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Head to head

Expensify vs Shoeboxed (2026)

Pick Expensify if your clients pay vendor bills and run company cards, and you want those transactions coded and sent to QuickBooks, Xero or NetSuite.

Both checked against their own sites 26 October–5 November 2026

Reviewed by the Tick Mark Books editorial team.

On this page
  1. How Expensify and Shoeboxed compare
  2. Who each one is for
  3. Verdict: Expensify or Shoeboxed?
  4. Sources and method

How Expensify and Shoeboxed compare

Expensify vs Shoeboxed comparison
Question
The basics
PriceExpensify: Free, then $5 a seat a monthexpensify.comShoeboxed: From $9 a monthshoeboxed.com
CategoryExpensify: Receipts and expenses, Bookkeepers and accounting firms, Freelancers and the self-employed, Free accounting software, Small businesses, Works with QuickBooks Online, Works with XeroShoeboxed: Receipts and expenses, Bookkeepers and accounting firms, Freelancers and the self-employed, Small businesses, With a bookkeeper checking, Works with QuickBooks Online, Works with Xero
What it costs to keep your books
Cost for a solo freelancerExpensify: PartlyCollect plan and upexpensify.comShoeboxed: Yesshoeboxed.com
Promotion and regular priceExpensify: Nouse.expensify.comShoeboxed: Noshoeboxed.com
Ledger includedExpensify: Nouse.expensify.comShoeboxed: Noshoeboxed.com
What the price is based onExpensify: Yesuse.expensify.comShoeboxed: Yesshoeboxed.com
Users includedExpensify: Yesuse.expensify.comShoeboxed: Yesshoeboxed.com
Past your plan’s limitsExpensify: Yeshelp.expensify.comShoeboxed: Yesshoeboxed.com
Setup or onboarding feeExpensify: Nouse.expensify.comShoeboxed: Not stated
Notice before a price riseExpensify: Yesexpensify.comShoeboxed: Yesshoeboxed.com
What the AI does with your books
What the AI doesExpensify: Yesuse.expensify.comShoeboxed: Yesshoeboxed.com
What the AI costsExpensify: Yesuse.expensify.comShoeboxed: Yesshoeboxed.com
Categorizes transactionsExpensify: Yesuse.expensify.comShoeboxed: Partlyshoeboxed.com
Reconciles your accountsExpensify: Partlyhelp.expensify.comShoeboxed: Not stated
Reads receipts and billsExpensify: Yesuse.expensify.comShoeboxed: Yesshoeboxed.com
Pays your billsExpensify: Yesuse.expensify.comShoeboxed: Not stated
Sends invoicesExpensify: Yesuse.expensify.comShoeboxed: Not stated
Accrual books and reportsExpensify: Nouse.expensify.comShoeboxed: Not stated
Who checks the AI’s work
Your accountant can sign inExpensify: PartlyExpensifyApproved! Accountants Programuse.expensify.comShoeboxed: Yesshoeboxed.com
Accuracy the vendor claimsExpensify: Yesuse.expensify.comShoeboxed: Not stated
Where your books live and what it connects to
QuickBooks OnlineExpensify: Yesuse.expensify.comShoeboxed: Yesshoeboxed.com
XeroExpensify: Yesuse.expensify.comShoeboxed: Yesshoeboxed.com
QuickBooks DesktopExpensify: Yesuse.expensify.comShoeboxed: Noshoeboxed.com
NetSuiteExpensify: Yesuse.expensify.comShoeboxed: Noshoeboxed.com
Bank and card feedsExpensify: Yesuse.expensify.comShoeboxed: Not stated
StripeExpensify: Nouse.expensify.comShoeboxed: Not stated
ShopifyExpensify: Nouse.expensify.comShoeboxed: Not stated
PayPalExpensify: Nouse.expensify.comShoeboxed: Not stated
SquareExpensify: Nouse.expensify.comShoeboxed: Not stated
Gusto payrollExpensify: Yesuse.expensify.comShoeboxed: Not stated
PayrollExpensify: Yesuse.expensify.comShoeboxed: Not stated
PlatformsExpensify: Yesuse.expensify.comShoeboxed: Yesshoeboxed.com
Getting your books outExpensify: Partlyhelp.expensify.comShoeboxed: Partlyshoeboxed.com
Taxes
Files your tax returnExpensify: Nouse.expensify.comShoeboxed: Not stated
Calculates sales taxExpensify: PartlyCollect plan and uphelp.expensify.comShoeboxed: Not stated
Files sales taxExpensify: Nouse.expensify.comShoeboxed: Not stated
What it keeps track of
Other currenciesExpensify: Yesuse.expensify.comShoeboxed: Partlyshoeboxed.com
MileageExpensify: Yesexpensify.comShoeboxed: Yesshoeboxed.com
Billable timeExpensify: Yeshelp.expensify.comShoeboxed: Not stated
Profit by project or jobExpensify: Partlyexpensify.comShoeboxed: Partlyshoeboxed.com
Your data and its security
SOC 2 reportExpensify: Yesuse.expensify.comShoeboxed: Not stated
Your data trains AIExpensify: Not statedShoeboxed: Yesshoeboxed.com
Who it is built for
For accounting firmsExpensify: Yesuse.expensify.comShoeboxed: Yesshoeboxed.com
Several businessesExpensify: Yesuse.expensify.comShoeboxed: Partlyshoeboxed.com
United StatesExpensify: Yesuse.expensify.comShoeboxed: Not stated
CanadaExpensify: Yesuse.expensify.comShoeboxed: Not stated
United KingdomExpensify: Yesuse.expensify.comShoeboxed: Not stated
AustraliaExpensify: Yesuse.expensify.comShoeboxed: Not stated
Trying it, starting and getting help
Free trial or free planExpensify: Yesuse.expensify.comShoeboxed: Partlyshoeboxed.com
Sign up without a sales callExpensify: Yesuse.expensify.comShoeboxed: Yesshoeboxed.com
Contract and cancellingExpensify: Partlyhelp.expensify.comShoeboxed: Partlyshoeboxed.com
SupportExpensify: Yesuse.expensify.comShoeboxed: Yesshoeboxed.com

