Command Control Power: Apple Tech Support & Business Talk

Sam Valencia, Jerry Zigmont and Joe Saponare discuss working with Apple technology and clients. Drawn from their combined experience of over 20 years in the Apple Consultants Network, thaey discuss technical support issues both with the technology and working with clients.

Sam and Jerry record an episode of Command and Control Power without Joe, briefly discussing hiking safety, then focus on Microsoft Exchange Web Services (EWS) deprecation affecting Apple Mail on macOS and the ethical question of proactively extending EWS via PowerShell for former clients; they extended it for a few Apple Mail–using customers but wouldn't change settings for non-clients. They describe difficult troubleshooting when business addresses were previously used for personal Microsoft 365 accounts, requiring Keychain resets and, for Apple Calendar sync issues, removing Apple Internet Accounts data. Sam notes quirks with Microsoft passkey QR logins leaving the phone camera active, shares an embarrassing "good Samaritan" story at JNUC, highlights Jamf's AI governance tool, and recounts fixing his own Jamf enrollment by disabling SIP and repairing configuration profile folders before re-enrolling. They also discuss syncing the macOS Downloads folder via iCloud, cautious AI permissions, and AI's usefulness and risks.

00:00 Recording Setup

00:40 Welcome And Missing Joe

01:22 Bear Safety Talk

04:13 EWS Deprecation Ethics

08:37 PowerShell Fixes And WhatIf

11:28 Microsoft Credential Hell

17:05 Apple Calendar Exchange Bugs

20:23 Passkeys QR Camera Quirk

21:33 JNUC Trip And Water Bottle

25:43 Jamf Keynote And AI Governance

26:43 Jamf Cloud And Roles

27:38 Jamf Life Updates

28:29 JNUC Meetup Talk

29:10 Patch And Bird Suit

30:51 Mascot Movie Tangent

32:19 MDM Profile Meltdown

37:33 Remote Support And Sync

40:57 Syncing Downloads Hack

44:21 Finder Mail Power Tips

45:29 AI Permissions And Risks

52:08 Wrap Up And Rental Car

54:15 Credits And Goodbye

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.

Jerry describes having basal cell carcinoma removed from his nose and urges regular dermatology checkups, then shares how iOS 27 repeatedly warned him before sharing a "sensitive" stitched-and-bloody photo, even suggesting he consult a "trusted adult." Joe discusses costly RV maintenance and how machines (including hard drives) can fail when left idle, leading into Mac maintenance routines. They debate slang like "cooked," then talk Apple's new iPhone lineup, including Jerry's iPhone 13 Pro Max purchase and their mixed expectations for the first-gen iPhone Duo (weight, outer-screen constraints, camera and battery compromises) alongside improvements like cooling, battery life, and a vapor chamber. They cover Apple Watch "always listening" features, citing Gruber's privacy rationale, and discuss practical recording/summaries for medical visits. Jerry explains how Claude helps him solve technical issues, analyze security research, navigate health insurance decisions, and produce billable security reporting; they note macOS screen sharing bug fixes and mention keychain migration and safe mode articles. They tease upcoming Patreon topics about a move and walking away from a client.

00:00 Show Kickoff Banter

00:21 Nose Surgery Story

02:30 iOS Sensitive Image Warning

04:43 Scar Care And Skin Checks

05:19 RV Maintenance Costs

06:57 Idle Vehicles And Backup Drives

07:51 Mac Maintenance Cycles

08:57 New Slang Cooked Debate

10:32 New iPhone Pro Purchase

11:09 iPhone Duo First Impressions

13:59 Upgrading From 16 Pro

15:52 Carrier Handoff And eSIM Switching

17:56 Duo Software And Fold Durability

19:26 Foldable Display Durability

20:54 Watch Always Listening Debate

23:24 Trusted Device Privacy Logic

25:53 Real World Recording Use Cases

27:43 Claude as IT Copilot

31:33 AI Summarizes Security Research

34:49 Health Insurance With Claude

39:25 Billable Security Reporting

41:45 macOS VNC Bug Takeaways

43:00 Keychain Migration Confusion

45:33 Safe Mode and Show Wrap

46:19 Patreon Tease and Goodbye

Sam Valencia, Jerry Zigmont and Joe Saponare discuss working with Apple technology and clients. Drawn from their combined experience of over 20 years in the Apple Consultants Network, thaey discuss technical support issues both with the technology and working with clients.

