SSL support on OS X

I’m trying to enable ssl on OS X. I’ve added the port to listen to, I’ve edited the config file and added my SSL cert hash, but nothing is answering on that port. I can see through a netstat that the port is listening, but even with my logs in trace, I get nothing in the logs. This is a cert I purchased, not a self-signed cert. This same cert is working on Couchpotato and SABNzbd. I’ve found several topics about extra characters before or after the cert hash, I’ve dumped the config file through hexdump and there are no extra characters before or after.

$ hexdump -v -C config.xml 
00000000  ef bb bf 3c 3f 78 6d 6c  20 76 65 72 73 69 6f 6e  |...<?xml version|
00000010  3d 22 31 2e 30 22 20 65  6e 63 6f 64 69 6e 67 3d  |="1.0" encoding=|
00000020  22 75 74 66 2d 38 22 20  73 74 61 6e 64 61 6c 6f  |"utf-8" standalo|
00000030  6e 65 3d 22 79 65 73 22  3f 3e 0d 0a 3c 43 6f 6e  |ne="yes"?>..<Con|
00000040  66 69 67 3e 0d 0a 20 20  3c 50 6f 72 74 3e 38 30  |fig>..  <Port>80|
00000050  38 35 3c 2f 50 6f 72 74  3e 0d 0a 20 20 3c 53 73  |85</Port>..  <Ss|
00000060  6c 50 6f 72 74 3e 38 31  38 35 3c 2f 53 73 6c 50  |lPort>8185</SslP|
00000070  6f 72 74 3e 0d 0a 20 20  3c 45 6e 61 62 6c 65 53  |ort>..  <EnableS|
00000080  73 6c 3e 54 72 75 65 3c  2f 45 6e 61 62 6c 65 53  |sl>True</EnableS|
00000090  73 6c 3e 0d 0a 20 20 3c  4c 61 75 6e 63 68 42 72  |sl>..  <LaunchBr|
000000a0  6f 77 73 65 72 3e 46 61  6c 73 65 3c 2f 4c 61 75  |owser>False</Lau|
000000b0  6e 63 68 42 72 6f 77 73  65 72 3e 0d 0a 20 20 3c  |nchBrowser>..  <|
000000c0  41 70 69 4b 65 79 3e 30  33 65 38 36 32 61 36 30  |ApiKey>xxxxxxxxx|
000000d0  34 62 35 34 37 65 34 38  39 66 38 34 61 35 37 32  |xxxxxxxxxxxxxxxx|
000000e0  65 62 39 32 37 36 35 3c  2f 41 70 69 4b 65 79 3e  |xxxxxxx</ApiKey>|
000000f0  0d 0a 20 20 3c 41 75 74  68 65 6e 74 69 63 61 74  |..  <Authenticat|
00000100  69 6f 6e 45 6e 61 62 6c  65 64 3e 54 72 75 65 3c  |ionEnabled>True<|
00000110  2f 41 75 74 68 65 6e 74  69 63 61 74 69 6f 6e 45  |/AuthenticationE|
00000120  6e 61 62 6c 65 64 3e 0d  0a 20 20 3c 42 72 61 6e  |nabled>..  <Bran|
00000130  63 68 3e 6d 61 73 74 65  72 3c 2f 42 72 61 6e 63  |ch>master</Branc|
