via Plaid
Stripe connectionNot includedRevenue and processing fees posted automatically
ReconciliationNot includedHandled for you
Financial statementsExpense and tax reportsProfit & Loss and Balance Sheet
Receivables and payablesNot includedClient and supplier balances with aging
Financial visibility dashboardExpense summariesCash, profit, taxes, and cash flow
Accountant accessShare exported filesTheir own workspace, by invitation
Tax-time reportingAnnual Excel workbookFull report package, plus workspace access
Excel exportIncludedIncluded
Free trial5 documents, no credit card15 days, no credit card
Monthly price$29 – $69 CAD/USD$99 – $399 CAD/USD
Who it's for

Built for owners whose time is
worth more than data entry.

Contractors and trades

Receipts from the lumber yard, the gas station, and the supply house — handled without an evening of typing.

Small businesses

Real books maintained during the year instead of reconstructed under deadline.

Startups

A clean, auditable history from day one, for the diligence conversation later.

Owner-operated companies

Incorporated, mixing personal and business cards, and short on time for any of it.

Already have an accountant

Keep them. We keep the books current so their work starts from finished records.

FAQ

Questions owners ask
before signing up.

Something not covered here? Email support and a person will answer.

Receipt Automation processes your documents: it extracts, categorizes, and organizes receipts and supplier invoices, then gives you expense records, tax summaries, and Excel exports. The Bookkeeping Service goes further and maintains your books — double-entry records, reconciliation, financial statements, tax information, receivables and payables — with human review of anything the AI cannot resolve confidently.

Upload your documents. Let the platform handle the bookkeeping.

Start with the Bookkeeping Service and see your books stay current — or begin with Receipt Automation and move up when you're ready.

No credit card required. Cancel anytime.