We have been sending emails through Sparkpost via Braze inc. to the Apple Private Relay users with "@privaterelay.appleid.com" starting from around June 20th or so. Upon August 9th 06:00 UTC, we have noticed a sudden increase of "Hard Bounce" for nearly 20,000 users using the Apple's private relay email address, rendering the email sending useless for these customers. We have been constantly been able to send them emails, including just before this timeframe (e.g. August 9th 03:00 UTC), so it was a very sudden purge of the user data that has been done without our consent. From a business perspective, this hurts a lot for the un-sendable users since we have no way of contacting them if not for the private address. We are desperate to know what has happened for these customers that has been "hard bounced". We are suspecting that it should be tied to the private email and the users primary email (or user data's) tie in the Apple server being gone, but not sure enough since there is no such documentation nor any way to acknowledge what has happened anywhere. We will provide any information possible for resolving. Thank you.

I regularly see folks having problems importing cryptographic keys, so I thought I’d write down some hints and tips on how to recognise and import the various key formats. This post describes how to import each type of key. A companion post, On Cryptographic Keys Formats, discusses how to recognise the format of the data you have. If you have questions about any of this stuff, put them a new thread in Privacy & Security > General. Tag your thread with Security or Apple CrytoKit, or both!, so that I see it. Finally, if you want to see a specific example of these techniques in action, see Importing a PEM-based RSA Private Key and its Certificate. Share and Enjoy — Quinn “The Eskimo!” @ Developer Technical Support @ Apple let myEmail = "eskimo" + "1" + "@" + "apple.com" Importing Cryptographic Keys Apple platforms support 5 different key types: RSA (Security framework only) SECG secp256r1, aka NIST P-256 (Security framework and Apple CryptoKit) SECG secp384r1, aka NIST P-384 (Security framework and Apple CryptoKit) SECG secp521r1, aka NIST P-521 (Security framework and Apple CryptoKit) Curve 25519 (Apple CryptoKit only) This post explains how to import each type of key. If you’re not sure what type of key you have, or how its encoded, or you run into weird problems and suspect that you might be using the wrong key type or encoding, read On Cryptographic Keys Formats. Note This post focuses on APIs available on all Apple platforms. Some Mac-specific APIs can import other formats. The Security framework uses the SecKey type for all key types that it supports. Apple CryptoKit has a different approach: It uses different types for different key types, which helps catch common programming mistakes at compile time. There are 4 top-level enums: P256, for SECG secp256r1 P384, for SECG secp384r1 P521, for SECG secp521r1 Curve25519, for Curve 25519 Each of those enums contains a KeyAgreement enum and a Signing enum, where you express the intended purpose for your key. In this post I always use Signing but the code will work the same if you choose KeyAgreement. Finally, in each of those enums you’ll find both Public and Private types; these are structs that represent a specific public or private key. Undo PEM Encoding Writing a full-featured PEM parser is tricky. It is, however, relatively straightforward to undo the PEM encoding of a known simple PEM file. For example, if you have this file: % cat p256-private-key.pem -----BEGIN PRIVATE KEY----- MIGHAgEAMBMGByqGSM49AgEGCCqGSM49AwEHBG0wawIBAQQgmGp6kcu19PgWNuga r/CDWncdxmhlxAeo6ERpz2q4pHehRANCAASXR+mBqrjqcaJVzZoVYoWMQGAG8eQY Jg0x4ad/bCs1qaMTLyMtsANR2dgANIfU7lKEeZAxPap8ch+I1LtW2pHH -----END PRIVATE KEY----- Decode it like so: let u = URL(fileURLWithPath: "p256-private-key.pem") guard let pem = try? String(contentsOf: u) else { … handle error … } let pemBase64 = pem .split(separator: "\n") .dropFirst() .dropLast() .joined() guard let pemData = Data(base64Encoded: String(pemBase64)) else { … handle error … } debugPrint(pemData as NSData) // prints: // <30818702 01003013 06072a86 48ce3d02 0106082a 8648ce3d … d4bb56da 91c7> Import RSA Keys Use SecKeyCreateWithData to import an RSA key. If you have an RSAPublicKey structure like this: % xxd -p rsa-public-key.der 3082010a0282010100cf243c324b262470131648614b62ee9c52af43319c 2498a7c16ba9790bb3a881f960f7b0303f8f49e86fedd6813be5fa888393 55d04426df0050dbb771eb683773b7dd929949695093f910c8dcdb633674 de986ada8d643e0e819b7cd5ab3bde4372103797472dc843a2711699e21a 4afddeed9f62810316903457342c345a35ebb2f06da019fed2afa56e7856 6e75a0d712849ae255155d9304348318930611b3b4f1153d77ee5970f076 299c548c8afff53157205048ade26d40930af2ecc96d4f77e8591523b767 fa3cdbc45a8a210339c4a556cea2e0dfa3ee819b62e463f75d87a53c2fbd 1bbcb8ec8fe2e8000ce37235fa903113c7b37d9c2a8b39c54b0203010001 % % dumpasn1 -p -a rsa-public-key.der SEQUENCE { INTEGER 00 CF 24 3C 32 4B 26 24 70 13 16 48 61 4B 62 EE 9C 52 AF 43 31 9C 24 98 A7 C1 6B A9 79 0B B3 A8 81 F9 60 F7 B0 30 3F 8F 49 E8 6F ED D6 81 3B E5 FA 88 83 93 55 D0 44 26 DF 00 50 DB B7 71 EB 68 37 73 B7 DD 92 99 49 69 50 93 F9 10 C8 DC DB 63 36 74 DE 98 6A DA 8D 64 3E 0E 81 9B 7C D5 AB 3B DE 43 72 10 37 97 47 2D C8 43 A2 71 16 99 E2 1A 4A FD DE ED 9F 62 81 03 16 90 34 57 34 2C 34 5A 35 EB B2 F0 6D A0 19 FE D2 AF A5 6E 78 56 6E 75 A0 D7 12 84 9A E2 55 15 5D 93 04 34 83 18 93 06 11 B3 B4 F1 15 3D 77 EE 59 70 F0 76 29 9C 54 8C 8A FF F5 31 57 20 50 48 AD E2 6D 40 93 0A F2 EC C9 6D 4F 77 E8 59 15 23 B7 67 FA 3C DB C4 5A 8A 21 03 39 C4 A5 56 CE A2 E0 DF A3 EE 81 9B 62 E4 63 F7 5D 87 A5 3C 2F BD 1B BC B8 EC 8F E2 E8 00 0C E3 72 35 FA 90 31 13 C7 B3 7D 9C 2A 8B 39 C5 4B INTEGER 65537 } Import it with this code: let u = URL(fileURLWithPath: "rsa-public-key.der") guard let keyBytes = try? Data(contentsOf: u) else { … handle error … } guard let privateKey = SecKeyCreateWithData(keyBytes as NSData, [ kSecAttrKeyType: kSecAttrKeyTypeRSA, kSecAttrKeyClass: kSecAttrKeyClassPublic, ] as NSDictionary, nil) else { … handle error … } print(privateKey) // prints: // <SecKeyRef algorithm id: 1, key type: RSAPublicKey, version: 4, block size: 2048 bits, exponent: {hex: 10001, decimal: 65537}, modulus: …, addr: …> Note You don’t need to include any other attributes in the dictionary you pass to SecKeyCreateWithData. Specifically, many folks think that they need to pass in the kSecAttrKeySizeInBits attribute. This isn’t the case; SecKeyCreateWithData will work out the key size from the key data. If you have an RSAPrivateKey structure like this: % xxd -p rsa-private-key.der 308204a30201000282010100cf243c324b262470131648614b62ee9c52af 43319c2498a7c16ba9790bb3a881f960f7b0303f8f49e86fedd6813be5fa 88839355d04426df0050dbb771eb683773b7dd929949695093f910c8dcdb 633674de986ada8d643e0e819b7cd5ab3bde4372103797472dc843a27116 99e21a4afddeed9f62810316903457342c345a35ebb2f06da019fed2afa5 6e78566e75a0d712849ae255155d9304348318930611b3b4f1153d77ee59 70f076299c548c8afff53157205048ade26d40930af2ecc96d4f77e85915 23b767fa3cdbc45a8a210339c4a556cea2e0dfa3ee819b62e463f75d87a5 3c2fbd1bbcb8ec8fe2e8000ce37235fa903113c7b37d9c2a8b39c54b0203 0100010282010044b694716a946089fd0aeb3fbb2e3a5108ecb2b186466d 8d58904a4ba92213c7e9ddcccc5974fc275c3fa4f9ff2ccb816c3f996462 0df9870827ca7af4034f32f5e40c505121151a71bbb161b041e68b6e0159 363901a63b1fbcc6c3866da3127bf51e84125ebe452c8a7a513102dc0dfc 61331a2826fbcb4452d88aaa0f43ccfe436e1554f95bdd883c41e7e8529f acd7556ba539af3e083e7143ddf8637f67b59eea494b02396ff5089a1964 48dc8f7eb236d2f92a3358d0d6f5af1443205400bbd2758d3ec7cb208c11 7d78d68409f987fd6e43a93a26961c10c05f85458821594d242f8106856c 393f3b971cae1bfc20319e37147b22d2d2179ed5844e8102818100f27c96 e84d6ff814c56996a0e143fa85106d74e2eaa848347d8681bbcc396d85fc b51d318f543ad25090fe087e0e1ee0202f2ee8674e58609c22cc56e305c5 c55b016d0ca45c847ac88b59dd8a597388b09d7d5f86e2cdf60cb7660d94 a5e4e6f539506a6aacdf67fb9458b016a63d72392129eff5faa210a1739d 