Joe and Jerry chat about haircuts, travel plans to Yosemite via Reno and Lake Tahoe amid fires and crowds, and recent wildlife encounters. They discuss upgrading iPhones and frustrations about promised Apple Intelligence features, plus recurring complaints about changing chargers and Apple hardware quality, including deteriorating Apple cases and notoriously poor pre‑M1 MacBook Airs. Joe shares an anecdote about helping an elderly client set up a new Apple account on an M4 iMac while a clock loudly recited affirmations and the Lord's Prayer during an Apple support call. They cover "technical debt" ("Schedule the maintenance or the maintenance will schedule itself"), Mac pricing for RAM/storage, John Siracusa's choice to use an external SSD for a photo library, mixed experiences with M1 MacBook Air performance and batteries, and field benefits of newer Macs. The episode also reviews UniFi improvements (CGNAT alerts, channel optimization, rollback/Safe Ops), using Claude to analyze Wi‑Fi settings, and frustrations when AV installers build weak networks in high-end homes.

00:00 Show Kickoff

00:08 Haircut Talk

01:00 Yosemite Trip Plans

01:34 National Park Chaos

03:41 Fires and Burning Man

04:35 New iPhone Dilemma

06:10 Planned Obsolescence Debate

08:43 Case Fail and Client Rants

11:17 Clock Prayers and Apple Support

14:22 Hotline Servers Nostalgia

16:53 Tech Debt Wisdom

17:56 External SSD Storage Strategy

24:27 Storage Prices Blip

25:28 Apple Pricing Stays High

26:37 M1 MacBook Air Aging

31:15 Battery Life Upgrade Case

35:33 UniFi Keeps Improving

40:39 AI Tuning WiFi Channels

42:07 Safe Ops and Rollbacks

45:36 Network Gear Brand Talk

50:47 AV Installs Gone Wrong

54:15 Wrap Up and Sign Off

Joe and Sam discuss a Wall Street Journal documentary on North Korean operatives using stolen identities, AI tools, and U.S. accomplices to gain remote jobs at American companies, including schemes where U.S.-based helpers host shipped laptops for overseas workers, raising financial and data-leak risks. They note interview red flags, AI face/voice masking, and an email pitch offering a U.S. partner for a 50/50 split. Sam updates on trying FDA-approved Closee eye drops for age-related vision issues, finding partial improvement but stopping due to itching/burning and concern over past side effects. They troubleshoot Fireflies AI auto-joining meetings via default settings after easy "Sign in with Microsoft" onboarding. Joe reviews Apple threat notifications, Lockdown Mode effectiveness, verification via account.apple.com, and Consumer Reports resources. Sam outlines KnowBe4 security awareness training and shares a near-miss CEO text gift-card scam stopped by verification.

00:00 Show Kickoff

00:08 Overemployed Meets Espionage

02:04 How the Laptop Proxy Scam Works

04:41 Interview Red Flags and Tests

08:22 AI Voice and Face Spoofing

09:13 Suspicious Joint Venture Email

10:57 Eye Drops Experiment Update

14:42 Fireflies Auto Join Mystery

18:20 Apple Threat Notifications Explained

22:33 Can Attackers Fake Apple Alerts

26:42 Lockdown Mode and Best Practices

28:28 Apple Emergency Resources

29:27 Handling Hard-to-Assess Clients

32:56 Jamf Response Playbook

34:50 Developer Mode Malware Evasion

36:46 Staying Ahead of Scams

38:10 Selling Awareness Training

39:45 KnowBe4 Campaigns and Phishing

45:10 Gift Card Scam Case Study

54:51 Phone-Level Limits and Wrap-Up

Recovered MacBook, Client Trust, and Preparing for Rosetta 2's Phaseout

In this episode of Command Control Power, Sam and Joe discuss being short-staffed while covering client onboarding and ticket work, and how client relationships shift when a different technician becomes the main contact. Joe recounts a new small boutique client raising concerns about him having passwords, leading to credential changes and enabling MFA, plus a quick non-technical win fixing a poorly positioned VoIP phone stand. They address HomePod/Apple Music use in a business and disabling personal content requests, suggesting services like Spotify instead. Joe shares a case where a "stolen" MacBook Air was recovered via Delta's lost-and-found because his MDM login window message showed company contact info; he used Adigy monitoring to track online status and IP changes, then arranged an Apple trade-in-value credit path for the recovered device. They close with upcoming macOS 28 changes: Rosetta 2 removal and loss of support for encrypted HFS+ volumes, recommending reporting to identify Intel apps and demonstrating MDM value to clients.