Expensify starts at $5 a seat a month, and its free Submit plan gives one person receipt scanning and mileage at no charge. Every paid Expensify workspace opens with a 30-day free trial. Shoeboxed starts at $9 a month. It has no free plan and no unpaid trial. Shoeboxed charges your card at signup and offers a 30-day money-back guarantee in place of a trial.

Expensify moves money. Vendor bills forwarded to a workspace address are scanned, routed for approval and paid by ACH or card. Card feeds import automatically from more than 10,000 banks. Branded invoices go out to clients, who pay by card or bank transfer without an account. Admins can switch on time tracking so members log billable hours. Transactions are coded automatically, and the vendor says it learns how you categorize. Shoeboxed connects to no bank or card account and moves no money.

Shoeboxed is built for paper. Receipts arrive by mail, app, email and Gmail sync. Data entry specialists check every receipt the software has read, and the vendor includes that check on all plans. Receipts are sorted into 15 tax categories, and you can add your own tags and rules. Expensify has no reviewers. It is software a company runs itself, though support staff can correct the AI.

Accountant access differs. On Shoeboxed, a bookkeeper or accountant is added as a sub-user within the users the plan already includes and can sit on as many client accounts as they like. Expensify gives firms in its partner program a free account and a dashboard over client workspaces. Neither product files a tax return. Neither is a ledger. Each produces expense reports, not a profit and loss or balance sheet.

Who each one is for

Expensify

small finance teams that want receipts, cards and reimbursements feeding one ledger

From Free

Shoeboxed

freelancers and bookkeepers with paper receipts to digitize and business miles to log

From $9 a month

Verdict: Expensify or Shoeboxed?

Pick Expensify if your clients pay vendor bills and run company cards, and you want those transactions coded and sent to QuickBooks, Xero or NetSuite. It also fits a firm that tracks billable hours and sends its own invoices. One person can start on the free Submit plan. Pick Shoeboxed if the work starts with paper receipts and you want a person to check each scan. It also fits a bookkeeper who needs sub-user access across many client accounts within the users the plan includes.

Sources and method

How we check

Every price was read on the maker's own pricing page.

Still deciding? Get a quote from Expensify or Shoeboxed

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Who should reply?

At a glance

Both read receipts and log mileage for bookkeepers, and neither is a ledger. The deciding difference: Expensify pays bills and imports card feeds, while Shoeboxed has staff check every scanned receipt and moves no money.

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