948ef0453b02818100daaf65e651382baed753222ab53dfb2f79ef96c6bd ec1c2822e5b8405900cf9203b2a0e015d12042cc9e686bbf3e5d2d732ed7 45e2a1cc1787637b8f14727dd5da11261d3a7cbe3521296f269cdf2a16ea 2974a710b14f3e61484d2580fef9c5bf4965a7a9ee6055a8c27867609408 7ef1643e81ab17307ca40b79166b693f310281803ed463719ba6f87bc14f 039579e8d83fa42b084f478804f57cd4de469fbafd92eb10ae98c9cf8452 3c47e55aa3f6daaf2e07abbad211adba929a3da201bedc28afd4e5c191d0 db0ec969ba063a33c548d4a269fad7836ae467151a1f48b5d762b4857e3d a4985866a3fc2322b52babde2dc95709730dd6f2423327d0775cf0430281 8100c4f14336c99c6992bb2e8e4da20de0c21ff14a7b4f9d6cba24bb7754 d412ebdc96e1ef09fffbe72ee172239e2d8c2f83f8008e34cce663942904 c9c8d0644fb920fb62b4ddf06ba813666a487eec67ce5d31da717e920048 b079d9a855e4caf270d3dbedc416fec1060ba53d8c77a4b31617ee46fedb 127a9d8e0b8dca4bed710281800c2fe643bfc8c81b39f1a574c751d2c5ee 0ce836a772197350f2f0a6a4d5248790a0cdf0c25a69a8834d645ea3c96e e740d95adeea689259ac4ce36a7310c86c9c35441fdd96ff8cec89a65f8c 8666bbc2a42cd2a58e70b1e8b2269ed6307c5a2143cbd41de4682dea4a38 8a7c8d2f4088e9a2008fa986f9b0e92fa517ecc77b % % dumpasn1 -p -a rsa-private-key.der SEQUENCE { INTEGER 0 INTEGER 00 CF 24 3C 32 4B 26 24 70 13 16 48 61 4B 62 EE 9C 52 AF 43 31 9C 24 98 A7 C1 6B A9 79 0B B3 A8 81 F9 60 F7 B0 30 3F 8F 49 E8 6F ED D6 81 3B E5 FA 88 83 93 55 D0 44 26 DF 00 50 DB B7 71 EB 68 37 73 B7 DD 92 99 49 69 50 93 F9 10 C8 DC DB 63 36 74 DE 98 6A DA 8D 64 3E 0E 81 9B 7C D5 AB 3B DE 43 72 10 37 97 47 2D C8 43 A2 71 16 99 E2 1A 4A FD DE ED 9F 62 81 03 16 90 34 57 34 2C 34 5A 35 EB B2 F0 6D A0 19 FE D2 AF A5 6E 78 56 6E 75 A0 D7 12 84 9A E2 55 15 5D 93 04 34 83 18 93 06 11 B3 B4 F1 15 3D 77 EE 59 70 F0 76 29 9C 54 8C 8A FF F5 31 57 20 50 48 AD E2 6D 40 93 0A F2 EC C9 6D 4F 77 E8 59 15 23 B7 67 FA 3C DB C4 5A 8A 21 03 39 C4 A5 56 CE A2 E0 DF A3 EE 81 9B 62 E4 63 F7 5D 87 A5 3C 2F BD 1B BC B8 EC 8F E2 E8 00 0C E3 72 35 FA 90 31 13 C7 B3 7D 9C 2A 8B 39 C5 4B INTEGER 65537 INTEGER 44 B6 94 71 6A 94 60 89 FD 0A EB 3F BB 2E 3A 51 08 EC B2 B1 86 46 6D 8D 58 90 4A 4B A9 22 13 C7 E9 DD CC CC 59 74 FC 27 5C 3F A4 F9 FF 2C CB 81 6C 3F 99 64 62 0D F9 87 08 27 CA 7A F4 03 4F 32 F5 E4 0C 50 51 21 15 1A 71 BB B1 61 B0 41 E6 8B 6E 01 59 36 39 01 A6 3B 1F BC C6 C3 86 6D A3 12 7B F5 1E 84 12 5E BE 45 2C 8A 7A 51 31 02 DC 0D FC 61 33 1A 28 26 FB CB 44 52 D8 8A AA 0F 43 CC FE 43 6E 15 54 F9 5B DD 88 3C 41 E7 E8 52 9F AC D7 55 6B A5 39 AF 3E 08 3E 71 43 DD F8 63 7F 67 B5 9E EA 49 4B 02 39 6F F5 08 9A 19 64 48 DC 8F 7E B2 36 D2 F9 2A 33 58 D0 D6 F5 AF 14 43 20 54 00 BB D2 75 8D 3E C7 CB 20 8C 11 7D 78 D6 84 09 F9 87 FD 6E 43 A9 3A 26 96 1C 10 C0 5F 85 45 88 21 59 4D 24 2F 81 06 85 6C 39 3F 3B 97 1C AE 1B FC 20 31 9E 37 14 7B 22 D2 D2 17 9E D5 84 4E 81 INTEGER 00 F2 7C 96 E8 4D 6F F8 14 C5 69 96 A0 E1 43 FA 85 10 6D 74 E2 EA A8 48 34 7D 86 81 BB CC 39 6D 85 FC B5 1D 31 8F 54 3A D2 50 90 FE 08 7E 0E 1E E0 20 2F 2E E8 67 4E 58 60 9C 22 CC 56 E3 05 C5 C5 5B 01 6D 0C A4 5C 84 7A C8 8B 59 DD 8A 59 73 88 B0 9D 7D 5F 86 E2 CD F6 0C B7 66 0D 94 A5 E4 E6 F5 39 50 6A 6A AC DF 67 FB 94 58 B0 16 A6 3D 72 39 21 29 EF F5 FA A2 10 A1 73 9D 94 8E F0 45 3B INTEGER 00 DA AF 65 E6 51 38 2B AE D7 53 22 2A B5 3D FB 2F 79 EF 96 C6 BD EC 1C 28 22 E5 B8 40 59 00 CF 92 03 B2 A0 E0 15 D1 20 42 CC 9E 68 6B BF 3E 5D 2D 73 2E D7 45 E2 A1 CC 17 87 63 7B 8F 14 72 7D D5 DA 11 26 1D 3A 7C BE 35 21 29 6F 26 9C DF 2A 16 EA 29 74 A7 10 B1 4F 3E 61 48 4D 25 80 FE F9 C5 BF 49 65 A7 A9 EE 60 55 A8 C2 78 67 60 94 08 7E F1 64 3E 81 AB 17 30 7C A4 0B 79 16 6B 69 3F 31 INTEGER 3E D4 63 71 9B A6 F8 7B C1 4F 03 95 79 E8 D8 3F A4 2B 08 4F 47 88 04 F5 7C D4 DE 46 9F BA FD 92 EB 10 AE 98 C9 CF 84 52 3C 47 E5 5A A3 F6 DA AF 2E 07 AB BA D2 11 AD BA 92 9A 3D A2 01 BE DC 28 AF D4 E5 C1 91 D0 DB 0E C9 69 BA 06 3A 33 C5 48 D4 A2 69 FA D7 83 6A E4 67 15 1A 1F 48 B5 D7 62 B4 85 7E 3D A4 98 58 66 A3 FC 23 22 B5 2B AB DE 2D C9 57 09 73 0D D6 F2 42 33 27 D0 77 5C F0 43 INTEGER 00 C4 F1 43 36 C9 9C 69 92 BB 2E 8E 4D A2 0D E0 C2 1F F1 4A 7B 4F 9D 6C BA 24 BB 77 54 D4 12 EB DC 96 E1 EF 09 FF FB E7 2E E1 72 23 9E 2D 8C 2F 83 F8 00 8E 34 CC E6 63 94 29 04 C9 C8 D0 64 4F B9 20 FB 62 B4 DD F0 6B A8 13 66 6A 48 7E EC 67 CE 5D 31 DA 71 7E 92 00 48 B0 79 D9 A8 55 E4 CA F2 70 D3 DB ED C4 16 FE C1 06 0B A5 3D 8C 77 A4 B3 16 17 EE 46 FE DB 12 7A 9D 8E 0B 8D CA 4B ED 71 INTEGER 0C 2F E6 43 BF C8 C8 1B 39 F1 A5 74 C7 51 D2 C5 EE 0C E8 36 A7 72 19 73 50 F2 F0 A6 A4 D5 24 87 90 A0 CD F0 C2 5A 69 A8 83 4D 64 5E A3 C9 6E E7 40 D9 5A DE EA 68 92 59 AC 4C E3 6A 73 10 C8 6C 9C 35 44 1F DD 96 FF 8C EC 89 A6 5F 8C 86 66 BB C2 A4 2C D2 A5 8E 70 B1 E8 B2 26 9E D6 30 7C 5A 21 43 CB D4 1D E4 68 2D EA 4A 38 8A 7C 8D 2F 40 88 E9 A2 00 8F A9 86 F9 B0 E9 2F A5 17 EC C7 7B } Import it with this code: let u = URL(fileURLWithPath: "rsa-private-key.der") guard let keyBytes = try? Data(contentsOf: u) else { … handle error … } guard let privateKey = SecKeyCreateWithData(keyBytes as NSData, [ kSecAttrKeyType: kSecAttrKeyTypeRSA, kSecAttrKeyClass: kSecAttrKeyClassPrivate, ] as NSDictionary, nil) else { … handle error … } print(privateKey) // prints: // <SecKeyRef algorithm id: 1, key type: RSAPrivateKey, version: 4, block size: 2048 bits, addr: …> Finally, an oft-forgotten feature of SecKeyCreateWithData is that it can undo a SubjectPublicKeyInfo wrapper. So, if you have an RSA public key wrapped in a SubjectPublicKeyInfo like this: % xxd -p public-key-rsa.der 30820122300d06092a864886f70d01010105000382010f003082010a0282 010100bce736006d9b0a2a49508f32e8d66f2b26236263a476f5a2eaf6af 34f0055b12b3bea5f5a62f3aab82274c3e3b21d15cc741100c670dd7687d 9c7e5c012d95bf5177993087df441c9944d10dff0767abfd6e412df279e4 e518b905e5582f967b6b2a64eeaeef712c594268fbff9cc2e63833ebffb7 f00c61fd7224ae2328047e13bbb904899e9ad5c9f44cfff5cd9a2df5a5b6 29bec605d6ecdce5dacba40cb119695f7c3dbd19e6fcd86a13700dfe6818 d1894aca9172a1e857540641971f7d7c9533aee2047c16c1c4f125e830b2 7d5e80d445c2fe09fa5586ee0bb105800fd1e8489e44b2f123eeef1cceeb eb1ba2d094923944181c513208c1f37fca31e50203010001 % % dumpasn1 -p -a public-key-rsa.der SEQUENCE { SEQUENCE { OBJECT IDENTIFIER rsaEncryption (1 2 840 113549 1 1 1) NULL } BIT STRING, encapsulates { SEQUENCE { INTEGER 00 BC E7 36 00 6D 9B 0A 2A 49 50 8F 32 E8 D6 6F 2B 26 23 62 63 A4 76 F5 A2 EA F6 AF 34 F0 05 5B 12 B3 BE A5 F5 A6 2F 3A AB 82 27 4C 3E 3B 21 D1 5C C7 41 10 0C 67 0D D7 68 7D 9C 7E 5C 01 2D 95 BF 51 77 99 30 87 DF 44 1C 99 44 D1 0D FF 07 67 AB FD 6E 41 2D F2 79 E4 E5 18 B9 05 E5 58 2F 96 7B 6B 2A 64 EE AE EF 71 2C 59 42 68 FB FF 9C C2 E6 38 33 EB FF B7 F0 0C 61 FD 72 24 AE 23 28 04 7E 13 BB B9 04 89 9E 9A D5 C9 F4 4C FF F5 CD 9A 2D F5 A5 B6 29 BE C6 05 D6 EC DC E5 DA CB A4 0C B1 19 69 5F 7C 3D BD 19 E6 FC D8 6A 13 70 0D FE 68 18 D1 89 4A CA 91 72 A1 E8 57 54 06 41 97 1F 7D 7C 95 33 AE E2 04 7C 16 C1 C4 F1 25 E8 30 B2 7D 5E 80 D4 45 C2 FE 09 FA 55 86 EE 0B B1 05 80 0F D1 E8 48 9E 44 B2 F1 23 EE EF 1C CE EB EB 1B A2 D0 94 92 39 44 18 1C 51 32 08 C1 F3 7F CA 31 E5 INTEGER 65537 } } } Import it with this code: let u = URL(fileURLWithPath: "public-key-rsa.der") guard let keyBytes = try? Data(contentsOf: u) else { … handle error … } guard let privateKey = SecKeyCreateWithData(keyBytes as NSData, [ kSecAttrKeyType: kSecAttrKeyTypeRSA, kSecAttrKeyClass: kSecAttrKeyClassPublic, ] as NSDictionary, nil) else { … handle error … } print(privateKey) // prints: // <SecKeyRef algorithm id: 1, key type: RSAPublicKey, version: 4, block size: 2048 bits, exponent: {hex: 10001, decimal: 65537}, modulus: …, addr: …> Import SECG Keys with Security Framework If you’re working with Security framework, use SecKeyCreateWithData to import an SECG key. If you have a secp256r1 public key in X9.63 format: % xxd p256-public-key.dat 00000000: 0497 47e9 81aa b8ea 71a2 55cd 9a15 6285 ..G.....q.U...b. 00000010: 8c40 6006 f1e4 1826 0d31 e1a7 7f6c 2b35 .@`....&.1...l+5 00000020: a9a3 132f 232d b003 51d9 d800 3487 d4ee .../#-..Q...4... 00000030: 5284 7990 313d aa7c 721f 88d4 bb56 da91 R.y.1=.