Prioritize user privacy and data security in your app. Discuss best practices for data handling, user consent, and security measures to protect user information.

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Proper Approach to Programmatically Determine SIP State
Hello, I have encountered several challenges related to System Integrity Protection (SIP) state detection and code signing requirements. I would like to seek clarification and guidance on the proper approach to programmatically determine the SIP state. Here are the issues I’ve encountered: XPC Code Signing Check APIs: APIs like setCodeSigningRequirement and setConnectionCodeSigningRequirement do not work when SIP disabled and that's ok given what SIP is. LaunchCodeRequirement API: When using Process.launchRequirement, the LaunchCodeRequirement API does not function anymore when SIP disabled. The IsSIPProtected requirement behaves in a way that is not clearly documented -- it appears to only apply to pre-installed Apple apps. Legacy APIs: Older APIs like SecCodeCheckValidity are likely to be non-functional, though I haven’t had the chance to validate this yet. Private API Concerns: So to mitigate those limitations I prefer my app to not even try to connect to untrusted XPC or launch untrusted Processes when SIP is disabled. The only way to determine SIP state I could find is a low-level C function csr_get_active_config. However, this function is not declared in any publicly available header file, indicating that it is a private API. Since private APIs cannot be used in App Store-distributed apps and are best avoided for Developer ID-signed apps, this does not seem like a viable solution. Given these limitations, what is the recommended and proper approach to programmatically determine the SIP state in a macOS application? Any insights or guidance would be greatly appreciated. Thank you!
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May ’25
Accessing PIV Smart Card Certificates from iPadOS application.
I am new to swift development, and it's possible that I'm missing something fundamental/obvious. If so, I apologize in advance. My team is developing an application for iPadOS using SwiftUI, and I'm trying to accomplish something similar to what the original inquirer is asking for in this thread: https://aninterestingwebsite.com/forums/thread/725152. The only difference is that I'm trying to use a PIV smart card to achieve authentication to a server rather than digitally sign a document. Unfortunately, I'm getting stuck when attempting to run the list() function provided in the accepted answer to the post mentioned above. When attempting to call SecItemCopyMatching(), I'm getting a -34018 missing entitlement error. I've attempted to add the com.apple.token to my app's keychain-access-groups entitlements, but this does not resolve the issue. I have checked the entitlements in my built app, per the recommendation in the troubleshooting guide here: https://aninterestingwebsite.com/forums/thread/114456. The entitlement for com.apple.token is indeed present in the plist. Based on other documentation I've read, however, it seems that the explicit declaration of com.apple.token should not even be required in the entitlements. Is there something obvious that I'm missing here that would prevent my app from accessing the token access group?
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241
Jul ’25
How to Programmatically Install and Trust Root Certificate in System Keychain
I am developing a macOS application (targeting macOS 13 and later) that is non-sandboxed and needs to install and trust a root certificate by adding it to the System keychain programmatically. I’m fine with prompting the user for admin privileges or password, if needed. So far, I have attempted to execute the following command programmatically from both: A user-level process A root-level process sudo security add-trusted-cert -d -r trustRoot -k /Library/Keychains/System.keychain /path/to/cert.pem While the certificate does get installed, it does not appear as trusted in the Keychain Access app. One more point: The app is not distributed via MDM. App will be distributed out side the app store. Questions: What is the correct way to programmatically install and trust a root certificate in the System keychain? Does this require additional entitlements, signing, or profile configurations? Is it possible outside of MDM management? Any guidance or working samples would be greatly appreciated.
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Jul ’25
ASPasswordCredential Returns a Blank Password with Apple Password App
Using the simplified sign-in with tvOS and a third party password manager, I receive a complete ASPasswordCredential, and I can easily log into my app. When I do the same thing but with Apple's password manager as the source, I receive an ASPasswordCredential that includes the email address, but the password is an empty string. I have tried deleting the credentials from Apple Passwords and regenerating them with a new login to the app's website. I have tried restarting my iPhone. Is this the expected behavior? How should I be getting a password from Apple's Password app with an ASAuthorizationPasswordRequest?
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300
Aug ’25
Unsandboxed app can't modify other app
I work for Brave, a browser with ~80M users. We want to introduce a new system for automatic updates called Omaha 4 (O4). It's the same system that powers automatic updates in Chrome. O4 runs as a separate application on users' systems. For Chrome, this works as follows: An app called GoogleUpdater.app regularly checks for updates in the background. When a new version is found, then GoogleUpdater.app installs it into Chrome's installation directory /Applications/Google Chrome.app. But consider what this means: A separate application, GoogleUpdater.app, is able to modify Google Chrome.app. This is especially surprising because, for example, the built-in Terminal.app is not able to modify Google Chrome.app. Here's how you can check this for yourself: (Re-)install Chrome with its DMG installer. Run the following command in Terminal: mkdir /Applications/Google\ Chrome.app/test. This works. Undo the command: rm -rf /Applications/Google\ Chrome.app/test Start Chrome and close it again. mkdir /Applications/Google\ Chrome.app/test now fails with "Operation not permitted". (These steps assume that Terminal does not have Full Disk Access and System Integrity Protection is enabled.) In other words, once Chrome was started at least once, another application (Terminal in this case) is no longer allowed to modify it. But at the same time, GoogleUpdater.app is able to modify Chrome. It regularly applies updates to the browser. For each update, this process begins with an mkdir call similarly to the one shown above. How is this possible? What is it in macOS that lets GoogleUpdater.app modify Chrome, but not another app such as Terminal? Note that Terminal is not sandboxed. I've checked that it's not related to codesigning or notarization issues. In our case, the main application (Brave) and the updater (BraveUpdater) are signed and notarized with the same certificate and have equivalent requirements, entitlements and provisioning profiles as Chrome and GoogleUpdater. The error that shows up in the Console for the disallowed mkdir call is: kernel (Sandbox) System Policy: mkdir(8917) deny(1) file-write-create /Applications/Google Chrome.app/foo (It's a similar error when BraveUpdater tries to install a new version into /Applications/Brave Browser.app.) The error goes away when I disable System Integrity Protection. But of course, we cannot ask users to do that. Any help would be greatly appreciated.
