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Automation January 15, 2026 12 min read

Receipt Categorization with AI: A Step-by-Step Setup

Turn shoebox clients into organized, categorized data. Compare the leading AI receipt tools and learn how to set them up for your practice.

The shoebox problem

Every accounting firm has them: clients who show up with a shoebox (or grocery bag, or envelope) full of crumpled receipts. Maybe it's a quarterly drop-off, or worse, an annual tax-time dump.

Manually processing these receipts is painful:

  • Sorting by date and vendor
  • Deciphering faded thermal paper
  • Entering amounts into spreadsheets or accounting software
  • Categorizing each expense
  • Chasing clients for missing receipts

For a typical client with 50-100 receipts per month, this can take 2-4 hours of staff time. AI-powered receipt extraction can reduce this to minutes.

Before vs After AI Receipt Processing

Manual Process

  • Sort physical receipts
  • Type each amount manually
  • Look up vendor categories
  • 2-4 hours per client/month

With AI

  • Snap photo or forward email
  • OCR extracts all data
  • AI auto-categorizes
  • 15-30 minutes review

How AI receipt extraction works

Modern receipt extraction tools combine two technologies:

OCR (Optical Character Recognition)

Reads text from images. Identifies the vendor name, date, amounts, tax, and individual line items on the receipt.

Machine Learning

Learns from past entries. Remembers that "Tim Hortons" is always "Meals & Entertainment" and auto-categorizes future receipts.

The leading tools claim accuracy rates of 95-99% for well-photographed receipts. The remaining errors are typically from faded receipts, unusual formats, or handwritten notes.

Tool comparison: Dext vs HubDoc vs AutoEntry

The three leading tools for accounting firms are:

D

Dext Prepare

4.8★ on Xero

Formerly Receipt Bank. Now owned by IRIS. Most feature-rich option with AI-powered categorization and extensive integrations.

Best for:

Established firms with high document volumes

Pricing:

Per-client model, from ~$20/client/month

99.9% accuracy claimed Xero, QBO, Sage Line-item extraction
H

HubDoc

Free with Xero

Owned by Xero since 2018. Included free with Xero subscriptions. Handles basic document capture and bank statement fetching.

Best for:

Xero users with basic needs who want free

Pricing:

Free with Xero, or $12/month standalone

Free with Xero 700+ bank feeds No line-item extraction
A

AutoEntry

4.7★ on Xero

Now owned by Sage. Credit-based pricing suits practices with lower document volumes. No long-term contracts required.

Best for:

Solo bookkeepers, small practices with variable volumes

Pricing:

Credit-based: ~$15/month for 50 documents

Up to 99% accuracy Xero, QBO, Sage, FreeAgent Pay-per-document
Feature Dext HubDoc AutoEntry
Line-item extraction
Auto-categorization
Bank statement fetch
Free tier With Xero
Best for High volume Xero users Flexibility

Step-by-step setup (Dext example)

Here's how to set up Dext Prepare for a new client:

1

Create a Dext account and add the client

Sign up at dext.com, then add a new business/client. Connect their accounting software (Xero, QBO, etc.).

2

Set up the email inbox

Each Dext account gets a unique email address (e.g., clientname@dext.cc). Forward receipts or invoices to this address and they're automatically processed.

3

Install the mobile app for your client

Have the client download the Dext app. They can snap photos of receipts which are instantly uploaded and processed.

4

Configure categories and rules

Set up your chart of accounts mapping. Create rules like "Vendor contains 'Staples' → Office Supplies". Dext learns from these rules.

5

Review and publish

Review extracted data in the Dext inbox, make any corrections, then publish to your accounting software with one click.

ROI calculator

Estimate your time savings with AI receipt processing:

Best practices for accuracy

To get the best results from AI receipt processing:

  • Train your clients: Teach them to photograph receipts flat, well-lit, and in focus. Crumpled or shadowy photos reduce accuracy.
  • Process regularly: Don't let receipts pile up. Weekly or bi-weekly processing keeps the workflow manageable.
  • Set up rules early: The more categorization rules you create upfront, the less manual review needed later.
  • Use email forwarding: For digital receipts (e.g., Amazon, SaaS subscriptions), set up automatic email forwarding to the Dext inbox.
  • Review before publishing: Always do a quick scan of extracted data before pushing to your accounting software. AI is good but not perfect.

Beyond receipt extraction

Resolved by TideSpark goes further—it extracts receipt data, categorizes expenses, and maps directly to GIFI codes for T2 preparation. Book a demo to see the difference.

T

TideSpark Team

AI automation for Canadian accounting