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)

Where commercial adult entertainment relies heavily on predictable scripts and sterile lighting, Stuart introduces cinematic realism. His methodology relies on high-grain film textures, complex subplots, and an unhurried, slow-burn pacing that captures the raw psychology of desire. Key Visual and Thematic Elements
The Royal Stuarts were a Scottish dynasty that rose to power in 1603 when James VI of Scotland inherited the English throne following the death of Queen Elizabeth I. The Stuarts ruled England, Scotland, and Ireland for over a century, producing some of the most notable monarchs in British history, including Charles I, who was executed in 1649, and Charles II, who was restored to the throne in 1660. roy stuarts glimpse 31 exclusive
Roy Stuart's Glimpse 31 - Backdrops — The Movie Database (TMDB) The Movie Database Roy Stuart's Glimpse 2 (Video 1992) - IMDb The Stuarts ruled England, Scotland, and Ireland for
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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.