|r....V.. 00000040: c7 . Import it with this code: let u = URL(fileURLWithPath: "p256-public-key.dat") guard let keyBytes = try? Data(contentsOf: u) else { … handle error … } guard let privateKey = SecKeyCreateWithData(keyBytes as NSData, [ kSecAttrKeyType: kSecAttrKeyTypeECSECPrimeRandom, kSecAttrKeyClass: kSecAttrKeyClassPublic, ] as NSDictionary, nil) else { … handle error … } print(privateKey) // prints: // <SecKeyRef curve type: kSecECCurveSecp256r1, algorithm id: 3, key type: ECPublicKey, version: 4, block size: 256 bits, y: …, x: …, addr: …> Note I’m using secp256r1 as an example. The code in this section will work for the other SECG key types, secp384r1 and secp521r1. And if you have a secp256r1 private key in X9.63 format: % xxd p256-private-key.dat 00000000: 0497 47e9 81aa b8ea 71a2 55cd 9a15 6285 ..G.....q.U...b. 00000010: 8c40 6006 f1e4 1826 0d31 e1a7 7f6c 2b35 .@`....&.1...l+5 00000020: a9a3 132f 232d b003 51d9 d800 3487 d4ee .../#-..Q...4... 00000030: 5284 7990 313d aa7c 721f 88d4 bb56 da91 R.y.1=.|r....V.. 00000040: c798 6a7a 91cb b5f4 f816 36e8 1aaf f083 ..jz......6..... 00000050: 5a77 1dc6 6865 c407 a8e8 4469 cf6a b8a4 Zw..he....Di.j.. 00000060: 77 w Import it with this code: let u = URL(fileURLWithPath: "p256-private-key.dat") guard let keyBytes = try? Data(contentsOf: u) else { … handle error … } guard let privateKey = SecKeyCreateWithData(keyBytes as NSData, [ kSecAttrKeyType: kSecAttrKeyTypeECSECPrimeRandom, kSecAttrKeyClass: kSecAttrKeyClassPrivate, ] as NSDictionary, nil) else { … handle error … } print(privateKey) // prints: // <SecKeyRef curve type: kSecECCurveSecp256r1, algorithm id: 3, key type: ECPrivateKey, version: 4, block size: 256 bits, addr: …> Import SECG Keys with Apple CryptoKit Apple CryptoKit can import SECG keys in three different ways: X9.63 raw key bytes DER encoding PEM encoding If you have a secp256r1 public key in X9.63 format, import it with this code: let u = URL(fileURLWithPath: "p256-public-key.dat") guard let keyBytes = try? Data(contentsOf: u) else { … handle error … } guard let publicKey = try? P256.Signing.PublicKey(x963Representation: keyBytes) else { … handle error … } print(publicKey) // prints: // PublicKey(impl: CryptoKit.CoreCryptoNISTCurvePublicKeyImpl<CryptoKit.P256.CurveDetails>(keyBytes: […]])) Note I’m using secp256r1 as an example. The code in this section will work for the other SECG key types, secp384r1 and secp521r1. If you have a secp256r1 private key in X9.63 format import it with this code: let u = URL(fileURLWithPath: "p256-private-key.dat") guard let keyBytes = try? Data(contentsOf: u) else { … handle error … } guard let privateKey = try? P256.Signing.PrivateKey(x963Representation: keyBytes) else { … handle error … } print(privateKey) // prints: // PrivateKey(impl: CryptoKit.CoreCryptoNISTCurvePrivateKeyImpl<CryptoKit.P256.CurveDetails>(key: CryptoKit.SecureBytes(backing: CryptoKit.SecureBytes.Backing))) CryptoKit can also import a DER-encoded SECG key. For example, it can import the following using the init(derRepresentation:) initialiser: % xxd -p public-key-p256.der 3059301306072a8648ce3d020106082a8648ce3d030107034200042c21f3 7049d4464afbf01813c51a4e1ef7a8101d2aa12b6a889635bc7c37e9011b fdd54006fdebdaef0d86a6d662561347982c95276013d1c1cd2d7865aff0 23 % % dumpasn1 -p -a public-key-p256.der SEQUENCE { SEQUENCE { OBJECT IDENTIFIER ecPublicKey (1 2 840 10045 2 1) OBJECT IDENTIFIER prime256v1 (1 2 840 10045 3 1 7) } BIT STRING 04 2C 21 F3 70 49 D4 46 4A FB F0 18 13 C5 1A 4E 1E F7 A8 10 1D 2A A1 2B 6A 88 96 35 BC 7C 37 E9 01 1B FD D5 40 06 FD EB DA EF 0D 86 A6 D6 62 56 13 47 98 2C 95 27 60 13 D1 C1 CD 2D 78 65 AF F0 23 } % % xxd -p private-key-p256.der 308187020100301306072a8648ce3d020106082a8648ce3d030107046d30 6b0201010420986a7a91cbb5f4f81636e81aaff0835a771dc66865c407a8 e84469cf6ab8a477a144034200049747e981aab8ea71a255cd9a1562858c 406006f1e418260d31e1a77f6c2b35a9a3132f232db00351d9d8003487d4 ee52847990313daa7c721f88d4bb56da91c7 % % dumpasn1 -p -a private-key-p256.der SEQUENCE { INTEGER 0 SEQUENCE { OBJECT IDENTIFIER ecPublicKey (1 2 840 10045 2 1) OBJECT IDENTIFIER prime256v1 (1 2 840 10045 3 1 7) } OCTET STRING, encapsulates { SEQUENCE { INTEGER 1 OCTET STRING 98 6A 7A 91 CB B5 F4 F8 16 36 E8 1A AF F0 83 5A 77 1D C6 68 65 C4 07 A8 E8 44 69 CF 6A B8 A4 77 [1] { BIT STRING 04 97 47 E9 81 AA B8 EA 71 A2 55 CD 9A 15 62 85 8C 40 60 06 F1 E4 18 26 0D 31 E1 A7 7F 6C 2B 35 A9 A3 13 2F 23 2D B0 03 51 D9 D8 00 34 87 D4 EE 52 84 79 90 31 3D AA 7C 72 1F 88 D4 BB 56 DA 91 C7 } } } } Finally, CryptoKit can import a PEM-encoded SECG. For example, it can import the following using the init(pemRepresentation:) initialiser: % cat public-key-p256.pem -----BEGIN PUBLIC KEY----- MFkwEwYHKoZIzj0CAQYIKoZIzj0DAQcDQgAELCHzcEnURkr78BgTxRpOHveoEB0q oStqiJY1vHw36QEb/dVABv3r2u8NhqbWYlYTR5gslSdgE9HBzS14Za/wIw== -----END PUBLIC KEY----- % cat private-key-p256.pem -----BEGIN PRIVATE KEY----- MIGHAgEAMBMGByqGSM49AgEGCCqGSM49AwEHBG0wawIBAQQgmGp6kcu19PgWNuga r/CDWncdxmhlxAeo6ERpz2q4pHehRANCAASXR+mBqrjqcaJVzZoVYoWMQGAG8eQY Jg0x4ad/bCs1qaMTLyMtsANR2dgANIfU7lKEeZAxPap8ch+I1LtW2pHH -----END PRIVATE KEY----- Mapping SECG Keys between Apple CryptoKit and Security Framework If you need to map an SECG key from Apple CryptoKit to Security framework, or vice versa, use the X9.63 format. Imagine that you’re working in Security framework but you need to import a PEM key. SecKeyCreateWithData will not accept an SECG key in PEM format; it requires that the key be in X9.63 format. CryptoKit can import a PEM key but you want to continue using your existing Security framework code. Fortunately there’s a way out of this bind: Import the PEM key using Apple CryptoKit. Get the X9.63 representation. Create the Security framework key from that. For example, the following routine imports a PEM secp256r1 private key and returns a SecKey object: func createSecKeyWithPEMSecp256r1Private(_ pem: String) throws -> SecKey { let privateKeyCK = try P256.Signing.PrivateKey(pemRepresentation: pem) let x963Data = privateKeyCK.x963Representation var errorQ: Unmanaged<CFError>? = nil guard let privateKeySF = SecKeyCreateWithData(x963Data as NSData, [ kSecAttrKeyType: kSecAttrKeyTypeECSECPrimeRandom, kSecAttrKeyClass: kSecAttrKeyClassPrivate, ] as NSDictionary, &errorQ) else { throw errorQ!.takeRetainedValue() } return privateKeySF } To go the other way, from Security framework to CryptoKit, call SecKeyCopyExternalRepresentation to get the X9.63 representation of the key and then create a CryptoKit value using the init(x963Representation:) initialiser. Importing Curve 25519 Keys Apple CryptoKit supports Curve 25519 keys. If you have the raw bytes of a Curve 25519 public key: % xxd curve25519-public-key.dat 00000000: 910b f46f 0c0d c836 878f a708 60fd de21 ...o...6....`..! 00000010: 9d5f 6265 0a83 a7c5 923d 2ab7 4b81 76c5 ._be.....=*.K.v. Import it with this code: let u = URL(fileURLWithPath: "curve25519-public-key.dat") guard let keyBytes = try? Data(contentsOf: u) else { … handle error … } guard let publicKey = try? Curve25519.Signing.PublicKey(rawRepresentation: keyBytes) else { … handle error … } print(publicKey) // prints: // PublicKey(baseKey: CryptoKit.Curve25519.Signing.CoreCryptoCurve25519PublicKeyImpl(keyBytes: […])) If you have the raw bytes of a Curve 25519 private key: % xxd curve25519-private-key.dat 00000000: 9fd9 0805 255b ae86 a6c3 035b 2de8 37e9 ....%[.....[-.7. 00000010: 29ea 792e a11f d466 e67e d0b2 65c0 a999 ).y....f.~..e... Import it with this code: let u = URL(fileURLWithPath: "curve25519-private-key.dat") guard let keyBytes = try? Data(contentsOf: u) else { … handle error … } guard let privateKey = try? Curve25519.Signing.PrivateKey(rawRepresentation: keyBytes) else { … handle error … } print(privateKey) // prints: // PrivateKey(baseKey: CryptoKit.Curve25519.Signing.CoreCryptoCurve25519PrivateKeyImpl(key: CryptoKit.SecureBytes(backing: CryptoKit.SecureBytes.Backing))) Revision History 2025-02-04 Added a link to Importing a PEM-based RSA Private Key and its Certificate. Made other minor editorial changes. 2021-05-23 First posted.