00000140  68 3e 0d 0a 20 20 3c 55  73 65 72 6e 61 6d 65 3e  |h>..  <Username>|
00000150  63 61 6c 65 62 3c 2f 55  73 65 72 6e 61 6d 65 3e  |xxxxx</Username>|
00000160  0d 0a 20 20 3c 50 61 73  73 77 6f 72 64 3e 6b 61  |..  <Password>xx|
00000170  63 65 65 30 36 31 33 3c  2f 50 61 73 73 77 6f 72  |xxxxxxx</Passwor|
00000180  64 3e 0d 0a 20 20 3c 4c  6f 67 4c 65 76 65 6c 3e  |d>..  <LogLevel>|
00000190  54 72 61 63 65 3c 2f 4c  6f 67 4c 65 76 65 6c 3e  |Trace</LogLevel>|
000001a0  0d 0a 20 20 3c 53 73 6c  43 65 72 74 48 61 73 68  |..  <SslCertHash|
000001b0  3e 2d 2d 2d 2d 2d 42 45  47 49 4e 20 43 45 52 54  |>-----BEGIN CERT|
000001c0  49 46 49 43 41 54 45 2d  2d 2d 2d 2d 0d 0a 4d 49  |IFICATE-----..MI|
000001d0  49 46 54 54 43 43 42 44  57 67 41 77 49 42 41 67  |IFTTCCBDWgAwIBAg|
000001e0  49 52 41 49 64 65 6a 49  66 63 47 42 32 74 6e 72  |xxxxxxxxxxxxxxxx|
000001f0  64 43 43 6e 4e 48 79 33  4d 77 44 51 59 4a 4b 6f  |dCCnNHy3MwDQYJKo|
00000200  5a 49 68 76 63 4e 41 51  45 4c 42 51 41 77 0d 0a  |ZIhvcNAQELBQAw..|
00000210  67 5a 41 78 43 7a 41 4a  42 67 4e 56 42 41 59 54  |xxxxxxxxxxxxxxxx|
00000220  41 6b 64 43 4d 52 73 77  47 51 59 44 56 51 51 49  |AkdCMRswGQYDVQQI|
00000230  45 78 4a 48 63 6d 56 68  64 47 56 79 49 45 31 68  |xxxxxxxxxxxxxxxx|
00000240  62 6d 4e 6f 5a 58 4e 30  5a 58 49 78 45 44 41 4f  |bmNoZXN0ZXIxEDAO|
00000250  0d 0a 42 67 4e 56 42 41  63 54 42 31 4e 68 62 47  |..BgNVBAcTB1NhbG|
00000260  5a 76 63 6d 51 78 47 6a  41 59 42 67 4e 56 42 41  |xxxxxxxxxxxxxxxx|
00000270  6f 54 45 55 4e 50 54 55  39 45 54 79 42 44 51 53  |oTEUNPTU9ETyBDQS|
00000280  42 4d 61 57 31 70 64 47  56 6b 4d 54 59 77 4e 41  |xxxxxxxxxxxxxxxx|
00000290  59 44 0d 0a 56 51 51 44  45 79 31 44 54 30 31 50  |YD..VQQDEy1DT01P|
000002a0  52 45 38 67 55 6c 4e 42  49 45 52 76 62 57 46 70  |xxxxxxxxxxxxxxxx|
000002b0  62 69 42 57 59 57 78 70  5a 47 46 30 61 57 39 75  |biBWYWxpZGF0aW9u|
000002c0  49 46 4e 6c 59 33 56 79  5a 53 42 54 5a 58 4a 32  |xxxxxxxxxxxxxxxx|
000002d0  5a 58 49 67 0d 0a 51 30  45 77 48 68 63 4e 4d 54  |ZXIg..Q0EwHhcNMT|
000002e0  51 77 4f 44 4d 78 4d 44  41 77 4d 44 41 77 57 68  |xxxxxxxxxxxxxxxx|
000002f0  63 4e 4d 54 55 77 4f 44  4d 78 4d 6a 4d 31 4f 54  |cNMTUwODMxMjM1OT|
