Comparison

Square Invoices vs Headacre

Price, ratings, monetisation and update history for both apps, side by side — with what reviewers say about each.

Head to head
About

Square Invoices

Create and send professional invoices and estimates quickly. Accept various payment methods, send automatic reminders, and track payments in real-time. Manage your business finances efficiently on the go.

Highlights
  • Invoice and estimate maker
  • Accept various payment methods
  • Automatic payment reminders
  • Real-time tracking and reporting
  • Recurring invoices
  • Customizable invoices
Features
Read full description

Square Invoices is a must-have invoicing solution to run your business: invoice and estimate maker, and a secure, fast payment system. It is an essential invoicing solution that efficiently supports any type of business: ► Home & Repair: Contractors, Cleaning, Automotive, Landscaping ► Food & Drink: Catering, Bakery, Food Trucks, Wholesale Stores ► Professional Services: Web Designers, Photographers, Consultants, Accountants, Architects, Interior Designers, Advertising, Real Estate It has everything you need to run your business on the go: estimates, contacts, invoices, payments, automatic reminders and real-time tracking and reporting. It’s all in one app, and there are no monthly fees. Bill customers with a simple invoice app that also makes sending estimates or requesting deposits easy. Access Square Invoices on your iPhone, iPad or desktop. ► INVOICE AND ESTIMATE MAKER Send professional invoices and estimates in three simple steps: just enter your customer’s email, the amount, and hit send. Customise the look and easily attach photos, contracts, or receipts. ► ACCEPT ANY KIND OF PAYMENT Cut collection times from weeks to days by giving your customers more convenient ways to pay—no more stamps or envelopes. Customers can pay online or in person with any major debit or credit card, Apple Pay or Google Pay, cash, check or ACH Payment. ► REACH CUSTOMERS MORE EFFECTIVELY Send invoices wherever your customers prefer—email, URL, text / SMS, manually through any messaging app, or print out a hard copy. Customers can easily pay on their phone or computer from anywhere. ► AUTOMATIC REMINDERS AND TRACKING Stop chasing down payments with automatic payment reminders and transparent tracking that tells you the moment each invoice is viewed and paid. ► FLEXIBLE BILLING Get paid on your schedule by requesting a deposit or setting up recurring invoices for weekly or monthly billing. Customers can also authorize Square to securely save their payment cards on file to be charged automatically. Whether you are sending a quote to confirm your next freelance job, requesting a deposit for a custom order, or billing for your contractor hours, Square Invoices is the all-in-one app for your payment and workflow needs. Download and set up your account in just minutes.

About

Headacre

This business tool helps users provide instant estimates to clients over the phone, track account data, and calculate service costs. It allows for the input of preset services and access to account statistics.

Highlights
  • Instant client estimates
  • Account data tracking
  • Service cost calculation
  • Preset service entry
  • Account statistics access
  • Map account size/location
Features
Read full description

Headacre is a Business Tool to provide quick over the phone estimates while tracking accounts and services. -Provide an Estimate to Client in Less than a Minute! -Track Account Data -Map Account Size / Location -Calculate Cost to Service Account -Enter Preset Services -Access Statistics and Data on Accounts and Services End User License Agreement: https://www.apple.com/legal/internet-services/itunes/dev/stdeula/

Screenshots

Square Invoices4 screens
Headacre4 screens

Verdict

The call

Square Invoices and Headacre both sit at 4.8 stars, but that hides the real split: 100% of Headacre's written reviews are positive against 54% of Square Invoices's. Square Invoices's advantage is ratings volume (93K vs 1) and update cadence (weekly vs every 5 weeks). On price, rating, ads and in-app purchases there is nothing between them.

Scored on Price · Rating · Positive reviews · Number of ratings · Update frequency · Ads · In-app purchases · Monetization · Best chart rank · Devices · Requires iOS

CostPrice · In-app purchases · Ads · Monetization

Both are free to download. Square Invoices sells 1 in-app purchase, starting at $19.99 per month and Headacre sells 2 in-app purchases, starting at $9.99 per month. Whichever you choose, the download price is not the number that matters.

ReceptionRating · Positive reviews · Number of ratings

Headacre holds the better App Store score, 5.0 against 4.8. That said, the two scores are not equally well evidenced: Square Invoices has 93K ratings behind it against 1, so its average is the more settled of the two. Written reviews point the same way: 54% of Square Invoices's written reviews are positive against 100% of Headacre's.

UpkeepUpdate frequency

Square Invoices ships an update weekly, Headacre every 5 weeks. The most recent releases landed on October 29, 2026 and October 27, 2026 respectively.

Scorecard3 real differences · 7 level
Square Invoices versus Headacre: the parameters behind the verdict, then further details
ParameterSquare InvoicesHeadacre
PriceFreeFree
Rating4.8 (93K ratings)5.0 (1 ratings) — better
Positive reviews54.5% of reviews100.0% of reviews — better
Number of ratings93K — better1
Update frequencyWeekly — betterEvery 5 weeks
AdsNoNo
In-app purchasesYesYes
MonetizationFree with in-app purchasesFree with in-app purchases
DevicesiPhone, iPadiPhone, iPad
Requires iOS17.116.0 — better
Further details — not scored
Size723 MB14 MB
Age rating12+4+
DeveloperBlock, Inc.Aiden Mcdougal

Customer experience

Square Invoices

All ratings93,307 ratings
Positive96.8%
Neutral1.3%
Negative1.9%
Written reviews898 reviews
Positive54.5%
Neutral4.6%
Negative41.0%

Headacre

All ratings1 ratings
Positive100.0%
Neutral0.0%
Negative0.0%
Written reviews1 reviews
Positive100.0%
Neutral0.0%
Negative0.0%

Bugs and requests

Square Invoices

Reported bugs

3 issues
  • Invoices not updating correctly
  • Issues with connecting card readers
  • Problems with account deactivation and fund holds

Requested features

5 requests
  • Add ability to apply discounts on invoices
  • Improve invoice editing capabilities
  • Implement auto-save feature for estimates
  • Provide option to send invoices via text message
  • Add customer statement generation functionality

Headacre

Not enough reviews yet to summarise bugs or requests.

In-app purchases

1 purchases

Square Invoices

Subscriptions1
  • Invoices Plus1 Month trial$19.991 Month
2 purchases

Headacre

Subscriptions2
  • Professional$9.991 Month
  • 1 Week Free - Professional$49.991 Year

Questions

Is Square Invoices free?
Square Invoices is free to download, with in-app purchases available.
Is Headacre free?
Headacre is free to download, with in-app purchases available.
Which has better reviews, Square Invoices or Headacre?
Headacre is rated higher. Square Invoices averages 4.8 out of 5 from 93K ratings, while Headacre averages 5.0 from 1 ratings.
Do Square Invoices or Headacre have ads?
Neither Square Invoices nor Headacre shows ads.
Which is updated more often, Square Invoices or Headacre?
Square Invoices ships an update weekly, and Headacre every 5 weeks. Most recently, Square Invoices was updated on October 29, 2026 and Headacre on October 27, 2026.

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