sync: auto-sync from Mikes-MacBook-Air.local at 2026-06-06 06:47:07

Author: Mike Swanson Machine: Mikes-MacBook-Air.local Timestamp: 2026-06-06 06:47:07
2026-06-06 06:47:08 -07:00
parent 8885f0086d
commit 60394a803e
5 changed files with 1428 additions and 1 deletions
--- a/.claude/scripts/run-onboarding-diagnostic.sh
+++ b/.claude/scripts/run-onboarding-diagnostic.sh
@@ -218,7 +218,16 @@ REMOTE_PS1="\$env:TEMP\\${REMOTE_TAG}.ps1"

 # Produce base64 (single line) and split into chunks.
 B64_FILE="$WORK_DIR/probe.b64"
-base64 -w0 "$PROBE" > "$B64_FILE" 2>/dev/null || base64 "$PROBE" | tr -d '\n' > "$B64_FILE"
+# macOS (BSD) base64 uses -i for input file and has no line-wrap flag (outputs single line by default).
+# GNU base64 accepts file as positional arg and uses -w0 for no wrap.
+if base64 -i "$PROBE" > "$B64_FILE" 2>/dev/null; then
+    : # macOS/BSD path succeeded
+elif base64 -w0 "$PROBE" > "$B64_FILE" 2>/dev/null; then
+    : # GNU path succeeded
+else
+    # Fallback: stdin input, strip newlines
+    base64 < "$PROBE" | tr -d '\n' > "$B64_FILE"
+fi
 CHUNK_DIR="$WORK_DIR/chunks"
 mkdir -p "$CHUNK_DIR"
 split -b 24000 "$B64_FILE" "$CHUNK_DIR/chunk_"
--- a/clients/rswolkin/onboarding-baselines/FRONT-20260606T133142.json
+++ b/clients/rswolkin/onboarding-baselines/FRONT-20260606T133142.json
@@ -0,0 +1,701 @@
+{
+  "host": "FRONT",
+  "collected_at_utc": "2026-06-06T13:30:54Z",
+  "os": {
+    "caption": "Microsoft Windows 11 Home",
+    "version": "10.0.26200",
+    "build": "26200",
+    "install_date": "2025-09-30T12:42:52Z",
+    "last_boot_utc": "2026-05-27T07:31:35Z",
+    "architecture": "64-bit"
+  },
+  "facts": {
+    "builtin_admin_enabled": false,
+    "os_eol": {
+      "eol_date": "2027-10-12",
+      "release": "Win11 25H2"
+    },
+    "pending_updates": 4,
+    "pending_reboot": true,
+    "uptime_days": 10.2,
+    "acg_managed_tools": "ScreenConnect / ConnectWise Control",
+    "hardware": {
+      "model": "ASUS P500MV_V500MVC",
+      "manufacturer": "ASUSTeK COMPUTER INC.",
+      "bios_date": "2025-06-23",
+      "cpu_logical": 12,
+      "bios_version": "P500MV.324",
+      "cpu_cores": 8,
+      "ram_gb": 15.6,
+      "serial": "T7PFAG00B454281",
+      "cpu": "13th Gen Intel(R) Core(TM) i5-13420H"
+    },
+    "third_party_av_active": false,
+    "os_build": "26200",
+    "secure_boot": true,
+    "backup_agents": null,
+    "autoruns_run_keys": [
+      {
+        "key": "HKLM:\\Software\\Microsoft\\Windows\\CurrentVersion\\Run",
+        "name": "SecurityHealth",
+        "value": "C:\\WINDOWS\\system32\\SecurityHealthSystray.exe"
+      },
+      {
+        "key": "HKLM:\\Software\\Microsoft\\Windows\\CurrentVersion\\Run",
+        "name": "RtkAudUService",
+        "value": "\"C:\\WINDOWS\\System32\\DriverStore\\FileRepository\\realtekservice.inf_amd64_7a71ba2a71a6f3c2\\RtkAudUService64.exe\" -background"
+      },
+      {
+        "key": "HKLM:\\Software\\WOW6432Node\\Microsoft\\Windows\\CurrentVersion\\Run",
+        "name": "Dropbox",
+        "value": "\"C:\\Program Files (x86)\\Dropbox\\Client\\Dropbox.exe\" /systemstartup"
+      },
+      {
+        "key": "HKLM:\\Software\\WOW6432Node\\Microsoft\\Windows\\CurrentVersion\\Run",
+        "name": "Adobe CCXProcess",
+        "value": "C:\\Program Files (x86)\\Adobe\\Adobe Creative Cloud Experience\\CCXProcess.exe"
+      },
+      {
+        "key": "HKLM:\\Software\\WOW6432Node\\Microsoft\\Windows\\CurrentVersion\\Run",
+        "name": "Adobe Creative Cloud",
+        "value": "\"C:\\Program Files\\Adobe\\Adobe Creative Cloud\\ACC\\Creative Cloud.exe\" --showwindow=false --onOSstartup=true"
