That's an interesting observation that I hadn't noticed before. In high-end word processing programs (such as MS Word), the application knows how to start and end a quotation. The word processing portion of PS can't do this, however, I found that I can type in MS Word and copy/paste into a PS text box. The curly quotation marks then appear in the PS project.
I don't have Print Shop, but had another thought. Lindarobin's suggestion should work perfectly well. If you're going to use the quotes often, you could even store them in a document to copy and paste. Another way may be an alt-key combination. You can type, using the number pad for the digits: Alt-0147 Alt-0148
This takes me back some time ago when it was necessary to use combinations like this to get certain punctuation or non-English characters into some programs. You can see these by using the Character Map. In Windows XP it's in Accessories, System Tools. When you click a character or symbol, you can copy it for pasting. You can also see the Alt-key combination to reproduce it. If you check Advanced View, you'll see other options for character sets. You might find Windows: Western simpler than Unicode.
Remember that you must use the number pad and not the top-of-keyboard numbers to enter the numbers.
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