I would use Wave apps since its free and easy to use. Let me know if you need any help setting it up

Do think all of this can be done using Quickbooks. Let me know if you need any help

The % will also depend on the value of your business. Its not like there is a standard average, its different for every business. You would want to value it properly so that you are not losing out on the actual value of your business

Yes you can add a separate ledger for each home. It will be helpful to track by project to find out profitability for every project. Let me know if you need any help with it

Think most softwares wouldn’t be an upgrade on Square. If you want to further reduce your time on it, would rather suggest you hire a freelance accountant to the job. Let me know if you need any help with that.

I haven’t purchased a property in Florida myself but I specialize in accounting for real estate clients and have quiet a few who use a Florida property as their vacation home.

I would be conscious of the tax laws in your current state. There are certainly tax and business opportunities to take advantage of

This seems like a classic working capital optimization case. How are your AR, AP and inventory holding up?

I work in the due diligence industry and can tell you that you should take a detailed look at the AR. If the AR has been overdue for a long period of time - you need to find out if its because the customers are not going to pay up or there are any specific reasons for it being overdue