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)

As they navigated the flooded roads, their vehicle suddenly sputtered and died, leaving them stranded in the middle of nowhere. Panic began to set in as they realized they were alone, vulnerable, and at the mercy of the raging storm.
With their phone batteries dwindling and no signal to call for help, the teens knew they had to act fast. They rummaged through their belongings, searching for any useful items that could aid in their survival. A flashlight, a first-aid kit, and a waterproof jacket were the only supplies they could find. strandedteens140312rainiabellestrandedre better
As the hours ticked by, the group grew more and more anxious. They tried to call for help using a battery-powered radio they found in the cabin, but all they got were static and white noise. As they navigated the flooded roads, their vehicle
As the first light of dawn crept over the horizon, the group caught sight of a rescue helicopter hovering above the trees. Their hearts leapt with joy as they waved their arms and shouted for help. They rummaged through their belongings, searching for any
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.