00000300  55 35 57 6a 42 52 4d 53  45 77 48 77 59 44 56 51  |xxxxxxxxxxxxxxxx|
00000310  51 4c 45 78 68 45 0d 0a  62 32 31 68 61 57 34 67  |QLExhE..b21haW4g|
00000320  51 32 39 75 64 48 4a 76  62 43 42 57 59 57 78 70  |Q29udHJvbCBWYWxp|
00000330  5a 47 46 30 5a 57 51 78  46 44 41 53 42 67 4e 56  |xxxxxxxxxxxxxxxx|
00000340  42 41 73 54 43 31 42 76  63 32 6c 30 61 58 5a 6c  |BAsTC1Bvc2l0aXZl|
00000350  55 31 4e 4d 4d 52 59 77  0d 0a 46 41 59 44 56 51  |U1NMMRYw..FAYDVQ|
00000360  51 44 45 77 31 6a 59 57  78 6c 59 6d 4e 68 62 47  |xxxxxxxxxxxxxxxx|
00000370  77 75 59 32 39 74 4d 49  49 42 49 6a 41 4e 42 67  |wuY29tMIIBIjANBg|
00000380  6b 71 68 6b 69 47 39 77  30 42 41 51 45 46 41 41  |kqhkiG9w0BAQEFAA|
00000390  4f 43 41 51 38 41 4d 49  49 42 0d 0a 43 67 4b 43  |OCAQ8AMIIB..CgKC|
000003a0  41 51 45 41 75 66 6d 6d  6b 67 55 58 62 4e 42 73  |xxxxxxxxxxxxxxxx|
000003b0  47 42 48 59 4f 4a 48 4b  46 76 70 4b 58 76 4a 34  |GBHYOJHKFvpKXvJ4|
000003c0  6c 43 77 51 70 5a 2b 70  6a 6c 47 73 6c 76 4f 49  |xxxxxxxxxxxxxxxx|
000003d0  46 41 33 4e 53 6d 6a 42  31 79 62 6a 0d 0a 49 58  |FA3NSmjB1ybj..IX|
000003e0  50 79 43 79 35 6c 36 51  73 72 55 61 41 61 37 79  |PyCy5l6QsrUaAa7y|
000003f0  4c 75 50 31 48 6d 64 67  78 30 68 43 37 56 45 57  |xxxxxxxxxxxxxxxx|
00000400  44 39 73 62 58 55 56 6d  41 35 48 6a 54 78 33 32  |D9sbXUVmA5HjTx32|
00000410  37 4c 39 66 30 4c 76 56  30 68 70 36 41 43 0d 0a  |7L9f0LvV0hp6AC..|
00000420  7a 6e 78 51 43 6d 64 4a  46 59 44 55 4f 54 53 5a  |znxQCmdJFYDUOTSZ|
00000430  36 37 33 78 77 63 54 70  2f 46 59 4b 67 65 71 30  |xxxxxxxxxxxxxxxx|
00000440  4b 54 32 66 69 77 78 61  6e 6f 77 63 65 72 66 6e  |KT2fiwxanowcerfn|
00000450  59 49 4a 56 61 4b 4e 63  73 4b 57 62 36 4c 64 75  |xxxxxxxxxxxxxxxx|
00000460  0d 0a 4a 6b 47 54 66 55  2b 4f 5a 65 6b 76 70 6a  |..JkGTfU+OZekvpj|
00000470  55 78 63 6b 46 6d 6e 52  5a 6b 43 61 37 6a 42 67  |xxxxxxxxxxxxxxxx|
00000480  43 37 69 48 53 34 71 43  52 79 52 6f 69 4b 67 58  |C7iHS4qCRyRoiKgX|
00000490  75 2b 51 52 77 32 77 5a  6a 7a 37 6c 54 62 53 54  |xxxxxxxxxxxxxxxx|
000004a0  6f 66 0d 0a 33 76 42 7a  64 65 5a 46 69 33 69 6a  |of..3vBzdeZFi3ij|
000004b0  4c 32 52 38 68 2b 6e 6e  62 6d 4e 69 50 77 6e 38  |L2R8h+nnbmNiPwn8|