+      },
+      {
+        "key": "HKLM:\\Software\\Microsoft\\Windows\\CurrentVersion\\RunOnce",
+        "name": "Delete Cached Update Binary",
+        "value": "C:\\WINDOWS\\system32\\cmd.exe /q /c del /q \"C:\\Program Files\\Microsoft OneDrive\\Update\\OneDriveSetup.exe\""
+      },
+      {
+        "key": "HKLM:\\Software\\Microsoft\\Windows\\CurrentVersion\\RunOnce",
+        "name": "Delete Cached Standalone Update Binary",
+        "value": "C:\\WINDOWS\\system32\\cmd.exe /q /c del /q \"C:\\Program Files\\Microsoft OneDrive\\StandaloneUpdater\\OneDriveSetup.exe\""
+      }
+    ],
+    "physical_disks": [
+      {
+        "health": "Healthy",
+        "model": "CT1000P3PSSD8",
+        "media_type": "SSD"
+      }
+    ],
+    "local_users": [
+      {
+        "last_logon": "",
+        "name": "Administrator",
+        "password_never_expires": false,
+        "enabled": false
+      },
+      {
+        "last_logon": "",
+        "name": "DefaultAccount",
+        "password_never_expires": false,
+        "enabled": false
+      },
+      {
+        "last_logon": "",
+        "name": "Guest",
+        "password_never_expires": false,
+        "enabled": false
+      },
+      {
+        "last_logon": "2026-06-05",
+        "name": "Localadmin",
+        "password_never_expires": false,
+        "enabled": true
+      },
+      {
+        "last_logon": "2026-01-09",
+        "name": "Owner",
+        "password_never_expires": false,
+        "enabled": true
+      },
+      {
+        "last_logon": "",
+        "name": "WDAGUtilityAccount",
+        "password_never_expires": false,
+        "enabled": false
+      },
+      {
+        "last_logon": "2025-12-11",
+        "name": "WsiAccount",
+        "password_never_expires": false,
+        "enabled": false
+      }
+    ],
+    "scheduled_tasks_count": 22,
+    "volumes": [
+      {
+        "drive": "C:",
+        "size_gb": 930.6,
+        "free_pct": 57.5,
+        "free_gb": 534.7
+      },
+      {
+        "drive": "[unlabeled]",
+        "size_gb": 0.1,
+        "free_pct": 27.6,
+        "free_gb": 0
+      },
+      {
+        "drive": "[unlabeled]",
+        "size_gb": 0.8,
+        "free_pct": 14.1,
+        "free_gb": 0.1
+      }
+    ],
+    "network_adapters": [
+      {
+        "dhcp": true,
+        "description": "Intel(R) Ethernet Connection (16) I219-V",
+        "gateway": [
+          "192.168.1.1",
+          "fe80::7690:bcff:fead:c6c5"
+        ],
+        "mac": "A0:AD:9F:95:C4:01",
+        "ip": [
+          "192.168.1.153",
+          "fe80::12de:34bc:e5b4:3089",
+          "2600:1011:a03d:3fca:95fc:53:683e:6871",
+          "2600:1011:a03d:3fca:5b1c:75e9:fa33:f3f6"
+        ],
+        "dns": [
+          "192.168.1.1"
+        ]
+      }
+    ],
+    "failed_autostart_services": [
+      {
+        "name": "DropboxUpdaterInternalService123.0.6299.144",
+        "display": "DropboxUpdater InternalService 123.0.6299.144 (DropboxUpdaterInternalService123.0.6299.144)",
+        "state": "Stopped"
+      },
+      {
+        "name": "DropboxUpdaterService123.0.6299.144",
+        "display": "DropboxUpdater Service 123.0.6299.144 (DropboxUpdaterService123.0.6299.144)",
+        "state": "Stopped"
+      },
+      {
+        "name": "gpsvc",
+        "display": "Group Policy Client",
+        "state": "Stopped"
+      },
+      {
+        "name": "Intel(R) Platform License Manager Service",
+        "display": "Intel(R) Platform License Manager Service",
+        "state": "Stopped"
+      },
+      {
+        "name": "GoogleUpdaterInternalService150.0.7863.0",