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May ’25
Help with Entitlements for Keychain Access
Hi everyone, I’m working an Objective-C lib that performs Keychain operations, such as generating cryptographic keys and signing data. The lib will be used by my team in a Java program for macOS via JNI. When working with the traditional file-based Keychain (i.e., without access control flags), everything works smoothly, no issues at all. However, as soon as I try to generate a key using access control flags SecAccessControlCreateWithFlags, the Data Protection Keychain returns error -34018 (errSecMissingEntitlement) during SecKeyCreateRandomKey. This behavior is expected. To address this, I attempted to codesign my native dynamic library (.dylib) with an entitlement plist specifying various combinations of: keychain-access-groups com.apple.security.keychain etc. with: My Apple Development certificate Developer ID Application certificate Apple Distribution certificate None of these combinations made a difference, the error persists. I’d love to clarify: Is it supported to access Data Protection Keychain / Secure Enclave Keys in this type of use case? If so, what exact entitlements does macOS expect when calling SecKeyCreateRandomKey from a native library? I’d really appreciate any guidance or clarification. Thanks in advance! Best regards, Neil
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Jul ’25
API: SecPKCS12Import; error code: -25264; error message: MAC verification failed during PKCS12 import (wrong password?)
Problem Statement: Pre-requisite is to generate a PKCS#12 file using openssl 3.x or above. Note: I have created a sample cert, but unable to upload it to this thread. Let me know if there is a different way I can upload. When trying to import a p12 certificate (generated using openssl 3.x) using SecPKCS12Import on MacOS (tried on Ventura, Sonoma, Sequoia). It is failing with the error code: -25264 and error message: MAC verification failed during PKCS12 import (wrong password?). I have tried importing in multiple ways through, Security Framework API (SecPKCS12Import) CLI (security import <cert_name> -k ~/Library/Keychains/login.keychain -P "<password>”) Drag and drop in to the Keychain Application All of them fail to import the p12 cert. RCA: The issues seems to be due to the difference in the MAC algorithm. The MAC algorithm used in the modern certs (by OpenSSL3 is SHA-256) which is not supported by the APPLE’s Security Framework. The keychain seems to be expecting the MAC algorithm to be SHA-1. Workaround: The current workaround is to convert the modern p12 cert to a legacy format (using openssl legacy provider which uses openssl 1.1.x consisting of insecure algorithms) which the SecPKCS12Import API understands. I have created a sample code using references from another similar thread (https://aninterestingwebsite.com/forums/thread/723242) from 2023. The steps to compile and execute the sample is mentioned in the same file. PFA the sample code by the name “pkcs12_modern_to_legacy_converter.cpp”. Also PFA a sample certificate which will help reproduce the issue by the name “modern_certificate.p12” whose password is “export”. Questions: Is there a fix on this issue? If yes, pls guide me through it; else, is it expected to be fixed in the future releases? Is there a different way to import the p12 cert which is resistant to the issue? This issue also poses a security concerns on using outdated cryptographic algorithms. Kindly share your thoughts. pkcs12_modern_to_legacy_converter.cpp
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Apr ’25
ASWebAuthenticationSession + Universal Links Callback Issue
Problem Description: In our App, When we launch the web login part using ASWebAuthentication + Universal Links with callback scheme as "https", we are not receiving callback. Note: We are using "SwiftUIWebAuthentication" Swift Package Manager to display page in ASWebAuth. But when we use custom url scheme instead of Universal link, app able to receive call back every time. We use ".onOpenURL" to receive universal link callback scheme.
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Jul ’25
ASWebAuthenticationSession password autofill iOS 18.5 broken
I have been implementing an sdk for authenticating a user. I have noticed that on iOS 18.5, whether using SFSafariViewController, or the sdk (built on ASWebAuthenticationSession), password autofill does not work. I have confirmed it works on a different device running iOS 18.0.1. Are there any work arounds for this at this time? Specifically for ASWebAuthenticationSession?
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Jul ’25
Error when using SecItemAdd with kSecReturnPersistentRef and user presence kSecAttrAccessControl
I'm trying to add a generic password to the keychain and get back the persistent ID for it, and give it .userPresence access control. Unfortunately, if I include that, I get paramError back from SecItemAdd. Here's the code: @discardableResult func set(username: String, hostname: String?, password: String, comment: String? = nil) throws -> PasswordEntry { // Delete any existing matching password… if let existing = try? getEntry(forUsername: username, hostname: hostname) { try deletePassword(withID: existing.id) } // Store the new password… var label = username if let hostname { label = label + "@" + hostname } var item: [String: Any] = [ kSecClass as String : kSecClassGenericPassword, kSecAttrDescription as String : "TermPass Password", kSecAttrGeneric as String : self.bundleID.data(using: .utf8)!, kSecAttrLabel as String : label, kSecAttrAccount as String : username, kSecValueData as String : password.data(using: .utf8)!, kSecReturnData as String : true, kSecReturnPersistentRef as String: true, ] if self.synchronizable { item[kSecAttrSynchronizable as String] = kCFBooleanTrue! } if let hostname { item[kSecAttrService as String] = hostname } if let comment { item[kSecAttrComment as String] = comment } // Apply access control to require the user to prove presence when // retrieving this password… var error: Unmanaged<CFError>? guard let accessControl = SecAccessControlCreateWithFlags(nil, kSecAttrAccessibleWhenUnlockedThisDeviceOnly, .userPresence, &error) else { let cfError = error!.takeUnretainedValue() as Error throw cfError } item[kSecAttrAccessControl as String] = accessControl item[kSecAttrAccessible as String] = kSecAttrAccessibleWhenUnlockedThisDeviceOnly var result: AnyObject! let status = SecItemAdd(item as CFDictionary, &result) try Errors.throwIfError(osstatus: status) load() guard let secItem = result as? [String : Any], let persistentRef = secItem[kSecValuePersistentRef as String] as? Data else { throw Errors.malformedItem } let entry = PasswordEntry(id: persistentRef, username: username, hostname: hostname, password: password, comment: comment) return entry } (Note that I also tried it omitting kSecAttrAccessible, but it had no effect.) This code works fine if I omit setting kSecAttrAccessControl. Any ideas? TIA!
