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Coachability

Apple said AI agents changed what 'Full Disk Access' means. The question that tests whether you can hear that from your manager.

On October 2, 2026, TechCrunch reported that Apple is introducing additional controls around a macOS setting called Full Disk Access. The setting was designed to let backups function properly, but Apple said AI agents have now increased "the risks associated with this level of access." The announcement came days after Inc. columnist Jason Aten reported that Meta's Muse app on Mac knew the content of his private messages, which he said he had not given the agent permission to read; Meta disputed the claim. According to TechCrunch, Apple's blog post for developers said that "Some developers are using Full Disk Access in ways that could put users at risk," and that going forward, users who "genuinely wish to grant an app this extraordinary level of access" will be able to do so only with "very explicit user action." Apple added: "As AI agents become increasingly capable and autonomous, the risks associated with this level of access will grow substantially."

Read the sequence carefully. Nothing about the setting changed. Full Disk Access does today what it did the day it shipped. What changed was the kind of thing asking for it. A backup tool reads everything and writes it somewhere safe. An agent reads everything and acts on it. The permission was built around one mental model of the requester, and that model quietly stopped being the only one. Apple's post is, in effect, the company saying out loud that a default it had stopped examining needed examining again, and that it was worth doing so in public. That is a specific and uncomfortable behaviour: letting someone show you that an assumption you built on was built for a different world. It is also, exactly, an interview question.

The interview question
“Tell me about a time when your manager challenged you to think differently.”

Why they ask it

"Tell me about a time when your manager challenged you to think differently." The question is reported from real loops, and it is rarely about the subject of the disagreement. The interviewer is about to become your manager, or sit next to the person who will. They want to know what happens when they push on your judgment. Does the pushback get absorbed, examined, or deflected?

Three things are being listened for. First, whether you can state the manager's position accurately, in terms they would recognise, rather than as a strawman you then dismantle. Second, whether you examined the challenge rather than simply complied with it. Third, whether the change was durable. A changed decision is cheap. A changed way of deciding is what the question is actually asking about.

The trap

There are two common failure modes, and they are mirror images. The first is the conversion story: my manager said the plan was wrong, I realised they were right, I changed the plan. It sounds humble, but it describes obedience. Nothing in it shows thinking. The second is the vindication story: my manager challenged me, I held my ground, and events proved me right. It sounds confident, but it describes a person who treats a challenge as an obstacle to route around.

Both versions skip the only part that matters, which is the interval between hearing the challenge and acting on it. What did you do to find out whether the manager was right? What evidence would have moved you? The strong answer lives in that interval.

A subtler trap is choosing a challenge that was too small. A manager asking you to rename a service is not a challenge to think differently. The strong story is one where the challenge landed on something you had built on top of, the way Apple's backup assumption sat underneath an entire permission model. If the manager's question did not make you briefly worried about work you had already shipped, pick a different story.

Applying STAR-T

Situation. Set up the belief, not just the project. "I owned the internal API gateway. For two years every caller had been one of our own services, and the authorisation model reflected that: coarse scopes, generous defaults, because the callers were trusted." The interviewer needs to understand what you assumed and why the assumption was reasonable when you made it.

Task. Name the challenge in the manager's words, fairly. "When the partner integrations programme was announced, my manager asked me a question I did not have a good answer to: if a partner's credentials leaked, what would they be able to read? I said the scopes would limit it. She asked me to go and check whether that was actually true, rather than whether it was designed to be true." A fair rendering of the other side is itself evidence of the skill.

Action. This is the interval, and it should take most of the answer. "I spent two days tracing what each scope actually unlocked. The honest finding was that the model had drifted: several internal teams had been granted broad scopes for convenience, and a partner inheriting any of those defaults would have had far more than they needed. I brought the trace back to my manager with the gaps marked, and we agreed to split the model into internal and external tiers, with external defaults set to nothing." Be concrete about the moment your view changed and what changed it. It was the trace, not the conversation.

Result. "The tiered model shipped before the first partner was onboarded. The larger result was that I now ask the same question of every system I inherit: who is this designed to trust, and is that still who is asking?"

Trade-off. Name what the new thinking cost. "The external tier made partner onboarding slower, because every scope had to be requested and justified. We accepted that friction deliberately, and documented why, so nobody later relaxed the defaults for convenience."

The follow-up that breaks weak answers

The interviewer will ask some version of: "What would have convinced you that your manager was wrong?" A candidate who complied cannot answer it, because they never examined the challenge. A candidate who was vindicated usually answers it with "nothing," which is worse. The strong answer names the evidence that would have left the original model standing, and explains why the evidence went the other way. If you cannot describe what would have changed your mind, you did not think differently. You were told to.

Score your answer against the director’s bar

Q: Tell me about a time when your manager challenged you to think differently.

Ready when you are

Bank this story now and rehearse it until the moment your view changed is as specific as the moment you were challenged. Try it free →

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