+        "display": "Google Updater Internal Service (GoogleUpdaterInternalService150.0.7863.0)",
+        "state": "Stopped"
+      },
+      {
+        "name": "GoogleUpdaterService150.0.7863.0",
+        "display": "Google Updater Service (GoogleUpdaterService150.0.7863.0)",
+        "state": "Stopped"
+      }
+    ],
+    "stability_14d": {
+      "unexpected_shutdowns": 0,
+      "disk_errors": 2,
+      "bugchecks": 0
+    },
+    "exposure": {
+      "smb1_enabled": false,
+      "laps_present": true,
+      "rdp_enabled": false,
+      "uac_enabled": true,
+      "rdp_nla": true
+    },
+    "accounts_password_never_expires": [],
+    "installed_software": [
+      {
+        "publisher": "Adobe",
+        "name": "Adobe Acrobat (64-bit)",
+        "version": "26.001.21563"
+      },
+      {
+        "publisher": "Adobe Inc.",
+        "name": "Adobe Creative Cloud",
+        "version": "6.9.1.1.3"
+      },
+      {
+        "publisher": "Adobe Systems Incorporated",
+        "name": "Adobe Refresh Manager",
+        "version": "1.8.0"
+      },
+      {
+        "publisher": "Microsoft Corporation",
+        "name": "Copilot",
+        "version": "148.0.3967.96"
+      },
+      {
+        "publisher": "Dropbox, Inc.",
+        "name": "Dropbox",
+        "version": "254.4.2518"
+      },
+      {
+        "publisher": "Dropbox, Inc.",
+        "name": "Dropbox Update Helper",
+        "version": "1.3.983.1"
+      },
+      {
+        "publisher": "OEM",
+        "name": "Generic Local Scan 1.7.8 Scan Driver",
+        "version": "1.7.8.0"
+      },
+      {
+        "publisher": "Google LLC",
+        "name": "Google Chrome",
+        "version": "148.0.7778.217"
+      },
+      {
+        "publisher": "Logitech",
+        "name": "Logitech Solar App 1.10",
+        "version": "1.10.3"
+      },
+      {
+        "publisher": "Microsoft Corporation",
+        "name": "Microsoft 365 - en-us",
+        "version": "16.0.20026.20112"
+      },
+      {
+        "publisher": "Microsoft Corporation",
+        "name": "Microsoft Edge",
+        "version": "148.0.3967.96"
+      },
+      {
+        "publisher": "Microsoft Corporation",
+        "name": "Microsoft Edge WebView2 Runtime",
+        "version": "148.0.3967.96"
+      },
+      {
+        "publisher": "Microsoft Corporation",
+        "name": "Microsoft OneDrive",
+        "version": "26.088.0510.0004"
+      },
+      {
+        "publisher": "Microsoft Corporation",
+        "name": "Microsoft Visual C++ 2015-2022 Redistributable (x64) - 14.44.35211",
+        "version": "14.44.35211.0"
+      },
+      {
+        "publisher": "Microsoft Corporation",
+        "name": "Microsoft Visual C++ 2015-2022 Redistributable (x86) - 14.44.35211",
+        "version": "14.44.35211.0"
+      },
+      {
+        "publisher": "Microsoft Corporation",
+        "name": "Microsoft Visual C++ 2022 X64 Additional Runtime - 14.44.35211",
+        "version": "14.44.35211"
+      },
+      {
+        "publisher": "Microsoft Corporation",
+        "name": "Microsoft Visual C++ 2022 X64 Minimum Runtime - 14.44.35211",
+        "version": "14.44.35211"
+      },
+      {
+        "publisher": "Microsoft Corporation",
+        "name": "Microsoft Visual C++ 2022 X86 Additional Runtime - 14.44.35211",
+        "version": "14.44.35211"
+      },
+      {
+        "publisher": "Microsoft Corporation",
+        "name": "Microsoft Visual C++ 2022 X86 Minimum Runtime - 14.44.35211",
+        "version": "14.44.35211"
+      },
+      {
+        "publisher": "Mozilla",
+        "name": "Mozilla Firefox (x64 en-US)",
+        "version": "143.0.1"
+      },
+      {