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Jul ’25
Crash Detection / Emergency SOS: desafios reais de segurança pessoal em escala
Estou compartilhando algumas observações técnicas sobre Crash Detection / Emergency SOS no ecossistema Apple, com base em eventos amplamente observados em 2022 e 2024, quando houve chamadas automáticas em massa para serviços de emergência. A ideia aqui não é discutir UX superficial ou “edge cases isolados”, mas sim comportamento sistêmico em escala, algo que acredito ser relevante para qualquer time que trabalhe com sistemas críticos orientados a eventos físicos. Contexto resumido A partir do iPhone 14, a Detecção de Acidente passou a correlacionar múltiplos sensores (acelerômetros de alta faixa, giroscópio, GPS, microfones) para inferir eventos de impacto severo e acionar automaticamente chamadas de emergência. Em 2022, isso resultou em um volume significativo de falsos positivos, especialmente em atividades com alta aceleração (esqui, snowboard, parques de diversão). Em 2024, apesar de ajustes, houve recorrência localizada do mesmo padrão. Ponto técnico central O problema não parece ser hardware, nem um “bug pontual”, mas sim o estado intermediário de decisão: Aceleração ≠ acidente Ruído ≠ impacto real Movimento extremo ≠ incapacidade humana Quando o classificador entra em estado ambíguo, o sistema depende de uma janela curta de confirmação humana (toque/voz). Em ambientes ruidosos, com o usuário em movimento ou fisicamente ativo, essa confirmação frequentemente falha. O sistema então assume incapacidade e executa a ação fail-safe: chamada automática. Do ponto de vista de engenharia de segurança, isso é compreensível. Do ponto de vista de escala, é explosivo. Papel da Siri A Siri não “decide” o acidente, mas é um elo sensível na cadeia humano–máquina. Falhas de compreensão por ruído, idioma, respiração ofegante ou ausência de resposta acabam sendo interpretadas como sinal de emergência real. Isso é funcionalmente equivalente ao que vemos em sistemas automotivos como o eCall europeu, quando a confirmação humana é inexistente ou degradada. O dilema estrutural Há um trade-off claro e inevitável: Reduzir falsos negativos (não perder um acidente real) Aumentar falsos positivos (chamadas indevidas) Para o usuário individual, errar “para mais” faz sentido. Para serviços públicos de emergência, milhões de dispositivos errando “para mais” criam ruído operacional real. Por que isso importa para developers A Apple hoje opera, na prática, um dos maiores sistemas privados de segurança pessoal automatizada do mundo, interagindo diretamente com infraestrutura pública crítica. Isso coloca Crash Detection / SOS na mesma categoria de sistemas safety-critical, onde: UX é parte da segurança Algoritmos precisam ser auditáveis “Human-in-the-loop” não pode ser apenas nominal Reflexões abertas Alguns pontos que, como developer, acho que merecem discussão: Janelas de confirmação humana adaptativas ao contexto (atividade física, ruído). Cancelamento visual mais agressivo em cenários de alto movimento. Perfis de sensibilidade por tipo de atividade, claramente comunicados. Critérios adicionais antes da chamada automática quando o risco de falso positivo é estatisticamente alto. Não é um problema simples, nem exclusivo da Apple. É um problema de software crítico em contato direto com o mundo físico, operando em escala planetária. Justamente por isso, acho que vale uma discussão técnica aberta, sem ruído emocional. Curioso para ouvir perspectivas de quem trabalha com sistemas similares (automotivo, wearables, safety-critical, ML embarcado). — Rafa
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Jan ’26
Hardware Memory Tag (MIE) enforcement outside of debugger
(Xcode 26.2, iPhone 17 Pro) I can't seem to get hardware tag checks to work in an app launched without the special "Hardware Memory Tagging" diagnostics. In other words, I have been unable to reproduce the crash example at 6:40 in Apple's video "Secure your app with Memory Integrity Enforcement". When I write a heap overflow or a UAF, it is picked up perfectly provided I enable the "Hardware Memory Tagging" feature under Scheme Diagnostics. If I instead add the Enhanced Security capability with the memory-tagging related entitlements: I'm seeing distinct memory tags being assigned in pointers returned by malloc (without the capability, this is not the case) Tag mismatches are not being caught or enforced, regardless of soft mode The behaviour is the same whether I launch from Xcode without "Hardware Memory Tagging", or if I launch the app by tapping it on launchpad. In case it was related to debug builds, I also tried creating an ad hoc IPA and it didn't make any difference. I realise there's a wrinkle here that the debugger sets MallocTagAll=1, so possibly it will pick up a wider range of issues. However I would have expected that a straight UAF would be caught. For example, this test code demonstrates that tagging is active but it doesn't crash: #define PTR_TAG(p) ((unsigned)(((uintptr_t)(p) >> 56) & 0xF)) void *p1 = malloc(32); void *p2 = malloc(32); void *p3 = malloc(32); os_log(OS_LOG_DEFAULT, "p1 = %p (tag: %u)\n", p1, PTR_TAG(p1)); os_log(OS_LOG_DEFAULT, "p2 = %p (tag: %u)\n", p2, PTR_TAG(p2)); os_log(OS_LOG_DEFAULT, "p3 = %p (tag: %u)\n", p3, PTR_TAG(p3)); free(p2); void *p2_realloc = malloc(32); os_log(OS_LOG_DEFAULT, "p2 after free+malloc = %p (tag: %u)\n", p2_realloc, PTR_TAG(p2_realloc)); // Is p2_realloc the same address as p2 but different tag? os_log(OS_LOG_DEFAULT, "Same address? %s\n", ((uintptr_t)p2 & 0x00FFFFFFFFFFFFFF) == ((uintptr_t)p2_realloc & 0x00FFFFFFFFFFFFFF) ? "YES" : "NO"); // Now try to use the OLD pointer p2 os_log(OS_LOG_DEFAULT, "Attempting use-after-free via old pointer p2...\n"); volatile char c = *(volatile char *)p2; // Should this crash? os_log(OS_LOG_DEFAULT, "Read succeeded! Value: %d\n", c); Example output: p1 = 0xf00000b71019660 (tag: 15) p2 = 0x200000b711958c0 (tag: 2) p3 = 0x300000b711958e0 (tag: 3) p2 after free+malloc = 0x700000b71019680 (tag: 7) Same address? NO Attempting use-after-free via old pointer p2... Read succeeded! Value: -55 For reference, these are my entitlements. [Dict] [Key] application-identifier [Value] [String] … [Key] com.apple.developer.team-identifier [Value] [String] … [Key] com.apple.security.hardened-process [Value] [Bool] true [Key] com.apple.security.hardened-process.checked-allocations [Value] [Bool] true [Key] com.apple.security.hardened-process.checked-allocations.enable-pure-data [Value] [Bool] true [Key] com.apple.security.hardened-process.dyld-ro [Value] [Bool] true [Key] com.apple.security.hardened-process.enhanced-security-version [Value] [Int] 1 [Key] com.apple.security.hardened-process.hardened-heap [Value] [Bool] true [Key] com.apple.security.hardened-process.platform-restrictions [Value] [Int] 2 [Key] get-task-allow [Value] [Bool] true What do I need to do to make Memory Integrity Enforcement do something outside the debugger?