I have two applications, and I recently decided to add the Apple Sign In feature. Initially, I configured it for one of the apps as the Primary ID for this feature. Everything worked well, and I decided to add it to the second app. I made a mistake and used the First app as Primary ID using the "Group with an existing primary App ID" flag. Now, when I sign in using the second app, I don't see it in the list of apps in iPhone Settings for Apple Sign In; I only see the primary app. And with that, I no longer see a prompt for sharing/hiding email, and I am unable to revoke credentials correctly. I decided to change the Second app's Sign-in config and set it as the Primary ID for the feature. I was hoping to get two apps independent for the SignIn. However, it doesn't seem to make a difference. The second app behaves the same way, as long as the first app used SignIn, the second one always thinks that the user has already used that feature and never shows the correct prompt. Is there something I missed after changing the Configuration?

Hello, We are working on integrating app integrity verification into our service application, following Apple's App Attest and DeviceCheck guide. Our server issues a challenge to the client, which then sends the challenge, attestation, and keyId in CBOR format to Apple's App Attest server for verification. However, we are unable to reach both https://attest.apple.com and https://attest.development.apple.com due to network issues. These attempts have been made from both our internal corporate network and mobile hotspot environments. Despite adjusting DNS settings and other configurations, the issue persists. Are there alternative methods or solutions to address this problem? Any recommended network configurations or guidelines to successfully connect to Apple's App Attest servers would be greatly appreciated. Thank you.

I keep getting the following error when trying to run Passkey sign in on macOS. Told not to present authorization sheet: Error Domain=com.apple.AuthenticationServicesCore.AuthorizationError Code=1 "(null)" ASAuthorizationController credential request failed with error: Error Domain=com.apple.AuthenticationServices.AuthorizationError Code=1004 "(null)" This is the specific error. Application with identifier a is not associated with domain b I have config the apple-app-site-association link and use ?mode=developer Could there be any reason for this?

Trusted execution is a generic name for a Gatekeeper and other technologies that aim to protect users from malicious code. General: Forums topic: Code Signing Forums tag: Gatekeeper Developer > Signing Mac Software with Developer ID Apple Platform Security support document Safely open apps on your Mac support article Hardened Runtime document WWDC 2022 Session 10096 What’s new in privacy covers some important Gatekeeper changes in macOS 13 (starting at 04: 32), most notably app bundle protection WWDC 2023 Session 10053 What’s new in privacy covers an important change in macOS 14 (starting at 17:46), namely, app container protection WWDC 2024 Session 10123 What’s new in privacy covers an important change in macOS 15 (starting at 12:23), namely, app group container protection Updates to runtime protection in macOS Sequoia news post Testing a Notarised Product forums post Resolving Trusted Execution Problems forums post App Translocation Notes forums post Most trusted execution problems are caused by code signing or notarisation issues. See Code Signing Resources and Notarisation Resources. Share and Enjoy — Quinn “The Eskimo!” @ Developer Technical Support @ Apple let myEmail = "eskimo" + "1" + "@" + "apple.com"

When presenting a cookie banner for GDPR purposes, should ATT precede the cookie banner? It seems that showing a Cookie Banner and then showing the ATT permission prompt afterwards (if a user elects to allow cookies/tracking) would be more appropriate. Related question: Should the “Allow Tracking” toggle for an app in system settings serve as a master switch for any granular tracking that might be managed by a 3rd party Consent Management Platform? If ATT is intended to serve as a master switch for tracking consent, if the ATT prompt is presented before a cookie banner, should the banner even appear if a user declines tracking consent? I’m not finding any good resources that describe this flow in detail and I’m seeing implementations all over the place on this. Help! Thanks!!!

