An RSA Encryption Key is necessary for transferring data to and from a mobile device. It was strengthened because of 2019 GDPR and other country stricter privacy laws.
Everyone is having a hard time connecting to Catalina it is because there is a very short time frame to accept the RSA Encryption Key on the watch especially Catalina. Luckily you only have to do it one time.
Here are some suggestions that might help.
set your watch to a factory installed watch face apparently it keeps the acknowledgement face longer.
Use your IP setting from the watch do not try to search for it.
Watch your watch and keep it active when you first try to connect
When it connects select yes and do not show again (even though it won’t show again)
If it doesn’t appear.
Hold down the home button (bottom button) for about 15 seconds until it says rebooting
Restart your computer as well
Start GWS and try to connect again, be very observant for the RSA Encryption Key acknowledgement
Still no luck? If you are on windows (10 for example) go to your “Users”-folder of the logged in account and search for a “.tizen”-folder. There are 2 files in it called “sdbkey” and “sdbkey.pub”. There is an equivalent for Mac but I don’t know the exact path.
Still no luck?
you need the iOS version of Tizen Studio for the sdb.exe You can download the Tizen Studio SDK or contact tech support and ask them to send you the Mac version of SDB.exe. This file comes with GWD but apparently isn’t the latest version necessary for Catalina.
That has proven to work but even it may take several attempts.
Samsung Developer Program