Morse Runner is a Windows-based contest simulator developed by Alex Shovkoplyas, VE3NEA. Using Wineskin, it has been successfully and seamlessly run under OSX, and made available here for download. Sure, you could use Wineskin to do this yourself (and save me some bandwidth), or you can pull the ready-made dmg from here.
Running Catalina? Go to 'Download' to read the latest (and grab a box of tissues)

Automatically include expiration dates or time stamps on labels at the moment of printing. System Requirements
The software provides a comprehensive suite of tools for both beginners and advanced users:
A specialized tool for electrical labeling, offering layouts for cable wraps, flags, and patch panels. Brother P-touch Editor 5.4--
Import data from Microsoft Excel (XLS, XLSX), CSV, and TXT files to print large batches of labels quickly.
Brother P-touch Editor 5.4 is a powerful, professional label design software that allows you to create custom labels for home, office, and industrial use. It is widely used for organizing workspaces, managing assets, and creating professional shipping or safety labels. Automatically include expiration dates or time stamps on
Insert company logos and images in formats like JPEG, PNG, and BMP.
Support for various barcode protocols, including QR codes , Code 128, and Code 39. Brother P-touch Editor 5
Access over 25 categories and 200 pre-designed templates, including signage, asset management, and safety labels.
While newer versions like are available, version 5.4 remains critical for users who need specific advanced functions, such as the Transfer function , which may not be fully supported in later iterations. Key Features of P-touch Editor 5.4
Confirmed working on: El Capitan, Mavericks, Sierra, High Sierra, & Mojave
MANY reports that it DOES NOT work on Catalina. It is very unlikely that it will work under Catalina in the near future, as it would require some pretty hefty development on Wine (they're working on it). The only other option I see is for some nice macOS developer to take the original code (it's open source!) and re-write it to run natively on 64bit macOS (go ask any developer, this is a lot of work). Since Xcode is now free if you're running Catalina, I'm happy to give it a try... when I can afford to buy a system that can run Catalina :)
If you have questions or comments about using this application under OSX, please email them to ki4stu k4iz at arrl dot net.