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1.3k
Feb ’26
Prevent batch operations on Secure Enclave
Hi, I have an application that uses SecureEnclave keys to protect secrets. By passing an LAContext object to the Secure Enclave operations, authentication state can be preserved across decrypt operations, and you do not need to re-authenticate for doing different operations. However, for security reasons, I would like to avoid that it is possible to do operations in batch with certain keys generated by the Secure Enclave, by any application. This would avoid malicious binaries to batch-extract all the secrets that are protected by a key from my Secure Enclave, and force to re-authenticate on every operation. Is there a way to prevent batch operations without re-authenticating for Secure Enclave keys? thanks, Remko
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610
Jan ’26
deviceOwnerAuthenticationWithCompanion evaluation not working as expected
In one of my apps I would like to find out if users have their device set up to authenticate with their Apple Watch. According to the documentation (https://aninterestingwebsite.com/documentation/localauthentication/lapolicy/deviceownerauthenticationwithcompanion) this would be done by evaluating the LAPolicy like this: var error: NSError? var canEvaluateCompanion = false if #available(iOS 18.0, *) { canEvaluateCompanion = context.canEvaluatePolicy(.deviceOwnerAuthenticationWithCompanion, error: &error) } But when I run this on my iPhone 16 Pro (iOS 18.5) with a paired Apple Watch SE 2nd Gen (watchOS 11.5) it always returns false and the error is -1000 "No companion device available". But authentication with my watch is definitely enabled, because I regularly unlock my phone with the watch. Other evaluations of using biometrics just works as expected. Anything that I am missing?
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Jul ’25
Information on macOS tracking/updating of CRLs
With Let's Encrypt having completely dropped support for OCSP recently [1], I wanted to ask if macOS has a means of keeping up to date with their CRLs and if so, roughly how often this occurs? I first observed an issue where a revoked-certificate test site, "revoked.badssl.com" (cert signed by Let's Encrypt), was not getting blocked on any browser, when a revocation policy was set up using the SecPolicyCreateRevocation API, in tandem with the kSecRevocationUseAnyAvailableMethod and kSecRevocationPreferCRL flags. After further investigation, I noticed that even on a fresh install of macOS, Safari does not block this test website, while Chrome and Firefox (usually) do, due to its revoked certificate. Chrome and Firefox both have their own means of dealing with CRLs, while I assume Safari uses the system Keychain and APIs. I checked cert info for the site here [2]. It was issued on 2025-07-01 20:00 and revoked an hour later. [1] https://letsencrypt.org/2024/12/05/ending-ocsp/ [2] https://www.ssllabs.com/ssltest/analyze.html?d=revoked.badssl.com
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Sep ’25
Accessibility permission not granted for sandboxed macOS menu bar app (TestFlight & local builds)
Hello, I am developing a macOS menu bar window-management utility (similar in functionality to Magnet / Rectangle) that relies on the Accessibility (AXUIElement) API to move and resize windows and on global hotkeys. I am facing a consistent issue when App Sandbox is enabled. Summary: App Sandbox enabled Hardened Runtime enabled Apple Events entitlement enabled NSAccessibilityDescription present in Info.plist AXIsProcessTrustedWithOptions is called with prompt enabled Observed behavior: When App Sandbox is enabled, the Accessibility permission prompt never appears. The app cannot be manually added in System Settings → Privacy & Security → Accessibility. AXIsProcessTrusted always returns false. As a result, window snapping does not work. When App Sandbox is disabled: The Accessibility prompt appears correctly. The app functions as expected. This behavior occurs both: In local builds In TestFlight builds My questions: Is this expected behavior for sandboxed macOS apps that rely on Accessibility APIs? Are window-management utilities expected to ship without App Sandbox enabled? Is there any supported entitlement or configuration that allows a sandboxed app to request Accessibility permission? Thank you for any clarification.