+        "publisher": "Mozilla",
+        "name": "Mozilla Maintenance Service",
+        "version": "143.0.1"
+      },
+      {
+        "publisher": "Sharp",
+        "name": "My Sharp MICAS Agent",
+        "version": "1.0.0"
+      },
+      {
+        "publisher": "Microsoft Corporation",
+        "name": "Office 16 Click-to-Run Extensibility Component",
+        "version": "16.0.20026.20076"
+      },
+      {
+        "publisher": "OEM",
+        "name": "Printer Network Twain Scan Driver",
+        "version": "1.31.191.0"
+      },
+      {
+        "publisher": "OEM",
+        "name": "Printer Universal Fax Driver",
+        "version": "3.0.11.0"
+      },
+      {
+        "publisher": "OEM",
+        "name": "Printer Universal v2 XL Print Driver",
+        "version": "3.0.13.0"
+      },
+      {
+        "publisher": "ScreenConnect Software",
+        "name": "ScreenConnect Client (1912bf3444b41a08)",
+        "version": "26.1.24.9579"
+      },
+      {
+        "publisher": "Printer",
+        "name": "Windows Driver Package - Printer Printer  (01/10/2016 3.0.13.0)",
+        "version": "01/10/2016 3.0.13.0"
+      },
+      {
+        "publisher": "Printer",
+        "name": "Windows Driver Package - Printer Printer  (10/02/2015 3.0.11.0)",
+        "version": "10/02/2015 3.0.11.0"
+      }
+    ],
+    "tpm": {
+      "enabled": true,
+      "ready": true,
+      "present": true
+    },
+    "local_groups": [
+      "Administrators",
+      "Device Owners",
+      "Distributed COM Users",
+      "Event Log Readers",
+      "Guests",
+      "Hyper-V Administrators",
+      "IIS_IUSRS",
+      "OpenSSH Users",
+      "Performance Log Users",
+      "Performance Monitor Users",
+      "Remote Management Users",
+      "System Managed Accounts Group",
+      "User Mode Hardware Operators",
+      "Users"
+    ],
+    "battery": {
+      "present": false
+    },
+    "activation": {
+      "edition": "Microsoft Windows 11 Home",
+      "description": "Windows(R) Operating System, OEM_DM channel",
+      "licensed": true,
+      "license_status_code": 1
+    },
+    "time_source": "The following error occurred: The service has not been started. (0x80070426)",
+    "chassis_types": [
+      3
+    ],
+    "last_hotfix": {
+      "hotfix_id": "KB5089573",
+      "installed_on": "2026-05-27T07:00:00Z"
+    },
+    "scheduled_tasks": [
+      {
+        "path": "\\",
+        "name": "Adobe Acrobat Update Task",
+        "state": "Ready"
+      },
+      {
+        "path": "\\",
+        "name": "ASUS Optimization 36D18D69AFC3",
+        "state": "Ready"
+      },
+      {
+        "path": "\\",
+        "name": "ASUS Update Checker 2.0",
+        "state": "Ready"
+      },
+      {
+        "path": "\\",
+        "name": "AsusSystemDiagnosis_DriverQuality",
+        "state": "Ready"
+      },
+      {
+        "path": "\\",
+        "name": "iGoAudioTask",
+        "state": "Running"
+      },
+      {
+        "path": "\\",
+        "name": "iGoAudioTaskSession",
+        "state": "Running"
+      },
+      {
+        "path": "\\",
+        "name": "Launch Adobe CCXProcess",
+        "state": "Ready"
+      },
+      {
+        "path": "\\",
+        "name": "MicrosoftEdgeUpdateTaskMachineCore{6E13E31D-880E-4316-9B0C-5B858582936B}",
+        "state": "Ready"
+      },
+      {
+        "path": "\\",
+        "name": "MicrosoftEdgeUpdateTaskMachineUA{A2DC128A-8B08-42ED-9CE8-024A6CE61721}",
+        "state": "Ready"
+      },
+      {
+        "path": "\\",
+        "name": "OneDrive Per-Machine Standalone Update Task",
+        "state": "Ready"
+      },
+      {
+        "path": "\\",