000004c0  6d 41 5a 45 32 30 37 50  4a 63 50 67 6c 77 33 44  |xxxxxxxxxxxxxxxx|
000004d0  78 6d 61 74 44 6b 70 30  65 52 64 52 71 61 45 70  |xmatDkp0eRdRqaEp|
000004e0  57 41 73 6b 0d 0a 72 78  47 51 48 74 5a 79 44 4e  |WAsk..rxGQHtZyDN|
000004f0  52 34 4e 4b 39 61 5a 74  38 2f 75 49 53 50 53 41  |xxxxxxxxxxxxxxxx|
00000500  53 52 32 77 49 44 41 51  41 42 6f 34 49 42 33 6a  |SR2wIDAQABo4IB3j|
00000510  43 43 41 64 6f 77 48 77  59 44 56 52 30 6a 42 42  |xxxxxxxxxxxxxxxx|
00000520  67 77 46 6f 41 55 0d 0a  6b 4b 39 71 4f 70 52 61  |gwFoAU..kK9qOpRa|
00000530  43 39 69 51 36 68 4a 57  63 39 39 44 74 44 6f 6f  |C9iQ6hJWc99DtDoo|
00000540  32 75 63 77 48 51 59 44  56 52 30 4f 42 42 59 45  |xxxxxxxxxxxxxxxx|
00000550  46 47 41 6e 67 72 51 69  5a 4f 61 79 42 4e 55 44  |FGAngrQiZOayBNUD|
00000560  6f 4f 56 31 52 76 63 70  0d 0a 61 72 62 31 4d 41  |oOV1Rvcp..arb1MA|
00000570  34 47 41 31 55 64 44 77  45 42 2f 77 51 45 41 77  |xxxxxxxxxxxxxxxx|
00000580  49 46 6f 44 41 4d 42 67  4e 56 48 52 4d 42 41 66  |IFoDAMBgNVHRMBAf|
00000590  38 45 41 6a 41 41 4d 42  30 47 41 31 55 64 4a 51  |8EAjAAMB0GA1UdJQ|
000005a0  51 57 4d 42 51 47 43 43  73 47 0d 0a 41 51 55 46  |QWMBQGCCsG..AQUF|
000005b0  42 77 4d 42 42 67 67 72  42 67 45 46 42 51 63 44  |BwMBBggrBgEFBQcD|
000005c0  41 6a 42 51 42 67 4e 56  48 53 41 45 53 54 42 48  |xxxxxxxxxxxxxxxx|
000005d0  4d 44 73 47 44 43 73 47  41 51 51 42 73 6a 45 42  |MDsGDCsGAQQBsjEB|
000005e0  41 67 45 44 42 44 41 72  4d 43 6b 47 0d 0a 43 43  |AgEDBDArMCkG..CC|
000005f0  73 47 41 51 55 46 42 77  49 42 46 68 31 6f 64 48  |sGAQUFBwIBFh1odH|
00000600  52 77 63 7a 6f 76 4c 33  4e 6c 59 33 56 79 5a 53  |RwczovL3NlY3VyZS|
00000610  35 6a 62 32 31 76 5a 47  38 75 62 6d 56 30 4c 30  |5jb21vZG8ubmV0L0|
00000620  4e 51 55 7a 41 49 42 67  5a 6e 67 51 77 42 0d 0a  |NQUzAIBgZngQwB..|
00000630  41 67 45 77 56 41 59 44  56 52 30 66 42 45 30 77  |xxxxxxxxxxxxxxxx|
00000640  53 7a 42 4a 6f 45 65 67  52 59 5a 44 61 48 52 30  |SzBJoEegRYZDaHR0|
00000650  63 44 6f 76 4c 32 4e 79  62 43 35 6a 62 32 31 76  |cDovL2NybC5jb21v|
00000660  5a 47 39 6a 59 53 35 6a  62 32 30 76 51 30 39 4e  |ZG9jYS5jb20vQ09N|
00000670  0d 0a 54 30 52 50 55 6c  4e 42 52 47 39 74 59 57  |..T0RPUlNBRG9tYW|