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425
Jan ’26
Proper Approach to Programmatically Determine SIP State
Hello, I have encountered several challenges related to System Integrity Protection (SIP) state detection and code signing requirements. I would like to seek clarification and guidance on the proper approach to programmatically determine the SIP state. Here are the issues I’ve encountered: XPC Code Signing Check APIs: APIs like setCodeSigningRequirement and setConnectionCodeSigningRequirement do not work when SIP disabled and that's ok given what SIP is. LaunchCodeRequirement API: When using Process.launchRequirement, the LaunchCodeRequirement API does not function anymore when SIP disabled. The IsSIPProtected requirement behaves in a way that is not clearly documented -- it appears to only apply to pre-installed Apple apps. Legacy APIs: Older APIs like SecCodeCheckValidity are likely to be non-functional, though I haven’t had the chance to validate this yet. Private API Concerns: So to mitigate those limitations I prefer my app to not even try to connect to untrusted XPC or launch untrusted Processes when SIP is disabled. The only way to determine SIP state I could find is a low-level C function csr_get_active_config. However, this function is not declared in any publicly available header file, indicating that it is a private API. Since private APIs cannot be used in App Store-distributed apps and are best avoided for Developer ID-signed apps, this does not seem like a viable solution. Given these limitations, what is the recommended and proper approach to programmatically determine the SIP state in a macOS application? Any insights or guidance would be greatly appreciated. Thank you!
Replies
2
Boosts
0
Views
222
Activity
May ’25
Accessing PIV Smart Card Certificates from iPadOS application.
I am new to swift development, and it's possible that I'm missing something fundamental/obvious. If so, I apologize in advance. My team is developing an application for iPadOS using SwiftUI, and I'm trying to accomplish something similar to what the original inquirer is asking for in this thread: https://aninterestingwebsite.com/forums/thread/725152. The only difference is that I'm trying to use a PIV smart card to achieve authentication to a server rather than digitally sign a document. Unfortunately, I'm getting stuck when attempting to run the list() function provided in the accepted answer to the post mentioned above. When attempting to call SecItemCopyMatching(), I'm getting a -34018 missing entitlement error. I've attempted to add the com.apple.token to my app's keychain-access-groups entitlements, but this does not resolve the issue. I have checked the entitlements in my built app, per the recommendation in the troubleshooting guide here: https://aninterestingwebsite.com/forums/thread/114456. The entitlement for com.apple.token is indeed present in the plist. Based on other documentation I've read, however, it seems that the explicit declaration of com.apple.token should not even be required in the entitlements. Is there something obvious that I'm missing here that would prevent my app from accessing the token access group?
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5
Boosts
0
Views
241
Activity
Jul ’25
How to Programmatically Install and Trust Root Certificate in System Keychain
I am developing a macOS application (targeting macOS 13 and later) that is non-sandboxed and needs to install and trust a root certificate by adding it to the System keychain programmatically. I’m fine with prompting the user for admin privileges or password, if needed. So far, I have attempted to execute the following command programmatically from both: A user-level process A root-level process sudo security add-trusted-cert -d -r trustRoot -k /Library/Keychains/System.keychain /path/to/cert.pem While the certificate does get installed, it does not appear as trusted in the Keychain Access app. One more point: The app is not distributed via MDM. App will be distributed out side the app store. Questions: What is the correct way to programmatically install and trust a root certificate in the System keychain? Does this require additional entitlements, signing, or profile configurations? Is it possible outside of MDM management? Any guidance or working samples would be greatly appreciated.
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3
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0
Views
412
Activity
Jul ’25
ASPasswordCredential Returns a Blank Password with Apple Password App
Using the simplified sign-in with tvOS and a third party password manager, I receive a complete ASPasswordCredential, and I can easily log into my app. When I do the same thing but with Apple's password manager as the source, I receive an ASPasswordCredential that includes the email address, but the password is an empty string. I have tried deleting the credentials from Apple Passwords and regenerating them with a new login to the app's website. I have tried restarting my iPhone. Is this the expected behavior? How should I be getting a password from Apple's Password app with an ASAuthorizationPasswordRequest?
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2
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300
Activity
Aug ’25
Unsandboxed app can't modify other app
I work for Brave, a browser with ~80M users. We want to introduce a new system for automatic updates called Omaha 4 (O4). It's the same system that powers automatic updates in Chrome. O4 runs as a separate application on users' systems. For Chrome, this works as follows: An app called GoogleUpdater.app regularly checks for updates in the background. When a new version is found, then GoogleUpdater.app installs it into Chrome's installation directory /Applications/Google Chrome.app. But consider what this means: A separate application, GoogleUpdater.app, is able to modify Google Chrome.app. This is especially surprising because, for example, the built-in Terminal.app is not able to modify Google Chrome.app. Here's how you can check this for yourself: (Re-)install Chrome with its DMG installer. Run the following command in Terminal: mkdir /Applications/Google\ Chrome.app/test. This works. Undo the command: rm -rf /Applications/Google\ Chrome.app/test Start Chrome and close it again. mkdir /Applications/Google\ Chrome.app/test now fails with "Operation not permitted". (These steps assume that Terminal does not have Full Disk Access and System Integrity Protection is enabled.) In other words, once Chrome was started at least once, another application (Terminal in this case) is no longer allowed to modify it. But at the same time, GoogleUpdater.app is able to modify Chrome. It regularly applies updates to the browser. For each update, this process begins with an mkdir call similarly to the one shown above. How is this possible? What is it in macOS that lets GoogleUpdater.app modify Chrome, but not another app such as Terminal? Note that Terminal is not sandboxed. I've checked that it's not related to codesigning or notarization issues. In our case, the main application (Brave) and the updater (BraveUpdater) are signed and notarized with the same certificate and have equivalent requirements, entitlements and provisioning profiles as Chrome and GoogleUpdater. The error that shows up in the Console for the disallowed mkdir call is: kernel (Sandbox) System Policy: mkdir(8917) deny(1) file-write-create /Applications/Google Chrome.app/foo (It's a similar error when BraveUpdater tries to install a new version into /Applications/Brave Browser.app.) The error goes away when I disable System Integrity Protection. But of course, we cannot ask users to do that. Any help would be greatly appreciated.