+        "name": "OneDrive Reporting Task-S-1-5-21-3040628439-82149349-1671918666-1001",
+        "state": "Ready"
+      },
+      {
+        "path": "\\",
+        "name": "OneDrive Reporting Task-S-1-5-21-3040628439-82149349-1671918666-1002",
+        "state": "Ready"
+      },
+      {
+        "path": "\\",
+        "name": "OneDrive Reporting Task-S-1-5-21-3040628439-82149349-1671918666-1003",
+        "state": "Ready"
+      },
+      {
+        "path": "\\",
+        "name": "OneDrive Startup Task-S-1-5-21-3040628439-82149349-1671918666-1001",
+        "state": "Ready"
+      },
+      {
+        "path": "\\",
+        "name": "OneDrive Startup Task-S-1-5-21-3040628439-82149349-1671918666-1002",
+        "state": "Ready"
+      },
+      {
+        "path": "\\",
+        "name": "OneDrive Startup Task-S-1-5-21-3040628439-82149349-1671918666-1003",
+        "state": "Ready"
+      },
+      {
+        "path": "\\DropboxSystem\\DropboxUpdater\\",
+        "name": "DropboxUpdaterTaskSystem123.0.6299.144{1AAD67EB-F75A-44FC-AC29-ED7FA24595E8}",
+        "state": "Ready"
+      },
+      {
+        "path": "\\GoogleSystem\\GoogleUpdater\\",
+        "name": "GoogleUpdaterTaskSystem150.0.7863.0{BC637345-BE23-49E9-A319-1B58C7622B7F}",
+        "state": "Ready"
+      },
+      {
+        "path": "\\Lenovo\\Lenovo Service Bridge\\",
+        "name": "S-1-5-21-3040628439-82149349-1671918666-1001",
+        "state": "Ready"
+      },
+      {
+        "path": "\\Mozilla\\",
+        "name": "Firefox Default Browser Agent 308046B0AF4A39CB",
+        "state": "Ready"
+      },
+      {
+        "path": "\\SoftLanding\\S-1-5-21-3040628439-82149349-1671918666-1002\\",
+        "name": "SoftLandingCreativeManagementTask",
+        "state": "Ready"
+      },
+      {
+        "path": "\\SoftLanding\\S-1-5-21-3040628439-82149349-1671918666-1002\\",
+        "name": "SoftLandingDeferralTask-{4ed43a00-c1a0-47dc-a50a-55ed56e7ce24}",
+        "state": "Ready"
+      }
+    ],
+    "antivirus_products": [
+      "Windows Defender"
+    ],
+    "domain_joined": false,
+    "defender": {
+      "antispyware_signature_age": 0,
+      "tamper_protected": false,
+      "real_time_protection": true,
+      "nis_enabled": true,
+      "available": true,
+      "antivirus_enabled": true,
+      "am_service_enabled": true
+    },
+    "bitlocker": {
+      "os_volume": "C:",
+      "key_protectors": [
+        "RecoveryPassword",
+        "Tpm"
+      ],
+      "recovery_key_present": true,
+      "available": true,
+      "encryption_percent": 100,
+      "protection_status": "On"
+    },
+    "is_laptop": false,
+    "installed_software_count": 29,
+    "local_administrators": [
+      "FRONT\\Administrator",
+      "FRONT\\Localadmin",
+      "FRONT\\Owner"
+    ],
+    "firewall_profiles": {
+      "Private": true,
+      "Domain": true,
+      "Public": true
+    },
+    "domain": "WORKGROUP",
+    "foreign_agents": null
+  },
+  "findings": [
+    {
+      "id": "sec.defender.tamper_off",
+      "category": "security",
+      "severity": "warning",
+      "title": "Defender tamper protection is OFF",
+      "detail": "Tamper protection is disabled, so malware or a local admin can silently disable Defender. Enable tamper protection (typically via Intune / Security Center).",
+      "evidence": "RealTimeProtectionEnabled=True; AMServiceEnabled=True; AntispywareSignatureAge=0 days; IsTamperProtected=False"
+    },
+    {
+      "id": "sec.defender.ok",
+      "category": "security",
+      "severity": "info",
+      "title": "Defender active and current",
