Hi bp787
Thanks for joining the wolfSSL forums. I'm glad to hear that you were able to resolve the build issues.
> However, i'm still SUPER unclear if this is the correct way to go about it or if there's a better/cleaner route
I would say use the client-tls-pkcs12 example as a base and change it to DTLS. Then you should be able to test connecting to the wolfSSL example server, using the -u option to specify DTLS.
Could you tell us more about your project using wolfSSL? Feel free to email support@wolfssl.com for a more private discussion.
Thanks,
Eric - wolfSSL Support