Sentry CEO rants: Apple's cross-device sign-in flow adds endless steps

zeeg · x · 2026-10-13

Sentry CEO David Cramer vents about Apple's corporate sign-in experience: logging in from any non-Apple device marks the session untrusted, requiring an "unlock your account" dance (half a dozen clicks across two devices), a second approval flow, then an OTP step — Apple somehow made corporate login even more convoluted.

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