00000680  6c 75 56 6d 46 73 61 57  52 68 64 47 6c 76 62 6c  |xxxxxxxxxxxxxxxx|
00000690  4e 6c 59 33 56 79 5a 56  4e 6c 63 6e 5a 6c 63 6b  |NlY3VyZVNlcnZlck|
000006a0  4e 42 4c 6d 4e 79 62 44  43 42 68 51 59 49 4b 77  |NBLmNybDCBhQYIKw|
000006b0  59 42 0d 0a 42 51 55 48  41 51 45 45 65 54 42 33  |YB..BQUHAQEEeTB3|
000006c0  4d 45 38 47 43 43 73 47  41 51 55 46 42 7a 41 43  |ME8GCCsGAQUFBzAC|
000006d0  68 6b 4e 6f 64 48 52 77  4f 69 38 76 59 33 4a 30  |xxxxxxxxxxxxxxxx|
000006e0  4c 6d 4e 76 62 57 39 6b  62 32 4e 68 4c 6d 4e 76  |LmNvbW9kb2NhLmNv|
000006f0  62 53 39 44 0d 0a 54 30  31 50 52 45 39 53 55 30  |bS9D..T01PRE9SU0|
00000700  46 45 62 32 31 68 61 57  35 57 59 57 78 70 5a 47  |xxxxxxxxxxxxxxxx|
00000710  46 30 61 57 39 75 55 32  56 6a 64 58 4a 6c 55 32  |F0aW9uU2VjdXJlU2|
00000720  56 79 64 6d 56 79 51 30  45 75 59 33 4a 30 4d 43  |VydmVyQ0EuY3J0MC|
00000730  51 47 43 43 73 47 0d 0a  41 51 55 46 42 7a 41 42  |QGCCsG..AQUFBzAB|
00000740  68 68 68 6f 64 48 52 77  4f 69 38 76 62 32 4e 7a  |xxxxxxxxxxxxxxxx|
00000750  63 43 35 6a 62 32 31 76  5a 47 39 6a 59 53 35 6a  |cC5jb21vZG9jYS5j|
00000760  62 32 30 77 4b 77 59 44  56 52 30 52 42 43 51 77  |b20wKwYDVR0RBCQw|
00000770  49 6f 49 4e 59 32 46 73  0d 0a 5a 57 4a 6a 59 57  |IoINY2Fs..ZWJjYW|
00000780  78 73 4c 6d 4e 76 62 59  49 52 64 33 64 33 4c 6d  |xsLmNvbYIRd3d3Lm|
00000790  4e 68 62 47 56 69 59 32  46 73 62 43 35 6a 62 32  |xxxxxxxxxxxxxxxx|
000007a0  30 77 44 51 59 4a 4b 6f  5a 49 68 76 63 4e 41 51  |0wDQYJKoZIhvcNAQ|
000007b0  45 4c 42 51 41 44 67 67  45 42 0d 0a 41 47 2f 31  |ELBQADggEB..AG/1|
000007c0  6c 4e 33 6f 73 35 79 2f  64 34 61 30 42 68 74 59  |lN3os5y/d4a0BhtY|
000007d0  7a 62 52 4f 4e 65 54 6c  33 5a 63 5a 31 42 4a 55  |zbRONeTl3ZcZ1BJU|
000007e0  48 6c 7a 47 46 32 61 64  7a 6d 4d 6d 50 63 36 34  |HlzGF2adzmMmPc64|
000007f0  53 32 67 4e 48 31 76 74  34 55 4a 7a 0d 0a 73 42  |S2gNH1vt4UJz..sB|
00000800  57 76 65 54 6b 68 56 44  7a 34 38 54 41 65 58 39  |xxxxxxxxxxxxxxxx|
00000810  51 70 69 2b 6d 78 67 78  56 4d 32 62 4c 72 50 65  |Qpi+mxgxVM2bLrPe|
00000820  4f 56 74 5a 46 37 6b 6d  67 58 4f 43 4e 33 34 38  |OVtZF7kmgXOCN348|
00000830  73 67 72 38 38 69 4e 44  76 6b 77 31 67 2f 0d 0a  |sgr88iNDvkw1g/..|
