Upon opening the app I'm prompted with a screen saying "You can't open the application "ProOfficeCalculator_1.0.5" because it may be damaged or incomplete."

I'm unsure as to whether this is on your end or mine but I'm running macOS Sierra on a Mid-2012 MacBook Pro. Any help would be appreciated because this game already seems like fun and me and Wine aren't best of friends currently.

So... this is awkward...

Like 2 minutes after posting I did some digging and by that I mean I figured out how to work it.

To anyone else having this issue it seems the problem is that the app is inside the app. In order to play, right-click the downloaded file and "Show Package Contents". There you'll find the actual app.