So, I've noted several times that I've had a lot of luck using a custom-made Excel book for my freelance writing business. This book has spreadsheets for customer management (addresses, names, titles), income (with formulas that summarize it monthly, quarterly and by client), expenses (ditto), hours worked, mileage, etc. I've even noted several times that the skeleton of that is available for free in my forum (see freelance writing spreadsheet).
Well, it's worked for years, but I think I've outgrown it. In past years I've not had more than 10 contractors that I use (web designers, transcriptionists, proofreaders, other writers). At the end of the tax year, I can write off the amounts I've paid them, but I have to issue an IRS 1099 to do that. In the past I've done these by hand using my spreadsheet.
But I've been working on managing a really big project for a publisher, and my contractors are currently numbering about 25. I don't want to write out 25 1099s next January!
So, I'm asking for some opinions on automated software systems. I checked with Freshbooks, but it doesn't generate the 1099s for you at the end of the year, and I really want that. Any thoughts?


I invested in Quickbooks, and while there was a learning curve, it’s been terrific. My accountant came to our home based office, set it up for us, and training us for a small fee and at no extra cost she helps us trouble shoot and solve problems we encounter. I can generate estimates for clients, change estimates to invoices, and get a good picture of our company’s financial health through the reports. I like it.
Some time ago I reviewed Outright (outright.com) when they integrated with eBay for online sellers. The company actually started out as an accounting service for freelancers, but have expanded over time. I too use Excel and feel I am outgrowing it. While this service looked promising, I’m in need of a good accounting program for Canadian taxpayers — but it might be a possibility for you.
freelance writer will help you in learning