Hi Jahmil!
The problem is that Windows returns a 3-digit "sub-region-code" instead of the 2-character "alpha-2" country code. Check for example: https://github.com/lukes/ISO-3166-Countries-with-Regional-Codes/blob/master/all/all.csv
Based on the 419 value, you might be in the Latin America and the Caribbean region.
I've seen this problem in Mexico.
To overcome on this problem you have to explicitly specify the 2-digit code of your country. So find the "alpha-2" code of your country in the table above and issue the following command in an administrator command prompt:
"C:\Program Files (x86)\LogMeIn\x64\LogMeIn.exe" cert -createca "Default CA" "<alpha-2 code of your coutry>" -createsc
For example if you are in Mexico, then issue the following command:
"C:\Program Files (x86)\LogMeIn\x64\LogMeIn.exe" cert -createca "Default CA" "MX" -createsc