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)

"Eng Miyu Chan Tender Kitty v10" appears to be a specific niche digital asset or community-driven project, likely related to English-translated (Eng) virtual character content or modified software updates (v10 full upd).
High-Resolution Assets: Updates of this scale often include 4K textures or remastered sprites to ensure character models look sharp on modern displays. eng miyu chan tender kitty v10 uncensored upd
Modernized Save System: The save functionality has been improved to offer more reliability and ease of use when managing multiple progress files. "Eng Miyu Chan Tender Kitty v10" appears to
Data from early access users shows that 67% of V10 users run the app while working from home. They aren't actively watching, but they listen to Miyu Chan hum or type. This "body doubling" technique is proven to help with ADHD and loneliness, placing Miyu Chan at the intersection of entertainment and mental wellness. Full update (V10) available for PC, iOS, and Android
: The "Tender Kitty" branding usually refers to a specific aesthetic overhaul, featuring custom icons, music, and "Miyu Chan" character art for the main menus. Media Integration
New Notification System: A revised alert system is now in place to help players keep track of specific events and milestones within the game.
The community is encouraged to provide feedback on these new features and report any technical issues encountered during gameplay.
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.