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Settle vs. Square Invoices

A Square Invoices alternative for solo contractors

What Square Invoices costs, where it caps you, and when it is the better pick. Prices checked October 27, 2026.

Published October 27, 2026 · by Settle

Quick answer

Square Invoices is invoicing inside Square's payment system, with a free plan and paid tiers. Settle is a free iPhone app for solo contractors with no cap on estimates or invoices, where payments go to your own Stripe account. Choose Settle if you work alone on an iPhone. Stay with Square Invoices if you already use Square hardware or Square POS and want everything in one place.

Side by side

SettleSquare Invoices
Unlimited estimates and invoicesFree: $0, no document limitFree plan; Square Plus is $49 a month and Premium $149 a month per location, adding payment schedules, custom templates, lower fees and 24/7 phone support
Limits on lower plansNone on any plan. AI drafts: 3 free, then ProNo document limit listed
Free planYesYes
Card payment feeStripe's standard 2.9% + 30¢ paid to Stripe; Settle adds nothingOnline invoice payments: 3.3% + 30¢ on Free, 2.9% + 30¢ on Plus and Premium; in person 2.6% + 15¢ on Free
PayoutsPaid straight to your own Stripe account. Stripe sets payout timing and runs its own risk checks; Settle never holds the moneyOnline payments must go through Square's own payment processing
Scheduling and dispatchNoNot listed on the invoices page
PlatformsiPhone onlyiPhone, Android, web

From each company's public pages, checked October 27, 2026. Confirm on Square Invoices's page before you buy.

Why contractors look for a Square Invoices alternative

Online payments have to run through Square

NerdWallet's review notes that Square Invoices requires Square's in-house processing to accept online payments, so your payments sit inside Square's account rules. With Settle the payment goes to your own Stripe account.

Source: NerdWallet: best invoicing software

A documented history of reserves on some accounts

ITPro reported in 2020 that Square was withholding up to 30% of funds from some small businesses, and sellers have posted similar cases in Square's community forum since. Any processor, Stripe included, can hold funds when its risk checks trip. The difference with Settle is that Settle itself is never holding them.

Source: ITPro: Square withholding up to 30% of funds

Features move up the tiers

Square's invoice plans put features such as payment schedules and custom templates on the paid Plus tier. Reviewers describe being charged for features one by one.

"Nickel and dime you for every feature."Square Invoices reviewer, Capterra

When Square Invoices is the better choice

  • You already use Square hardware or Square POS and want everything in one place.
  • You want a free plan with a web dashboard, plus Android.
  • You take card-present payments (tap, chip) in addition to invoices. Settle only takes payments through the link.

When Settle is not the right app

We would rather you know before you download:

  • iPhone only. There is no Android app and no web app.
  • No scheduling, dispatching, GPS or time tracking.
  • No QuickBooks sync. You can export everything to CSV.
  • One user per account. No crew or team logins.
  • Documents live on your phone. There is no sync between devices yet.
  • English only for now.
  • A new app from a small team. Most of the apps it competes with have been around for years.

How to switch from Square Invoices

Square's community pages describe exporting invoices and estimates to CSV from the Square Dashboard (select Export, after filtering the list). Export before you close anything.

There is nothing to import into Settle. Open the app, tap the orange button, and describe your next job. Your own prices are remembered from what you send, so your old price list doesn't need to come along.

Questions

Is Settle a good alternative to Square Invoices?

Settle is a good alternative to Square Invoices if you work alone, use an iPhone, and want no cap on how many estimates and invoices you send. It is not a replacement if you need scheduling, dispatch, a crew login, QuickBooks sync, or an Android or web app.

How much does Square Invoices cost compared to Settle?

Square Invoices: Free plan; Square Plus is $49 a month and Premium $149 a month per location, adding payment schedules, custom templates, lower fees and 24/7 phone support. Cheapest plan: Free. No document limit listed. Settle's free plan sends unlimited estimates and invoices; Settle Pro is $19.99 a month or $149.99 a year and adds unlimited AI-written drafts. Prices checked October 27, 2026.

Can I export my data from Square Invoices before I switch?

Square's community pages describe exporting invoices and estimates to CSV from the Square Dashboard (select Export, after filtering the list). Export before you close anything.

Does Settle hold my money?

No. Customers pay through a link, and the payment goes to a Stripe account in your own name. Settle takes no cut and is never in the money path. Stripe sets payout timing and still runs its own identity and risk checks, as it does for any business.

Sources

Try Settle alongside Square Invoices.

Free on iPhone. Unlimited estimates and invoices. 7 days of Pro to try the voice drafts, and you cancel in two taps.

Download on the App Store

iPhone, iOS 17 or later. Questions? Text Nina: (818) 945-9686