Is there a reason why you aren't upgrading your computer to Windows 10? I have a computer science degree and have serious concerns about running a tax business using an unsupported Windows version. Windows 7 is no longer supported by Microsoft so it won't take long for hackers to start taking advantage of unpatched security flaws in Windows 7. As tax practitioners, I would recommend an upgrade to protect your client's data, especially their SIN numbers. I just upgraded a Win7 computer to Win10 about two weeks ago for a local bingo hall and the free upgrade still worked. Although Microsoft has stated that the free upgrade ended two years ago, they haven't cancelled the free upgrade so it still works. I know of other IT professionals who have also been successful doing the free upgrade. It's worth giving it a shot. On a more technical side, I created a clone of the hard drive using Clonezilla before applying the Win10 update just in case there were issues. The clone would allow me to restore the hard drive back to Win7 if Windows 10 didn't work out as expected. If you are running older programs not supported by Win10 (ie: an old Windows XP or Win95 program), there are tweaks in Win10 that allow you to tweak that specific program so that it bypasses the security measures and allows it to run in Win10.
As for your question about Cheque writing programs for Discounters, I'm not a discounter, but I use Quickbooks and it has a cheque writing feature and can be used to track all your income/expenses/overages/shortages, etc.
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