The issue has been resolved. I had a programmer add an extra box at checkout for a gift message to be entered. It gets printed directly onto the packing slip so it's better for my purposes than having it in the comments box. This has been working well for me on my old platform (osC). However, it created errors when an apostrophe was entered on this new one (Happy Mother's Day, for example) and I wasn't sure if he didn't set it right or if my subsequent mucking around in the code had removed the proper protection. He has since fixed it.
He did this gift message box along with a dropdown selector at checkout that I've needed for my switch from osC to Zen. I've encouraged him to release it to the community since there are other who have wanted it. It generally goes against cart optimization to ask extra questions but the nature of my business requires it.
I'm really pleased working with Zen. It's been a joy compared to that clunky old platform.