00:00 Cold Open And Introductions 00:17 Covering For Matt 01:31 Client Handoffs And Trust 04:49 Passwords And MFA Talk 06:55 The VoIP Phone Fix 08:13 HomePods In The Office 13:34 Small Biz Vs Enterprise Vibes 15:38 Adequate Survey And Anonymity 18:09 Music Tangent And Genre Debates 23:25 Back To Tech Teaser 23:33 Stolen Mac Recovery 24:23 Lost Device Monitoring 25:31 Delta Lost and Found Lead 30:15 Laptop Returned and Verified 30:36 Lock Screen Message Win 32:35 Trade In or Resell 35:29 Refurbish and Alerts Trigger 36:09 Flex Policy Breakdown 39:02 Lock Screen Serial Tips 41:20 Rosetta and HFS Changes 46:53 MDM Reporting Value 49:59 Wrap Up and Next Episode

Resetting AirTags, Beta Bugs, and Vibe-Coded Mac Health Checks

The hosts discuss how to reset an Apple AirTag by inserting and removing the battery five times until a different sound plays, noting newer AirTags may require pressing down. They share issues seen on iOS 27 and macOS betas, including missing app icons in search, slow contact searching, Contacts app odd behavior, Apple Configurator on iPhone failing to enroll devices until using a non-beta phone, and a Control Center white-noise toggle bug requiring reboots. They debate installing macOS 27 "Golden Gate" on production machines, restarting habits, and workflow clutter from Safari tabs, Finder windows, and messy desktops, with Sam recommending an analog black glass dry-erase desktop board. They also note a Safari private browsing/profile issue showing history and Microsoft 365 credential problems. Jerry describes using Claude to "vibe code" an unsigned "MacWorks Health Check" app that collects Mac discovery info and uploads reports to Dropbox via API keys to replace a costly subscription tool.

00:00 Show Kickoff and Setup 00:26 Resetting an AirTag 02:33 iOS Beta Bugs and Contacts Glitches 04:20 Configurator Beta Breakage 07:41 White Noise and Beta Quirks 08:33 Should You Install macOS Betas 13:53 Restarting and Workflow Friction 15:06 Tabs Desktops and Finder Chaos 21:37 Analog To Do Board and Vig Talk 23:19 Vigorish Explained 23:45 Desktop Whiteboard Find 25:12 Madden Movie Tangent 25:55 Safari Private Mode Bug 29:53 Analog Workflow Systems 33:14 Notion For Solo Work 36:26 Vibe Coded Health Check 41:19 Sizing Storage Needs 50:55 Tool Ideas And Wrap

Recorded on may 31, 2016

TOPICS:

Richard B. Wingfield - Head Geek, Envision Design, LLC of Houston Texas:"I have been using Mac's in business since original Macintosh in '84 and Envision, as a consulting firm, has been around since 1993. Started part time as sole proprietor and 20+ years later we are now a firm of 5 full time consultants here in Houston.

I tell people I am a "recovering architect" as I got my start in technology practicing architecture and being the "tech guy" in every firm I ever worked for. I even helped manage a DEC vax/vms system for a firm in Austin soon after graduating from The University of Texas with a degree in Architecture.

This episode examines Richards own "recipe' for Managed Services. Here is a brief description as discussed:

… Simple Hybrid Partner Plan is setup so almost all the clients "get it" and are not confused about how it works

- 3 part invoice is made up of

- small monthly fee per device (each mac, each windows, each iOS or android, each server… fees like $25/mac or $49/windows or $250/server etc) client must enroll ALL computers in the office (cant get cheap and have some on the system and some not)

- our "consluting fee" - which is time for humans to do the work to manage, monitor, secure and maintain systems and ALWAYS includes a minimum of one 2hr visit per month

(more if needed or requested)

- fees for services or hosting (if we host kerio email or rackspace or web or crashplan backups or re-sell backblaze)

-----------------------------------

You can find more about Richard and Envision design here: Web: http://www.envisiondesign.net