I have configured DKIM and amazon's default spf. but can't get emails using Amazon Send, do I have to configure a custom domain name here for this to work, I'd like to get a definitive conclusion!

We implemented a feature to receive name and email address after Sign in with Apple, and it works perfectly in our testing. However, during the app review, they says it doesn't work, and the app is rejected. Why does it work differently?

Hi, I know it's been discussed before, but I'm testing the Sign in with Apple feature, and I only get the user info on the first try. Now, I know that you're supposed to go to the account settings, and look for the list of accounts that you used your Apple account to sign in with, and it used to work a few months back. But for the last few weeks I haven't been able to get the user info, even after deleting the entry from my Sign In With Apple app list. Has there been a recent change to Apple security policy that prevents such a move from working ? Or am I doing something wrong ? Thank you

this is my monitor image that shows DeviceCheck api responding very slowly.

Hi, Just follow the related post to implement this method in the app, but it gave me error, like: "An SSL error has occurred and a secure connection to the server cannot be made" the info plist configuration like below, NSPinnedDomains mysite.com NSIncludesSubdomains NSPinnedCAIdentities SPKI-SHA256-BASE64 r/mIkG3eEpVdm+u/ko/cwxzOMo1bk4TyHIlByibiA5E= The pub key is right for me, since it works when I use different pub key pinning through URLSession interface. So here, I dont know where to start the troubleshooting, any advice would be appreciated.

General: Forums subtopic: Privacy & Security > General Forums tag: App Sandbox App Sandbox documentation App Sandbox Design Guide documentation — This is no longer available from Apple. There’s still some info in there that isn’t covered by the current docs but, with the latest updates, it’s pretty minimal (r. 110052019). Still, if you’re curious, you can consult an old copy [1]. App Sandbox Temporary Exception Entitlements archived documentation — To better understand the role of temporary exception entitlements, see this post. Embedding a command-line tool in a sandboxed app documentation Discovering and diagnosing App Sandbox violations (replaces the Viewing Sandbox Violation Reports forums post) Resolving App Sandbox Inheritance Problems forums post The Case for Sandboxing a Directly Distributed App forums post Implementing Script Attachment in a Sandboxed App forums post Share and Enjoy — Quinn “The Eskimo!” @ Developer Technical Support @ Apple let myEmail = "eskimo" + "1" + "@" + "apple.com" [1] For example, this one archived by the Wayback Machine.