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Activity
May ’25
Help with Entitlements for Keychain Access
Hi everyone, I’m working an Objective-C lib that performs Keychain operations, such as generating cryptographic keys and signing data. The lib will be used by my team in a Java program for macOS via JNI. When working with the traditional file-based Keychain (i.e., without access control flags), everything works smoothly, no issues at all. However, as soon as I try to generate a key using access control flags SecAccessControlCreateWithFlags, the Data Protection Keychain returns error -34018 (errSecMissingEntitlement) during SecKeyCreateRandomKey. This behavior is expected. To address this, I attempted to codesign my native dynamic library (.dylib) with an entitlement plist specifying various combinations of: keychain-access-groups com.apple.security.keychain etc. with: My Apple Development certificate Developer ID Application certificate Apple Distribution certificate None of these combinations made a difference, the error persists. I’d love to clarify: Is it supported to access Data Protection Keychain / Secure Enclave Keys in this type of use case? If so, what exact entitlements does macOS expect when calling SecKeyCreateRandomKey from a native library? I’d really appreciate any guidance or clarification. Thanks in advance! Best regards, Neil
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421
Activity
Jul ’25
How to get the macOS user login Password requirements in Swift
Hi Team, How can we fetch the macOS password requirement(for setting a new password) that are inforce during login for users? Is there a way to get this info in swift programming?
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742
Activity
Jul ’25
API: SecPKCS12Import; error code: -25264; error message: MAC verification failed during PKCS12 import (wrong password?)
Problem Statement: Pre-requisite is to generate a PKCS#12 file using openssl 3.x or above. Note: I have created a sample cert, but unable to upload it to this thread. Let me know if there is a different way I can upload. When trying to import a p12 certificate (generated using openssl 3.x) using SecPKCS12Import on MacOS (tried on Ventura, Sonoma, Sequoia). It is failing with the error code: -25264 and error message: MAC verification failed during PKCS12 import (wrong password?). I have tried importing in multiple ways through, Security Framework API (SecPKCS12Import) CLI (security import &lt;cert_name&gt; -k ~/Library/Keychains/login.keychain -P "&lt;password&gt;”) Drag and drop in to the Keychain Application All of them fail to import the p12 cert. RCA: The issues seems to be due to the difference in the MAC algorithm. The MAC algorithm used in the modern certs (by OpenSSL3 is SHA-256) which is not supported by the APPLE’s Security Framework. The keychain seems to be expecting the MAC algorithm to be SHA-1. Workaround: The current workaround is to convert the modern p12 cert to a legacy format (using openssl legacy provider which uses openssl 1.1.x consisting of insecure algorithms) which the SecPKCS12Import API understands. I have created a sample code using references from another similar thread (https://aninterestingwebsite.com/forums/thread/723242) from 2023. The steps to compile and execute the sample is mentioned in the same file. PFA the sample code by the name “pkcs12_modern_to_legacy_converter.cpp”. Also PFA a sample certificate which will help reproduce the issue by the name “modern_certificate.p12” whose password is “export”. Questions: Is there a fix on this issue? If yes, pls guide me through it; else, is it expected to be fixed in the future releases? Is there a different way to import the p12 cert which is resistant to the issue? This issue also poses a security concerns on using outdated cryptographic algorithms. Kindly share your thoughts. pkcs12_modern_to_legacy_converter.cpp
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511
Activity
Apr ’25
How can I determine if an application is using an external device
For security reasons, my application needs to prohibit external devices. If it is determined that the current phone is connected to any external devices, including non MFI authenticated devices, the app will exit. Please tell me how to do it? Thanks for your help.
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1
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187
Activity
May ’25
ASWebAuthenticationSession + Universal Links Callback Issue
Problem Description: In our App, When we launch the web login part using ASWebAuthentication + Universal Links with callback scheme as "https", we are not receiving callback. Note: We are using "SwiftUIWebAuthentication" Swift Package Manager to display page in ASWebAuth. But when we use custom url scheme instead of Universal link, app able to receive call back every time. We use ".onOpenURL" to receive universal link callback scheme.
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4
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266
Activity
Jul ’25
Airdrop logging on iOS
Is there any way for an iOS app to get a log of all Airdrop transfers originating in all apps on the iOS device e.g. from the last week?
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3
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167
Activity
Jan ’26
ASWebAuthenticationSession password autofill iOS 18.5 broken
I have been implementing an sdk for authenticating a user. I have noticed that on iOS 18.5, whether using SFSafariViewController, or the sdk (built on ASWebAuthenticationSession), password autofill does not work. I have confirmed it works on a different device running iOS 18.0.1. Are there any work arounds for this at this time? Specifically for ASWebAuthenticationSession?
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2
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257
Activity
Jul ’25
Error when using SecItemAdd with kSecReturnPersistentRef and user presence kSecAttrAccessControl
I'm trying to add a generic password to the keychain and get back the persistent ID for it, and give it .userPresence access control. Unfortunately, if I include that, I get paramError back from SecItemAdd. Here's the code: @discardableResult func set(username: String, hostname: String?, password: String, comment: String? = nil) throws -> PasswordEntry { // Delete any existing matching password… if let existing = try? getEntry(forUsername: username, hostname: hostname) { try deletePassword(withID: existing.id) } // Store the new password… var label = username if let hostname { label = label + "@" + hostname } var item: [String: Any] = [ kSecClass as String : kSecClassGenericPassword, kSecAttrDescription as String : "TermPass Password", kSecAttrGeneric as String : self.bundleID.data(using: .utf8)!, kSecAttrLabel as String : label, kSecAttrAccount as String : username, kSecValueData as String : password.data(using: .utf8)!, kSecReturnData as String : true, kSecReturnPersistentRef as String: true, ] if self.synchronizable { item[kSecAttrSynchronizable as String] = kCFBooleanTrue! } if let hostname { item[kSecAttrService as String] = hostname } if let comment { item[kSecAttrComment as String] = comment } // Apply access control to require the user to prove presence when // retrieving this password… var error: Unmanaged<CFError>? guard let accessControl = SecAccessControlCreateWithFlags(nil, kSecAttrAccessibleWhenUnlockedThisDeviceOnly, .userPresence, &error) else { let cfError = error!.takeUnretainedValue() as Error throw cfError } item[kSecAttrAccessControl as String] = accessControl item[kSecAttrAccessible as String] = kSecAttrAccessibleWhenUnlockedThisDeviceOnly var result: AnyObject! let status = SecItemAdd(item as CFDictionary, &result) try Errors.throwIfError(osstatus: status) load() guard let secItem = result as? [String : Any], let persistentRef = secItem[kSecValuePersistentRef as String] as? Data else { throw Errors.malformedItem } let entry = PasswordEntry(id: persistentRef, username: username, hostname: hostname, password: password, comment: comment) return entry } (Note that I also tried it omitting kSecAttrAccessible, but it had no effect.) This code works fine if I omit setting kSecAttrAccessControl. Any ideas? TIA!
