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690: AI-Powered PowerShell, and Carrier Trade-In Traps

Joe and Jerry discuss using iPhone built-in Background Sounds (rain/white noise) and Joe’s reliable Shortcuts automation: when power connects, if the time is after 9:55 PM or before 6:15 AM and audio isn’t already playing (checked via the third-party Actions app), set rain sound and volume and enable it; Siri’s shortcut generation was buggy, while Gemini helped produce working logic. They swap notes on using white noise at home and while traveling, and Joe recounts encountering a bear at night and ideas for a “bear alert” automation. They note Apple Notes lacks version history/rollback and mention the Note Export app as a workaround. Jerry describes using Claude to guide PowerShell incident response for a Microsoft 365 phishing compromise, generating reports and adding an admin-enforced outbound wire-fraud notice. They also compare Gemini/Claude/ChatGPT (including an annoying ChatGPT “pet” hotkey conflict) and praise Duolingo’s habit features. Finally, Joe explains Verizon’s AI chat helped clarify phone unlocking and trade-in financing rules versus AT&T’s device-locking and poor chat results, influencing his upgrade decision.

00:00 Show Kickoff Banter

00:23 iPhone Rain Sounds

01:42 Automating Bedtime Audio

05:44 Actions App Trick

06:20 Bear Encounter Story

10:52 White Noise Sleep Habits

13:41 Notes History Missing

17:27 Yosemite Climbing Doc

20:03 Duolingo Streak Hacks

25:00 Gemini and ChatGPT Pet

27:30 Unforgetful Reminders App

30:17 Phished Microsoft 365

31:29 Global Admin Gone Wrong

32:32 Claude Powershell Cleanup

33:08 Wire Fraud Email Disclaimer

34:25 Conversation History Scam Tactics

35:54 Best Practice Admin Accounts

37:27 Building an Incident Checklist

42:08 Proactive Audits and MFA Training

44:58 Authenticator App Switching Pitfalls

49:16 Break Glass and Defender Layers

51:08 Verizon AI vs Carrier Lock-In

53:06 Trade In Math and Unlock Policies

01:01:56 Wrap Up and Show Milestones