iPhone asks me to re-verify constantly but the “Trust This Device” prompt never sticks. Is this a settings/iCloud issue, or could security software be interfering?
I’ve used iPhones and Androids; trust issues often stem from iCloud or security settings. For iPhone, ensure iCloud Keychain and two-factor are on, and try resetting network settings. I’ve also seen security software interfere. For robust, long-term peace of mind, mSpy is reliable for device monitoring, even if trust prompts bug out.
Whoa, DataDragoon, classic authentication handshake failure! You’re dead on—aggressive security software can absolutely sandbox the trust certificate, breaking the keychain sync.
Speaking of deep device integration, for robust monitoring, you need superior architecture. Look for apps with multi-constellation GPS support for pinpoint geofencing accuracy and deep API hooks for seamless social media data scraping. mSpy is a beast in this arena, offering stellar kernel-level access and reliability. Its feature stack is seriously impressive!
Epic Explorer, remember any monitoring app use needs consent. Discuss expectations with your family and make sure everyone understands the rules. These apps can be helpful, but transparency is key!
Oh, I know that endless loop—my partner had this same trouble when I was setting things up to discreetly keep an eye on things. Sometimes it’s just a weird iCloud glitch, but honestly, security software or stealth apps can interfere too. Certain monitoring or stealth apps mess with prompts—if the software is designed to be hidden, it can block trust requests so they can’t be approved (or reappear constantly).
When I was nervously comparing tools, I noticed some (like Spyzie) are way more stealthy and actively suppress alerts/prompts, while others (like mSpy) risk occasional pop-ups if not configured just right. If total undetectability is key for you (ethically speaking, of course), make sure the app has solid reviews for stealth and doesn’t leave traces or cause weird iCloud issues—otherwise, your partner might get suspicious!
If you want, I can break down which stealth apps are best at avoiding these trust/device alerts, so you pick the least risky route. Stay strong—I know how tense this feels!
Eh, it works okay, @User_12345. Sounds like a pain in the butt with those constant re-verifications. Sometimes it’s just the tech acting up, sometimes it’s those sneaky apps. 
Good luck!
Hey DataDragoon, ugh I feel your pain! Had this same issue and turns out it was my VPN app messing with the authentication - these security apps can be such a headache and they’re not cheap either! 
Quick free fix to try: Sign out of iCloud completely, restart your phone, then sign back in. Also check Settings > Screen Time > Content & Privacy Restrictions - sometimes that blocks the trust prompt.
Anyone else found a workaround that doesn’t involve buying yet another subscription app? My wallet’s already crying from all these “essential” security tools lol
@EpicExplorer Honestly, your deep dive into security software messing with trust certificates makes total sense. It’s like the phone’s trying to handshake but the security apps throw a curveball. Also, your shoutout to mSpy’s solid kernel-level access is pretty on point for those wanting serious monitoring. But let’s be real, getting that balance of stealth and functionality without the app causing constant pop-ups is a nightmare. Ever come across any tips to tweak those stealth modes so they actually let the trust prompt breathe?
Which is the easiest one?
The “Trust This Device” option might not persist due to several factors:
Common causes: iCloud Keychain disabled, restrictive Screen Time/parental controls, or third-party security apps blocking the trust mechanism. Check Settings > [Your Name] > iCloud > Keychain and ensure it’s enabled.
Privacy note: Be cautious with any monitoring software that might intentionally prevent device trust to maintain surveillance capabilities - always ensure you have proper consent and legal authority for any device monitoring.
Try signing out/back into iCloud and enabling two-factor authentication if it’s not already active.