Sending invoices is a vital task if you ever expect to make any money as a contractor or freelancer. Fortunately, numerous applications on OS X can turn this mundane task into a streamlined and efficient process – often also creating great looking invoices.
Today we’ll be taking a look at 7 examples of invoicing software for the Mac, ranging from very simple tools such as Involer through to a more complicated all-in-one packages. Most applications come with a small cost, but we’re also highlighting a free alternative if you’re a little strapped for cash.

Involer
Involer
Involer proves that invoicing needn’t be tedious with a sleek intuitive interface that makes the process quick, easy and fun. It’s perfect for those of you with really simple invoicing needs, but doesn’t offer many advanced features.
Invoices produced look delightfully minimalist, and can be fine tuned to match the content and style that you’re looking for.
Price: $29.99
Developer: The Dream Apps
Requires: OS X 10.5 Leopard

Invoy
Invoy
In a similar vein Invoy prides itself on simplicity, albeit with a few more advanced features. It can create different types of document (cash sales, credit memos etc), supports exporting of data to Excel or Numbers, and can also integrate with the OS X Address Book.
The interface is impressive, and Invoy is certainly an application I would recommend giving a try. A 15 day trial is available.
Price: $35
Developer: Empty Factory
Requires: Mac OS X 10.4.9 and higher

Express Invoice
Express Invoice
A relatively simple application, Express Invoice is completely free. You can create basic invoices, quotes and orders, manage recurring billing, and automatically send statements to customers with overdue payments.
Support for adjusting the look-and-feel of invoices is fairly basic, but the application does have an in-built email system for quickly sending documents out to a client.
Price: Free
Developer: NCH Software
Requires: Mac OS X 10.2

Billings
Billings
Billings begins the move towards more powerful invoicing applications with functionality such as time tracking, recurring invoices, advanced reporting and one-click sending of invoices.
You can even bring up a Google Map of a client’s address so you know where to find them. Billings is a great option for those of you with many clients and more demanding invoice needs.
Price: $39.99
Developer: Marketcircle
Requires: OS X 10.4.11 or greater

Billable
Billable
Billable (soon to be ProfitTrain) helps you keep track of the billable services you perform for a client and invoice them appropriately. It has flexible support for international taxes, integrated time tracking, and customize invoices via a HTML template.
When it comes to sending invoices out, it just takes one click to generate a pre-addressed email with a PDF invoice attached. Easy!
Price: $34.95
Developer: Clickable Bliss
Requires: Mac OS X 10.4.4 or later

iBiz
iBiz
iBiz is another full-featured app, allowing you to manage projects, track billable hours, and – of course – create invoices. It has a great library of pre-designed templates and can send watermarked reminders to ensure you’re paid on time!
Expenses can also be tracked and added to an invoice, and the application fully integrates with iBank for managing your business bank balance.

On The Job
On The Job 3
On The Job has a lot of power under the hood but remains a very easy-to-use application. In addition to invoicing, it can handle time tracking and expenses. Invoices are very easy to customize through an innovative template editor.
Quotes or time-sheets are also easy to put together, and On The Job has no problem handling multiple currencies for different clients.
Price: $39.95
Developer: Stunt Software
Requires: Requires OS X 10.5
Conclusion
Whether your needs are remarkably simple or incredibly complex, there should be a billing and invoicing application perfectly suited for you. It may also be worth considering a web based application such as FreshBooks for added mobility and ease-of-use.
Which invoicing application do you use? I’d be interested to hear of any other alternatives on the market.


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