I regularly help developers with keychain problems, both here on DevForums and for my Day Job™ in DTS. Over the years I’ve learnt a lot about the API, including many pitfalls and best practices. This post is my attempt to collect that experience in one place. If you have questions or comments about any of this, put them in a new thread and apply the Security tag so that I see it. Share and Enjoy — Quinn “The Eskimo!” @ Developer Technical Support @ Apple let myEmail = "eskimo" + "1" + "@" + "apple.com" SecItem: Pitfalls and Best Practices It’s just four functions, how hard can it be? The SecItem API seems very simple. After all, it only has four function calls, how hard can it be? In reality, things are not that easy. Various factors contribute to making this API much trickier than it might seem at first glance. This post explains some of the keychain’s pitfalls and then goes on to explain various best practices. Before reading this, make sure you understand the fundamentals by reading its companion post, SecItem: Fundamentals. Pitfalls Lets start with some common pitfalls. Queries and Uniqueness Constraints The relationship between query dictionaries and uniqueness constraints is a major source of problems with the keychain API. Consider code like this: var copyResult: CFTypeRef? = nil let query = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", kSecAttrGeneric: Data("SecItemHints".utf8), ] as NSMutableDictionary let err = SecItemCopyMatching(query, &copyResult) if err == errSecItemNotFound { query[kSecValueData] = Data("opendoor".utf8) let err2 = SecItemAdd(query, nil) if err2 == errSecDuplicateItem { fatalError("… can you get here? …") } } Can you get to the fatal error? At first glance this might not seem possible because you’ve run your query and it’s returned errSecItemNotFound. However, the fatal error is possible because the query contains an attribute, kSecAttrGeneric, that does not contribute to the uniqueness. If the keychain contains a generic password whose service (kSecAttrService) and account (kSecAttrAccount) attributes match those supplied but whose generic (kSecAttrGeneric) attribute does not, the SecItemCopyMatching calls will return errSecItemNotFound. However, for a generic password item, of the attributes shown here, only the service and account attributes are included in the uniqueness constraint. If you try to add an item where those attributes match an existing item, the add will fail with errSecDuplicateItem even though the value of the generic attribute is different. The take-home point is that that you should study the attributes that contribute to uniqueness and use them in a way that’s aligned with your view of uniqueness. See the Uniqueness section of SecItem: Fundamentals for a link to the relevant documentation. Erroneous Attributes Each keychain item class supports its own specific set of attributes. For information about the attributes supported by a given class, see SecItem: Fundamentals. I regularly see folks use attributes that aren’t supported by the class they’re working with. For example, the kSecAttrApplicationTag attribute is only supported for key items (kSecClassKey). Using it with a certificate item (kSecClassCertificate) will cause, at best, a runtime error and, at worst, mysterious bugs. This is an easy mistake to make because: The ‘parameter block’ nature of the SecItem API means that the compiler won’t complain if you use an erroneous attribute. On macOS, the shim that connects to the file-based keychain ignores unsupported attributes. Imagine you want to store a certificate for a particular user. You might write code like this: let err = SecItemAdd([ kSecClass: kSecClassCertificate, kSecAttrApplicationTag: Data(name.utf8), kSecValueRef: cert, ] as NSDictionary, nil) The goal is to store the user’s name in the kSecAttrApplicationTag attribute so that you can get back their certificate with code like this: let err = SecItemCopyMatching([ kSecClass: kSecClassCertificate, kSecAttrApplicationTag: Data(name.utf8), kSecReturnRef: true, ] as NSDictionary, &copyResult) On iOS, and with the data protection keychain on macOS, both calls will fail with errSecNoSuchAttr. That makes sense, because the kSecAttrApplicationTag attribute is not supported for certificate items. Unfortunately, the macOS shim that connects the SecItem API to the file-based keychain ignores extraneous attributes. This results in some very bad behaviour: SecItemAdd works, ignoring kSecAttrApplicationTag. SecItemCopyMatching ignores kSecAttrApplicationTag, returning the first certificate that it finds. If you only test with a single user, everything seems to work. But, later on, when you try your code with multiple users, you might get back the wrong result depending on the which certificate the SecItemCopyMatching call happens to discover first. Ouch! Context Matters Some properties change behaviour based on the context. The value type properties are the biggest offender here, as discussed in the Value Type Subtleties section of SecItem: Fundamentals. However, there are others. The one that’s bitten me is kSecMatchLimit: In a query and return dictionary its default value is kSecMatchLimitOne. If you don’t supply a value for kSecMatchLimit, SecItemCopyMatching returns at most one item that matches your query. In a pure query dictionary its default value is kSecMatchLimitAll. For example, if you don’t supply a value for kSecMatchLimit, SecItemDelete will delete all items that match your query. This is a lesson that, once learnt, is never forgotten! Note Although this only applies to the data protection keychain. If you’re on macOS and targeting the file-based keychain, kSecMatchLimit always defaults to kSecMatchLimitOne (r. 105800863). Fun times! Digital Identities Aren’t Real A digital identity is the combination of a certificate and the private key that matches the public key within that certificate. The SecItem API has a digital identity keychain item class, namely kSecClassIdentity. However, the keychain does not store digital identities. When you add a digital identity to the keychain, the system stores its components, the certificate and the private key, separately, using kSecClassCertificate and kSecClassKey respectively. This has a number of non-obvious effects: Adding a certificate can ‘add’ a digital identity. If the new certificate happens to match a private key that’s already in the keychain, the keychain treats that pair as a digital identity. Likewise when you add a private key. Similarly, removing a certificate or private key can ‘remove’ a digital identity. Adding a digital identity will either add a private key, or a certificate, or both, depending on what’s already in the keychain. Removing a digital identity removes its certificate. It might also remove the private key, depending on whether that private key is used by a different digital identity. The system forms a digital identity by matching the kSecAttrApplicationLabel (klbl) attribute of the private key with the kSecAttrPublicKeyHash (pkhh) attribute of the certificate. If you add both items to the keychain and the system doesn’t form an identity, check the value of these attributes. For more information the key attributes, see SecItem attributes for keys. Keys Aren’t Stored in the Secure Enclave Apple platforms let you protect a key with the Secure Enclave (SE). The key is then hardware bound. It can only be used by that specific SE [1]. Earlier versions of the Protecting keys with the Secure Enclave article implied that SE-protected keys were stored in the SE itself. This is not true, and it’s caused a lot of confusion. For example, I once asked the keychain team “How much space does the SE have available to store keys?”, a question that’s complete nonsense once you understand how this works. In reality, SE-protected keys are stored in the standard keychain database alongside all your other keychain items. The difference is that the key is wrapped in such a way that only the SE can use it. So, the key is protected by the SE, not stored in the SE. A while back we updated the docs to clarify this point but the confusion persists. [1] Technically it’s that specific iteration of that specific SE. If you erase the device then the key material needed to use the key is erased and so the key becomes permanently useless. This is the sort of thing you’ll find explained in Apple Platform Security. Careful With that Shim, Mac Developer As explained in TN3137 On Mac keychain APIs and implementations, macOS has a shim that connects the SecItem API to either the data protection keychain or the file-based keychain depending on the nature of the request. That shim has limitations. Some of those are architectural but others are simply bugs in the shim. For some great examples, see the Investigating Complex Attributes section below. The best way to avoid problems like this is to target the data protection keychain. If you can’t do that, try to avoid exploring the outer reaches of the SecItem API. If you encounter a case that doesn’t make sense, try that same case with the data protection keychain. If it works there but fails with the file-based keychain, please do file a bug against the shim. It’ll be in good company. Here’s some known issues with the shim: It ignores unsupported attributes. See Erroneous Attributes, above, for more background on that. The shim can fan out to both the data protection and the file-based keychain. In that case it has to make a policy decision about how to handle errors. This results in some unexpected behaviour (r. 143405965). For example, if you call SecItemCopyMatching while the keychain is locked, the data protection keychain will fail with errSecInteractionNotAllowed (-25308). OTOH, it’s possible to query for the presence of items in the file-based keychain even when it’s locked. If you do that and there’s no matching item, the file-based keychain fails with errSecItemNotFound (-25300). When the shim gets these conflicting errors, it chooses to return the latter. Whether this is right or wrong depends on your perspective, but it’s certainly confusing, especially if you’re coming at this from the iOS side. If you call SecItemDelete without specifying a match limit (kSecMatchLimit), the data protection keychain deletes all matching items, whereas the file-based keychain just deletes a single match (r. 105800863). While these issue have all have bug numbers, there’s no guarantee that any of them will be fixed. Fixing bugs like this is tricky because of binary compatibility concerns. Add-only Attributes Some attributes can only be set when you add an item. These attributes are usually associated with the scope of the item. For example, to protect an item with the Secure Enclave, supply the kSecAttrAccessControl attribute to the SecItemAdd call. Once you do that, however, you can’t change the attribute. Calling SecItemUpdate with a new kSecAttrAccessControl won’t work. Lost Keychain Items A common complaint from developers is that a seemingly minor update to their app has caused it to lose all of its keychain items. Usually this is caused by one of two problems: Entitlement changes Query dictionary confusion Access to keychain items is mediated by various entitlements, as described in Sharing access to keychain items among a collection of apps. If the two versions of your app have different entitlements, one version may not be able to ‘see’ items created by the other. Imagine you have an app with an App ID of SKMME9E2Y8.com.example.waffle-varnisher. Version 1 of your app is signed with the keychain-access-groups entitlement set to [ SKMME9E2Y8.groupA, SKMME9E2Y8.groupB ]. That makes its keychain access group list [ SKMME9E2Y8.groupA, SKMME9E2Y8.groupB, SKMME9E2Y8.com.example.waffle-varnisher ]. If this app creates a new keychain item without specifying kSecAttrAccessGroup, the system places the item into SKMME9E2Y8.groupA. If version 2 of your app removes SKMME9E2Y8.groupA from the keychain-access-groups, it’ll no longer be able to see the keychain items created by version 1. You’ll also see this problem if you change your App ID prefix, as described in App ID Prefix Change and Keychain Access. IMPORTANT When checking for this problem, don’t rely on your .entitlements file. There are many steps between it and your app’s actual entitlements. Rather, run codesign to dump the entitlements of your built app: % codesign -d --entitlements - /path/to/your.app Lost Keychain Items, Redux Another common cause of lost keychain items is confusion about query dictionaries, something discussed in detail in this post and SecItem: Fundamentals. If SecItemCopyMatching isn’t returning the expected item, add some test code to get all the items and their attributes. For example, to dump all the generic password items, run code like this: func dumpGenericPasswords() throws { let itemDicts = try secCall { SecItemCopyMatching([ kSecClass: kSecClassGenericPassword, kSecMatchLimit: kSecMatchLimitAll, kSecReturnAttributes: true, ] as NSDictionary, $0) } as! [[String: Any]] print(itemDicts) } Then compare each item’s attributes against the attributes you’re looking for to see why there was no match. Data Protection and Background Execution Keychain items are subject to data protection. Specifically, an item may or may not be accessible depending on whether specific key material is available. For an in-depth discussion of how this works, see Apple Platform Security. Note This section focuses on iOS but you’ll see similar effects on all Apple platforms. On macOS specifically, the contents of this section only apply to the data protection keychain. The keychain supports three data protection levels: kSecAttrAccessibleWhenUnlocked kSecAttrAccessibleAfterFirstUnlock kSecAttrAccessibleAlways Note There are additional data protection levels, all with the ThisDeviceOnly suffix. Understanding those is not necessary to understanding this pitfall. Each data protection level describes the lifetime of the key material needed to work with items protected in that way. Specifically: The key material needed to work with a kSecAttrAccessibleWhenUnlocked item comes and goes as the user locks and unlocks their device. The key material needed to work with a kSecAttrAccessibleAfterFirstUnlock item becomes available when the device is first unlocked and remains available until the device restarts. The default data protection level is kSecAttrAccessibleWhenUnlocked. If you add an item to the keychain and don’t specify a data protection level, this is what you get [1]. To specify a data protection level when you add an item to the keychain, apply the kSecAttrAccessible attribute. Alternatively, embed the access level within a SecAccessControl object and apply that using the kSecAttrAccessControl attribute. IMPORTANT It’s best practice to set these attributes when you add the item and then never update them. See Add-only Attributes, above, for more on that. If you perform an operation whose data protection is incompatible with the currently available key material, that operation fails with errSecInteractionNotAllowed [2]. There are four fundamental keychain operations, discussed in the SecItem: Fundamentals, and each interacts with data protection in a different way: Copy — If you attempt to access a keychain item whose key material is unavailable, SecItemCopyMatching fails with errSecInteractionNotAllowed. This is an obvious result; the whole point of data protection is to enforce this security policy. Add — If you attempt to add a keychain item whose key material is unavailable, SecItemAdd fails with errSecInteractionNotAllowed. This is less obvious. The reason why this