Square Invoices vs Headacre
Price, ratings, monetisation and update history for both apps, side by side — with what reviewers say about each.
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.
- Invoice and estimate maker
- Accept various payment methods
- Automatic payment reminders
- Real-time tracking and reporting
- Recurring invoices
- Customizable invoices
Read full descriptionHide 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.
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.
- Instant client estimates
- Account data tracking
- Service cost calculation
- Preset service entry
- Account statistics access
- Map account size/location
Read full descriptionHide 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
Verdict
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
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.
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.
Square Invoices ships an update weekly, Headacre every 5 weeks. The most recent releases landed on October 29, 2026 and October 27, 2026 respectively.
| Parameter | Square Invoices | Headacre |
|---|---|---|
| Price | Free | Free |
| Rating | 4.8 (93K ratings) | 5.0 (1 ratings) — better |
| Positive reviews | 54.5% of reviews | 100.0% of reviews — better |
| Number of ratings | 93K — better | 1 |
| Update frequency | Weekly — better | Every 5 weeks |
| Ads | No | No |
| In-app purchases | Yes | Yes |
| Monetization | Free with in-app purchases | Free with in-app purchases |
| Devices | iPhone, iPad | iPhone, iPad |
| Requires iOS | 17.1 | 16.0 — better |
| Further details — not scored | ||
| Size | 723 MB | 14 MB |
| Age rating | 12+ | 4+ |
| Developer | Block, Inc. | Aiden Mcdougal |
Customer experience
Square Invoices
Headacre
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
Square Invoices
- Invoices Plus1 Month trial$19.991 Month
Headacre
- Professional$9.991 Month
- 1 Week Free - Professional$49.991 Year
Questions
Is Square Invoices free?
Is Headacre free?
Which has better reviews, Square Invoices or Headacre?
Do Square Invoices or Headacre have ads?
Which is updated more often, Square Invoices or Headacre?
Other comparisons