00000840  67 55 6e 6c 61 76 66 2b  51 59 68 73 59 2b 33 49  |xxxxxxxxxxxxxxxx|
00000850  68 4c 71 4e 4c 46 32 33  44 68 4f 46 2b 34 37 37  |hLqNLF23DhOF+477|
00000860  64 51 34 72 46 53 77 34  4b 45 57 6b 69 33 43 59  |dQ4rFSw4KEWki3CY|
00000870  2f 4f 36 58 4d 52 76 44  41 30 4c 4d 2b 35 4f 47  |/O6XMRvDA0LM+5OG|
00000880  0d 0a 47 33 2f 4b 4f 65  5a 50 66 62 51 6d 71 6a  |..G3/KOeZPfbQmqj|
00000890  33 55 4a 61 4f 53 42 6f  68 76 53 57 73 59 55 38  |3UJaOSBohvSWsYU8|
000008a0  35 67 71 71 2f 42 6c 53  31 59 69 54 55 5a 53 44  |xxxxxxxxxxxxxxxx|
000008b0  63 43 4a 6b 31 66 6d 57  4b 42 70 36 45 37 57 6d  |cCJk1fmWKBp6E7Wm|
000008c0  50 33 0d 0a 70 49 74 58  70 2b 2f 49 66 41 71 49  |P3..pItXp+/IfAqI|
000008d0  7a 35 38 65 47 78 76 49  6a 39 61 70 30 55 68 45  |xxxxxxxxxxxxxxxx|
000008e0  37 77 32 41 76 4d 58 53  33 54 42 56 48 2f 71 64  |7w2AvMXS3TBVH/qd|
000008f0  31 62 4b 4b 65 47 71 4b  58 2b 6b 52 54 6a 2f 78  |1bKKeGqKX+kRTj/x|
00000900  47 6a 46 6a 0d 0a 73 59  48 39 52 6f 65 56 7a 58  |GjFj..sYH9RoeVzX|
00000910  65 30 37 55 6b 58 4a 2f  35 4b 66 59 67 3d 0d 0a  |e07UkXJ/5KfYg=..|
00000920  2d 2d 2d 2d 2d 45 4e 44  20 43 45 52 54 49 46 49  |-----END CERTIFI|
00000930  43 41 54 45 2d 2d 2d 2d  2d 3c 2f 53 73 6c 43 65  |CATE-----</SslCe|
00000940  72 74 48 61 73 68 3e 0d  0a 20 20 3c 55 72 6c 42  |rtHash>..  <UrlB|
00000950  61 73 65 3e 0d 0a 20 20  3c 2f 55 72 6c 42 61 73  |ase>..  </UrlBas|
00000960  65 3e 0d 0a 20 20 3c 55  70 64 61 74 65 4d 65 63  |e>..  <UpdateMec|
00000970  68 61 6e 69 73 6d 3e 42  75 69 6c 74 49 6e 3c 2f  |hanism>BuiltIn</|
00000980  55 70 64 61 74 65 4d 65  63 68 61 6e 69 73 6d 3e  |UpdateMechanism>|
00000990  0d 0a 3c 2f 43 6f 6e 66  69 67 3e                 |..</Config>|
0000099b

Any thoughts on what I could be missing?

The SSL Cert Hash is hidden in the UI for a reason when running on Linux/OS X, it is not used, you will need to follow the steps here: https://github.com/NzbDrone/NzbDrone/wiki/SSL (I just added OS X to the Linux section because its the section that applies).

So a PC is required? Guess I’m out then.

I wasn’t successful in finding another way to do it, I read that openssl could do it, but I had no luck in doing it.