fails is that the system needs the key material to protect (by encryption) the keychain item, and it can’t do that if if that key material isn’t available. Update — If you attempt to update a keychain item whose key material is unavailable, SecItemUpdate fails with errSecInteractionNotAllowed. This result is an obvious consequence of the previous result. Delete — Deleting a keychain item, using SecItemDelete, doesn’t require its key material, and thus a delete will succeed when the item is otherwise unavailable. That last point is a significant pitfall. I regularly see keychain code like this: Read an item holding a critical user credential. If that works, use that credential. If it fails, delete the item and start from a ‘factory reset’ state. The problem is that, if your code ends up running in the background unexpectedly, step 1 fails with errSecInteractionNotAllowed and you turn around and delete the user’s credential. Ouch! Note Even if you didn’t write this code, you might have inherited it from a keychain wrapper library. See *Think Before Wrapping, below. There are two paths forward here: If you don’t expect this code to work in the background, check for the errSecInteractionNotAllowed error and non-destructively cancel the operation in that case. If you expect this code to be running in the background, switch to a different data protection level. WARNING For the second path, the most obvious fix is to move from kSecAttrAccessibleWhenUnlocked to kSecAttrAccessibleAfterFirstUnlock. However, this is not a panacea. It’s possible that your app might end up running before first unlock [3]. So, if you choose the second path, you must also make sure to follow the advice for the first path. You can determine whether the device is unlocked using the isProtectedDataAvailable property and its associated notifications. However, it’s best not to use this property as part of your core code, because such preflighting is fundamentally racy. Rather, perform the operation and handle the error gracefully. It might make sense to use isProtectedDataAvailable property as part of debugging, logging, and diagnostic code. [1] For file data protection there’s an entitlement (com.apple.developer.default-data-protection) that controls the default data protection level. There’s no such entitlement for the keychain. That’s actually a good thing! In my experience the file data protection entitlement is an ongoing source of grief. See this thread if you’re curious. [2] This might seem like an odd error but it’s actually pretty reasonable: The operation needs some key material that’s currently unavailable. Only a user action can provide that key material. But the data protection keychain will never prompt the user to unlock their device. Thus you get an error instead. [3] iOS generally avoids running third-party code before first unlock, but there are circumstances where that can happen. The obvious legitimate example of this is a VoIP app, where the user expects their phone to ring even if they haven’t unlocked it since the last restart. There are also other less legitimate examples of this, including historical bugs that caused apps to launch in the background before first unlock. Best Practices With the pitfalls out of the way, let’s talk about best practices. Less Painful Dictionaries I look at a lot of keychain code and it’s amazing how much of it is way more painful than it needs to be. The biggest offender here is the dictionaries. Here are two tips to minimise the pain. First, don’t use CFDictionary. It’s seriously ugly. While the SecItem API is defined in terms of CFDictionary, you don’t have to work with CFDictionary directly. Rather, use NSDictionary and take advantage of the toll-free bridge. For example, consider this CFDictionary code: CFTypeRef keys[4] = { kSecClass, kSecAttrService, kSecMatchLimit, kSecReturnAttributes, }; static const int kTen = 10; CFNumberRef ten = CFNumberCreate(NULL, kCFNumberIntType, &kTen); CFAutorelease(ten); CFTypeRef values[4] = { kSecClassGenericPassword, CFSTR("AYS"), ten, kCFBooleanTrue, }; CFDictionaryRef query = CFDictionaryCreate( NULL, keys, values, 4, &kCFTypeDictionaryKeyCallBacks, &kCFTypeDictionaryValueCallBacks ); Note This might seem rather extreme but I’ve literally seen code like this, and worse, while helping developers. Contrast this to the equivalent NSDictionary code: NSDictionary * query = @{ (__bridge NSString *) kSecClass: (__bridge NSString *) kSecClassGenericPassword, (__bridge NSString *) kSecAttrService: @"AYS", (__bridge NSString *) kSecMatchLimit: @10, (__bridge NSString *) kSecReturnAttributes: @YES, }; Wow, that’s so much better. Second, if you’re working in Swift, take advantage of its awesome ability to create NSDictionary values from Swift dictionary literals. Here’s the equivalent code in Swift: let query = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecMatchLimit: 10, kSecReturnAttributes: true, ] as NSDictionary Nice! Avoid Reusing Dictionaries I regularly see folks reuse dictionaries for different SecItem calls. For example, they might have code like this: var copyResult: CFTypeRef? = nil let dict = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", kSecReturnData: true, ] as NSMutableDictionary var err = SecItemCopyMatching(dict, &copyResult) if err == errSecItemNotFound { dict[kSecValueData] = Data("opendoor".utf8) err = SecItemAdd(dict, nil) } This specific example will work, but it’s easy to spot the logic error. kSecReturnData is a return type property and it makes no sense to pass it to a SecItemAdd call whose second parameter is nil. I’m not sure why folks do this. I think it’s because they think that constructing dictionaries is expensive. Regardless, this pattern can lead to all sorts of weird problems. For example, it’s the leading cause of the issue described in the Queries and the Uniqueness Constraints section, above. My advice is that you use a new dictionary for each call. That prevents state from one call accidentally leaking into a subsequent call. For example, I’d rewrite the above as: var copyResult: CFTypeRef? = nil let query = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", kSecReturnData: true, ] as NSMutableDictionary var err = SecItemCopyMatching(query, &copyResult) if err == errSecItemNotFound { let add = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", kSecValueData: Data("opendoor".utf8), ] as NSMutableDictionary err = SecItemAdd(add, nil) } It’s a bit longer, but it’s much easier to track the flow. And if you want to eliminate the repetition, use a helper function: func makeDict() -> NSMutableDictionary { [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", ] as NSMutableDictionary } var copyResult: CFTypeRef? = nil let query = makeDict() query[kSecReturnData] = true var err = SecItemCopyMatching(query, &copyResult) if err == errSecItemNotFound { let add = makeDict() query[kSecValueData] = Data("opendoor".utf8) err = SecItemAdd(add, nil) } Think Before Wrapping A lot of folks look at the SecItem API and immediately reach for a wrapper library. A keychain wrapper library might seem like a good idea but there are some serious downsides: It adds another dependency to your project. Different subsystems within your project may use different wrappers. The wrapper can obscure the underlying API. Indeed, its entire raison d’être is to obscure the underlying API. This is problematic if things go wrong. I regularly talk to folks with hard-to-debug keychain problems and the conversation goes something like this: Quinn: What attributes do you use in the query dictionary? J R Developer: What’s a query dictionary? Quinn: OK, so what error are you getting back? J R Developer: It throws WrapperKeychainFailedError. That’s not helpful )-: If you do use a wrapper, make sure it has diagnostic support that includes the values passed to and from the SecItem API. Also make sure that, when it fails, it returns an error that includes the underlying keychain error code. These benefits will be particularly useful if you encounter a keychain problem that only shows up in the field. Wrappers must choose whether to be general or specific. A general wrapper may be harder to understand than the equivalent SecItem calls, and it’ll certainly contain a lot of complex code. On the other hand, a specific wrapper may have a model of the keychain that doesn’t align with your requirements. I recommend that you think twice before using a keychain wrapper. Personally I find the SecItem API relatively easy to call, assuming that: I use the techniques shown in Less Painful Dictionaries, above, to avoid having to deal with CFDictionary. I use my secCall(…) helpers to simplify error handling. For the code, see Calling Security Framework from Swift. If you’re not prepared to take the SecItem API neat, consider writing your own wrapper, one that’s tightly focused on the requirements of your project. For example, in my VPN apps I use the wrapper from this post, which does exactly what I need in about 100 lines of code. Prefer to Update Of the four SecItem functions, SecItemUpdate is the most neglected. Rather than calling SecItemUpdate I regularly see folks delete and then re-add the item. This is a shame because SecItemUpdate has some important benefits: It preserves persistent references. If you delete and then re-add the item, you get a new item with a new persistent reference. It’s well aligned with the fundamental database nature of the keychain. It forces you to think about which attributes uniquely identify your item and which items can be updated without changing the item’s identity. Understand These Key Attributes Key items have a number of attributes that are similarly named, and it’s important to keep them straight. I created a cheat sheet for this, namely, SecItem attributes for keys. You wouldn’t believe how often I consult this! Investigating Complex Attributes Some attributes have values where the format is not obvious. For example, the kSecAttrIssuer attributed is documented as: The corresponding value is of type CFData and contains the X.500 issuer name of a certificate. What exactly does that mean? If I want to search the keychain for all certificates issued by a specific certificate authority, what value should I supply? One way to figure this out is to add a certificate to the keychain, read the attributes back, and then dump the kSecAttrIssuer value. For example: let cert: SecCertificate = … let attrs = try secCall { SecItemAdd([ kSecValueRef: cert, kSecReturnAttributes: true, ] as NSDictionary, $0) } as! [String: Any] let issuer = attrs[kSecAttrIssuer as String] as! NSData print((issuer as NSData).debugDescription) // prints: <3110300e 06035504 030c074d 6f757365 4341310b 30090603 55040613 024742> Those bytes represent the contents of a X.509 Name ASN.1 structure with DER encoding. This is without the outer SEQUENCE element, so if you dump it as ASN.1 you’ll get a nice dump of the first SET and then a warning about extra stuff at the end of the file: % xxd issuer.asn1 00000000: 3110 300e 0603 5504 030c 074d 6f75 7365 1.0...U....Mouse 00000010: 4341 310b 3009 0603 5504 0613 0247 42 CA1.0...U....GB % dumpasn1 -p issuer.asn1 SET { SEQUENCE { OBJECT IDENTIFIER commonName (2 5 4 3) UTF8String 'MouseCA' } } Warning: Further data follows ASN.1 data at position 18. Note For details on the Name structure, see section 4.1.2.4 of RFC 5280. Amusingly, if you run the same test against the file-based keychain you’ll… crash. OK, that’s not amusing. It turns out that the code above doesn’t work when targeting the file-based keychain because SecItemAdd doesn’t return a dictionary but rather an array of dictionaries (r. 21111543). Once you get past that, however, you’ll see it print: <301f3110 300e0603 5504030c 074d6f75 73654341 310b3009 06035504 06130247 42> Which is different! Dumping it as ASN.1 shows that it’s the full Name structure, including the outer SEQUENCE element: % xxd issuer-file-based.asn1 00000000: 301f 3110 300e 0603 5504 030c 074d 6f75 0.1.0...U....Mou 00000010: 7365 4341 310b 3009 0603 5504 0613 0247 seCA1.0...U....G 00000020: 42 B % dumpasn1 -p issuer-file-based.asn1 SEQUENCE { SET { SEQUENCE { OBJECT IDENTIFIER commonName (2 5 4 3) UTF8String 'MouseCA' } } SET { SEQUENCE { OBJECT IDENTIFIER countryName (2 5 4 6) PrintableString 'GB' } } } This difference in behaviour between the data protection and file-based keychains is a known bug (r. 26391756) but in this case it’s handy because the file-based keychain behaviour makes it easier to understand the data protection keychain behaviour. Import, Then Add It’s possible to import data directly into the keychain. For example, you might use this code to add a certificate: let certData: Data = … try secCall { SecItemAdd([ kSecClass: kSecClassCertificate, kSecValueData: certData, ] as NSDictionary, nil) } However, it’s better to import the data and then add the resulting credential reference. For example: let certData: Data = … let cert = try secCall { SecCertificateCreateWithData(nil, certData as NSData) } try secCall { SecItemAdd([ kSecValueRef: cert, ] as NSDictionary, nil) } There are two advantages to this: If you get an error, you know whether the problem was with the import step or the add step. It ensures that the resulting keychain item has the correct attributes. This is especially important for keys. These can be packaged in a wide range of formats, so it’s vital to know whether you’re interpreting the key data correctly. I see a lot of code that adds key data directly to the keychain. That’s understandable because, back in the day, this was the only way to import a key on iOS. Fortunately, that’s not been the case since the introduction of SecKeyCreateWithData in iOS 10 and aligned releases. For more information about importing keys, see Importing Cryptographic Keys. App Groups on the Mac Sharing access to keychain items among a collection of apps explains that three entitlements determine your keychain access: keychain-access-groups application-identifier (com.apple.application-identifier on macOS) com.apple.security.application-groups In the discussion of com.apple.security.application-groups it says: Starting in iOS 8, the array of strings given by this entitlement also extends the list of keychain access groups. That’s true, but it’s also potentially misleading. This affordance only works on iOS and its child platforms. It doesn’t work on macOS. That’s because app groups work very differently on macOS than they do on iOS. For all the details, see App Groups: macOS vs iOS: Working Towards Harmony. However, the take-home point is that, when you use the data protection keychain on macOS, your keychain access group list is built from keychain-access-groups and com.apple.application-identifier. Revision History 2025-06-29 Added the Data Protection and Background Execution section. Made other minor editorial changes. 2025-02-03 Added another specific example to the Careful With that Shim, Mac Developer section. 2025-01-29 Added somes specific examples to the Careful With that Shim, Mac Developer section. 2025-01-23 Added the Import, Then Add section. 2024-08-29 Added a discussion of identity formation to the Digital Identities Aren’t Real section. 2024-04-11 Added the App Groups on the Mac section. 2023-10-25 Added the Lost Keychain Items and Lost Keychain Items, Redux sections. 2023-09-22 Made minor editorial changes. 2023-09-12 Fixed various bugs in the revision history. Added the Erroneous Attributes section. 2023-02-22 Fixed the link to the VPNKeychain post. Corrected the name of the Context Matters section. Added the Investigating Complex Attributes section. 2023-01-28 First posted.

