Took some tooling around but this is what I ended up with.
Generated and installed a certificate on IIS7.
Exported as PFX from IIS
Convert to pkcs12
openssl pkcs12 -in certificate.pfx -out certificate.cer -nodes
NOTE: While converting PFX to PEM format, openssl will put all the Certificates and Private Key into a single file. You will need to open the file in Text editor and copy each Certificate & Private key(including the BEGIN/END statements) to its own individual text file and save them as certificate.cer, CAcert.cer, privateKey.key respectively.
-----BEGIN PRIVATE KEY-----
Saved as certificate.key
-----END PRIVATE KEY-----
-----BEGIN CERTIFICATE-----
Saved as certificate.crt
-----END CERTIFICATE-----
Added to apache vhost w/ Webmin.