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Activity
Jul ’25
Crash Detection / Emergency SOS: desafios reais de segurança pessoal em escala
Estou compartilhando algumas observações técnicas sobre Crash Detection / Emergency SOS no ecossistema Apple, com base em eventos amplamente observados em 2022 e 2024, quando houve chamadas automáticas em massa para serviços de emergência. A ideia aqui não é discutir UX superficial ou “edge cases isolados”, mas sim comportamento sistêmico em escala, algo que acredito ser relevante para qualquer time que trabalhe com sistemas críticos orientados a eventos físicos. Contexto resumido A partir do iPhone 14, a Detecção de Acidente passou a correlacionar múltiplos sensores (acelerômetros de alta faixa, giroscópio, GPS, microfones) para inferir eventos de impacto severo e acionar automaticamente chamadas de emergência. Em 2022, isso resultou em um volume significativo de falsos positivos, especialmente em atividades com alta aceleração (esqui, snowboard, parques de diversão). Em 2024, apesar de ajustes, houve recorrência localizada do mesmo padrão. Ponto técnico central O problema não parece ser hardware, nem um “bug pontual”, mas sim o estado intermediário de decisão: Aceleração ≠ acidente Ruído ≠ impacto real Movimento extremo ≠ incapacidade humana Quando o classificador entra em estado ambíguo, o sistema depende de uma janela curta de confirmação humana (toque/voz). Em ambientes ruidosos, com o usuário em movimento ou fisicamente ativo, essa confirmação frequentemente falha. O sistema então assume incapacidade e executa a ação fail-safe: chamada automática. Do ponto de vista de engenharia de segurança, isso é compreensível. Do ponto de vista de escala, é explosivo. Papel da Siri A Siri não “decide” o acidente, mas é um elo sensível na cadeia humano–máquina. Falhas de compreensão por ruído, idioma, respiração ofegante ou ausência de resposta acabam sendo interpretadas como sinal de emergência real. Isso é funcionalmente equivalente ao que vemos em sistemas automotivos como o eCall europeu, quando a confirmação humana é inexistente ou degradada. O dilema estrutural Há um trade-off claro e inevitável: Reduzir falsos negativos (não perder um acidente real) Aumentar falsos positivos (chamadas indevidas) Para o usuário individual, errar “para mais” faz sentido. Para serviços públicos de emergência, milhões de dispositivos errando “para mais” criam ruído operacional real. Por que isso importa para developers A Apple hoje opera, na prática, um dos maiores sistemas privados de segurança pessoal automatizada do mundo, interagindo diretamente com infraestrutura pública crítica. Isso coloca Crash Detection / SOS na mesma categoria de sistemas safety-critical, onde: UX é parte da segurança Algoritmos precisam ser auditáveis “Human-in-the-loop” não pode ser apenas nominal Reflexões abertas Alguns pontos que, como developer, acho que merecem discussão: Janelas de confirmação humana adaptativas ao contexto (atividade física, ruído). Cancelamento visual mais agressivo em cenários de alto movimento. Perfis de sensibilidade por tipo de atividade, claramente comunicados. Critérios adicionais antes da chamada automática quando o risco de falso positivo é estatisticamente alto. Não é um problema simples, nem exclusivo da Apple. É um problema de software crítico em contato direto com o mundo físico, operando em escala planetária. Justamente por isso, acho que vale uma discussão técnica aberta, sem ruído emocional. Curioso para ouvir perspectivas de quem trabalha com sistemas similares (automotivo, wearables, safety-critical, ML embarcado). — Rafa
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Activity
Jan ’26
Hardware Memory Tag (MIE) enforcement outside of debugger
(Xcode 26.2, iPhone 17 Pro) I can't seem to get hardware tag checks to work in an app launched without the special "Hardware Memory Tagging" diagnostics. In other words, I have been unable to reproduce the crash example at 6:40 in Apple's video "Secure your app with Memory Integrity Enforcement". When I write a heap overflow or a UAF, it is picked up perfectly provided I enable the "Hardware Memory Tagging" feature under Scheme Diagnostics. If I instead add the Enhanced Security capability with the memory-tagging related entitlements: I'm seeing distinct memory tags being assigned in pointers returned by malloc (without the capability, this is not the case) Tag mismatches are not being caught or enforced, regardless of soft mode The behaviour is the same whether I launch from Xcode without "Hardware Memory Tagging", or if I launch the app by tapping it on launchpad. In case it was related to debug builds, I also tried creating an ad hoc IPA and it didn't make any difference. I realise there's a wrinkle here that the debugger sets MallocTagAll=1, so possibly it will pick up a wider range of issues. However I would have expected that a straight UAF would be caught. For example, this test code demonstrates that tagging is active but it doesn't crash: #define PTR_TAG(p) ((unsigned)(((uintptr_t)(p) >> 56) & 0xF)) void *p1 = malloc(32); void *p2 = malloc(32); void *p3 = malloc(32); os_log(OS_LOG_DEFAULT, "p1 = %p (tag: %u)\n", p1, PTR_TAG(p1)); os_log(OS_LOG_DEFAULT, "p2 = %p (tag: %u)\n", p2, PTR_TAG(p2)); os_log(OS_LOG_DEFAULT, "p3 = %p (tag: %u)\n", p3, PTR_TAG(p3)); free(p2); void *p2_realloc = malloc(32); os_log(OS_LOG_DEFAULT, "p2 after free+malloc = %p (tag: %u)\n", p2_realloc, PTR_TAG(p2_realloc)); // Is p2_realloc the same address as p2 but different tag? os_log(OS_LOG_DEFAULT, "Same address? %s\n", ((uintptr_t)p2 & 0x00FFFFFFFFFFFFFF) == ((uintptr_t)p2_realloc & 0x00FFFFFFFFFFFFFF) ? "YES" : "NO"); // Now try to use the OLD pointer p2 os_log(OS_LOG_DEFAULT, "Attempting use-after-free via old pointer p2...