Hi everyone, I'm developing an iOS app using the AppsFlyer SDK. I understand that starting with iOS 14.5, if a user denies the App Tracking Transparency (ATT) permission, we are not allowed to access the IDFA or perform cross-app tracking. However, I’d like to clarify which in-app events are still legally and technically safe to send when the user denies ATT permission. Specifically, I want to know: Is it acceptable to send events like onboarding_completed, paywall_viewed, subscription_started, subscribe, subscribe_price, or app_opened if they are not linked to IDFA or any form of user tracking? Would sending such internal behavioral events (used purely for SKAdNetwork performance tracking or in-app analytics) violate Apple’s privacy policy if no device identifiers are attached? Additionally, if these events are sent in fully anonymous form (i.e., not associated with IDFA, user ID, email, or any identifiable metadata), does Apple still consider this a privacy concern? In other words, can onboarding_completed, paywall_viewed, subsribe, subscribe_price, etc., be sent in anonymous format without violating ATT policies? Are there any official Apple guidelines or best practices that outline what types of events are considered compliant in the absence of ATT consent? My goal is to remain 100% compliant with Apple’s policies while still analyzing meaningful user behavior to improve the in-app experience. Any clarification or pointers to documentation would be greatly appreciated. Thanks in advance!

I am in need of assistance with sandboxing the riot games client and game league of legends. I originally played on a vm from linux but after the change to the incredibly intrusive rootkit malware vanguard. I cannot play from a vm or at least it would be difficult, if this route of containerizing it on mac proves to be more difficult (which wouldn't make sense) then I will go back to spoofing the a vm to not look like a vm. This is even more infuriating because I almost exclusively play Team Fight Tactics in which there is zero cheating and cheating would give a player zero advantage. I decided I would try the Mac version of the game but apple does not sandbox applications at all like flatpak and flatseal from linux. The game has access to my entire system and can read and write to my home directory. This is a massive security risk. I originally tried checking the system settings privacy and security section but the application was not listed anywhere nor was it given access on any of the sections listed. I checked both user local and global tcc.dbs and neither had records that gave the game or client any privileges. This was concerning because tcc.db appears to be the only user facing way of managing permissions that you would think would be a bare minimum baseline and yet the game and client have full access to my system and those permissions are listed nowhere and are given no where. Ie. the default is just to let it do as it pleases even though its a game that only thing it needs to render to the screen. MacOS should properly fix this and implement proper sandboxing of applications like flatpak. I then began building a configuration scheme for sandbox-exec seeing as it was the last opportunity to correctly contain the application to only have the permissions it needs. I carefully crafted the config but it fails just as simply allowing all with allow default... (version 1) (allow default) I run the application with the following command: sandbox-exec -f ~/config.sb "/Users/Shared/Riot Games/Riot Client.app/Contents/MacOS/RiotClientServices" Below are some of the errors produced from running the client sandboxed. 00:44:09.819 (SplashScreenManager) Displaying splash screen from default-splash.html for 2000ms 00:44:09.825 app.isPackaged true 00:44:09.842 Loading page from http://127.0.0.1:51563/index.html sandbox initialization failed: Operation not permitted Failed to initialize sandbox.[0102/004409.953876:ERROR:exception_snapshot_mac.cc(139)] exception_thread not found in task [0102/004409.954838:ERROR:process_reader_mac.cc(309)] thread_get_state(4): (os/kern) invalid argument (4) [0102/004409.954852:ERROR:process_reader_mac.cc(309)] thread_get_state(4): (os/kern) invalid argument (4) [0102/004409.955178:WARNING:process_reader_mac.cc(532)] multiple MH_EXECUTE modules (/usr/libexec/rosetta/runtime, /Library/Apple/usr/libexec/oah/libRosettaRuntime) [0102/004409.955364:WARNING:process_reader_mac.cc(532)] multiple MH_EXECUTE modules (/usr/libexec/rosetta/runtime, /Users/Shared/Riot Games/Riot Client.app/Contents/Frameworks/Riot Client.app/Contents/Frameworks/Riot Client Helper (Renderer).app/Contents/MacOS/Riot Client Helper (Renderer)) [0102/004410.111422:ERROR:exception_snapshot_mac.cc(139)] exception_thread not found in task [4607:0102/004415.168524:ERROR:gpu_process_host.cc(991)] GPU process exited unexpectedly: exit_code=6 [4607:0102/004415.187770:ERROR:network_service_instance_impl.cc(521)] Network service crashed, restarting service. 00:44:15.215 Renderer process has unexpectedly crashed or was killed: crashed (6) { reason: 'crashed', exitCode: 6 }

With the new ios 26 update, certain numbers will be filtered into other inboxes within imessage. What numbers are classified as "known", and will not be moved into these filters. Do they need to be a contact in your phone, or if a business texts you how will that be filtered?

Hi, I've been developing an app with a server. I'm hosting the server on an IPv6-ONLY network that's hidden behind the CloudFlare, so it works flawlessly from the clients point of view, but if server needs to access external resources, they need to be accessible over IPv6. As it turns out, appleid.apple.com doesn't support IPv6, and the Sign In with Apple happens with the help of my server. So, I can't sign users in as Apple doesn't support IPv6 traffic on appleid.apple.com. Are there any plans to support IPv6 in the near future, or should I work on the networking setup to enable IPv4 just for the Apple SSO? Or maybe there's a clever workaround I'm missing?

Hello. I have issue with implementing "Sign in with Apple" on my website. As folow, I have created: App ID identifier: com.livnobus.app (G2F5N5UHYZ) Service ID identifier: com.livnobus.client (B25ZN8P84U) with option enabled "Sign in with Apple" and configuration (Primary App ID and Webiste URLs) Key ID: 43N8XKUW7S with option enabled "Sign in with Apple" and configuration (Primary App ID and Grouped App Ids) When I click "Sign in with Apple" on my website (https://dev.livnobus.com/auth/login), system redirect me to https://appleid.apple.com/ and error show "invalid_client". Redirect URL on my web site is: https://appleid.apple.com/auth/authorize?client_id=com.livnobus.client&redirect_uri=https%3A%2F%2Fdev.livnobus.com%2Fauth%2Fapple%2Fcallback&scope=name%20email&response_type=code&response_mode=form_post&state=eGAgdpLrvskJc26RbTizc9TGwxnL6KAEJOf68pmO&nonce=e7c7a242-1977-47ea-9013-98820c24bfba.eGAgdpLrvskJc26RbTizc9TGwxnL6KAEJOf68pmO There was old Service ID identifier com.livnobus.app-client, for which I lost private KEY, so I have created new one: com.livnobus.client With old Service ID com.livnobus.app-client, https://appleid.apple.com/ shows me Apple form for sign in, but with new Service ID com.livnobus.client there is error "invalid_client" https://appleid.apple.com/auth/authorize?client_id=com.livnobus.app-client&redirect_uri=https%3A%2F%2Fdev.livnobus.com%2Fauth%2Fapple%2Fcallback&scope=name%20email&response_type=code&response_mode=form_post&state=eGAgdpLrvskJc26RbTizc9TGwxnL6KAEJOf68pmO&nonce=e7c7a242-1977-47ea-9013-98820c24bfba.eGAgdpLrvskJc26RbTizc9TGwxnL6KAEJOf68pmO These changes I have made last Friday, and since then I can't use "Sign in with Apple" on my website. Thanks!

I am currently unable to enable passkey in my app so I am having to tell my users to skip the prompts for using passkey. We have noticed that after a few times of this the OS will stop asking the user to register their passkey. The question is, how long does this last before the OS asks you to use passkey again? Is it permanent until you re-install the app? Just looking for a time frame if anyone knows.