http://www.thinkcomputer.com/software/exponent/enterprise.ht...

and we use it to run everything. And it runs on Macs.

It's also easy to just give your accountant the qb file for taxes. I'd advise to stay with the non-online version. When I was looking at it awhile ago it didn't have everything I needed, also you always want access to your books.

Also, definitely go for the online service Quicken offers (as opposed to the shrink wrapped s/w.

I tried for a bit to compete with them, but the banks are complicit and it is impossible to provide proper account import functionality with the way things are now.

That said, try Less Accounting (http://lessaccounting.com/) or Harvest.

Ability to just hand it over to your accountant is a must.

They also have a beautiful API so we can fill in any gaps very easily ourselves and they're adding new features every week... and they are probably one of the top users of http://getsatisfaction.com.

The nice thing is every small accounting firm or contractor I've ever come across knows Quickbooks. This means you can often email them your accounting "database" to have them do a sanity check or cleanup remotely. Makes it easy to collaborate without having to pay for on-site consulting time.

I have personally used Quickbooks on startups through the first few million in revenue.

BTW, your "home" and "business" worlds are completely separate. Don't commingle them.

I'm OS agnostic, I prefer to use what I think is the best solution for the problem. With that in mind, it might be worthwhile to look into a windows machine to run QB. You can rdesktop to it (there is a great rdesktop app for the Mac), and when you get to the point of having a part-time accounting person come in, the PC will already be all set up for their use. This is what I did in the past (dedicated low-end PC for "hosting" QB).

Might help the balance sheet out... :)