\n"); volatile char c = *(volatile char *)p2; // Should this crash? os_log(OS_LOG_DEFAULT, "Read succeeded! Value: %d\n", c); Example output: p1 = 0xf00000b71019660 (tag: 15) p2 = 0x200000b711958c0 (tag: 2) p3 = 0x300000b711958e0 (tag: 3) p2 after free+malloc = 0x700000b71019680 (tag: 7) Same address? NO Attempting use-after-free via old pointer p2... Read succeeded! Value: -55 For reference, these are my entitlements. [Dict] [Key] application-identifier [Value] [String] … [Key] com.apple.developer.team-identifier [Value] [String] … [Key] com.apple.security.hardened-process [Value] [Bool] true [Key] com.apple.security.hardened-process.checked-allocations [Value] [Bool] true [Key] com.apple.security.hardened-process.checked-allocations.enable-pure-data [Value] [Bool] true [Key] com.apple.security.hardened-process.dyld-ro [Value] [Bool] true [Key] com.apple.security.hardened-process.enhanced-security-version [Value] [Int] 1 [Key] com.apple.security.hardened-process.hardened-heap [Value] [Bool] true [Key] com.apple.security.hardened-process.platform-restrictions [Value] [Int] 2 [Key] get-task-allow [Value] [Bool] true What do I need to do to make Memory Integrity Enforcement do something outside the debugger?
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Activity
Feb ’26
Prevent batch operations on Secure Enclave
Hi, I have an application that uses SecureEnclave keys to protect secrets. By passing an LAContext object to the Secure Enclave operations, authentication state can be preserved across decrypt operations, and you do not need to re-authenticate for doing different operations. However, for security reasons, I would like to avoid that it is possible to do operations in batch with certain keys generated by the Secure Enclave, by any application. This would avoid malicious binaries to batch-extract all the secrets that are protected by a key from my Secure Enclave, and force to re-authenticate on every operation. Is there a way to prevent batch operations without re-authenticating for Secure Enclave keys? thanks, Remko
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610
Activity
Jan ’26
deviceOwnerAuthenticationWithCompanion evaluation not working as expected
In one of my apps I would like to find out if users have their device set up to authenticate with their Apple Watch. According to the documentation (https://aninterestingwebsite.com/documentation/localauthentication/lapolicy/deviceownerauthenticationwithcompanion) this would be done by evaluating the LAPolicy like this: var error: NSError? var canEvaluateCompanion = false if #available(iOS 18.0, *) { canEvaluateCompanion = context.canEvaluatePolicy(.deviceOwnerAuthenticationWithCompanion, error: &error) } But when I run this on my iPhone 16 Pro (iOS 18.5) with a paired Apple Watch SE 2nd Gen (watchOS 11.5) it always returns false and the error is -1000 "No companion device available". But authentication with my watch is definitely enabled, because I regularly unlock my phone with the watch. Other evaluations of using biometrics just works as expected. Anything that I am missing?
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2
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211
Activity
Jul ’25
Cannot find developer mode in iPhone 16
Cannot find developer mode in iPhone 16. Please help me resolve this
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1
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1.7k
Activity
Jul ’25
Information on macOS tracking/updating of CRLs
With Let's Encrypt having completely dropped support for OCSP recently [1], I wanted to ask if macOS has a means of keeping up to date with their CRLs and if so, roughly how often this occurs? I first observed an issue where a revoked-certificate test site, "revoked.badssl.com" (cert signed by Let's Encrypt), was not getting blocked on any browser, when a revocation policy was set up using the SecPolicyCreateRevocation API, in tandem with the kSecRevocationUseAnyAvailableMethod and kSecRevocationPreferCRL flags. After further investigation, I noticed that even on a fresh install of macOS, Safari does not block this test website, while Chrome and Firefox (usually) do, due to its revoked certificate. Chrome and Firefox both have their own means of dealing with CRLs, while I assume Safari uses the system Keychain and APIs. I checked cert info for the site here [2]. It was issued on 2025-07-01 20:00 and revoked an hour later. [1] https://letsencrypt.org/2024/12/05/ending-ocsp/ [2] https://www.ssllabs.com/ssltest/analyze.html?d=revoked.badssl.com
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2
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422
Activity
Sep ’25
Accessibility permission not granted for sandboxed macOS menu bar app (TestFlight & local builds)
Hello, I am developing a macOS menu bar window-management utility (similar in functionality to Magnet / Rectangle) that relies on the Accessibility (AXUIElement) API to move and resize windows and on global hotkeys. I am facing a consistent issue when App Sandbox is enabled. Summary: App Sandbox enabled Hardened Runtime enabled Apple Events entitlement enabled NSAccessibilityDescription present in Info.plist AXIsProcessTrustedWithOptions is called with prompt enabled Observed behavior: When App Sandbox is enabled, the Accessibility permission prompt never appears. The app cannot be manually added in System Settings → Privacy & Security → Accessibility. AXIsProcessTrusted always returns false. As a result, window snapping does not work. When App Sandbox is disabled: The Accessibility prompt appears correctly. The app functions as expected. This behavior occurs both: In local builds In TestFlight builds My questions: Is this expected behavior for sandboxed macOS apps that rely on Accessibility APIs? Are window-management utilities expected to ship without App Sandbox enabled? Is there any supported entitlement or configuration that allows a sandboxed app to request Accessibility permission? Thank you for any clarification.
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Activity
Jan ’26