+      "detail": "Real-time protection on, service running, signatures current.",
+      "evidence": "RealTimeProtectionEnabled=True; AMServiceEnabled=True; AntispywareSignatureAge=0 days; IsTamperProtected=False"
+    },
+    {
+      "id": "sec.av_products.defender_only",
+      "category": "security",
+      "severity": "info",
+      "title": "Defender is the only registered AV",
+      "detail": "Only Microsoft/Windows Defender is registered in Security Center.",
+      "evidence": "Windows Defender"
+    },
+    {
+      "id": "sec.foreign_agents.none",
+      "category": "security",
+      "severity": "info",
+      "title": "No competitor/leftover management agents detected",
+      "detail": "No known competitor RMM or unmanaged remote-access agents found in installed programs or services.",
+      "evidence": "Scanned uninstall hives (HKLM + WOW6432Node) and Win32_Service"
+    },
+    {
+      "id": "sec.foreign_agents.acg.screenconnect_connectwise_control",
+      "category": "security",
+      "severity": "info",
+      "title": "Expected ACG management tooling present: ScreenConnect / ConnectWise Control",
+      "detail": "This is Arizona Computer Guru managed/remote-access tooling that we deploy. Its presence is expected and not a foreign-agent risk.",
+      "evidence": "program: ScreenConnect Client (1912bf3444b41a08) 26.1.24.9579\nservice: ScreenConnect Client (1912bf3444b41a08) (ScreenConnect Client (1912bf3444b41a08)) Running"
+    },
+    {
+      "id": "sec.firewall.ok",
+      "category": "security",
+      "severity": "info",
+      "title": "All firewall profiles enabled",
+      "detail": "Domain, Private, and Public firewall profiles are all enabled.",
+      "evidence": "Private=True; Domain=True; Public=True"
+    },
+    {
+      "id": "sec.bitlocker.ok",
+      "category": "security",
+      "severity": "info",
+      "title": "OS volume encrypted with recovery protector present",
+      "detail": "BitLocker is on for the OS volume and a recovery password protector exists.",
+      "evidence": "Volume=C:; ProtectionStatus=On; EncryptionPercentage=100; KeyProtectors=RecoveryPassword,Tpm"
+    },
+    {
+      "id": "sec.local_admins.list",
+      "category": "security",
+      "severity": "info",
+      "title": "Local administrators (3)",
+      "detail": "Members of the local Administrators group. Review for unexpected or unknown accounts (especially leftover MSP/vendor accounts from a prior provider).",
+      "evidence": "FRONT\\Administrator\nFRONT\\Localadmin\nFRONT\\Owner"
+    },
+    {
+      "id": "sec.patch.os_supported",
+      "category": "security",
+      "severity": "info",
+      "title": "OS build supported: Win11 25H2",
+      "detail": "Build 26200 (Win11 25H2) is in support until 2027-10-12.",
+      "evidence": "Microsoft Windows 11 Home build 26200"
+    },
+    {
+      "id": "sec.patch.pending",
+      "category": "security",
+      "severity": "warning",
+      "title": "4 pending Windows updates",
+      "detail": "Windows Update reports pending (not installed, not hidden) updates. Some may be security updates. Approve/install on the next maintenance window.",
+      "evidence": "Microsoft.Update.Session search IsInstalled=0 and IsHidden=0 -> 4"
+    },
+    {
+      "id": "sec.patch.last_hotfix",
+      "category": "security",
+      "severity": "info",
+      "title": "Last hotfix: KB5089573",
+      "detail": "Most recently installed update (from Get-HotFix; reflects CBS/MSU packages, not all cumulative metadata).",
+      "evidence": "KB5089573 installed 2026-05-27T07:00:00Z"
+    },
+    {
+      "id": "sec.exposure.smb1_off",
+      "category": "security",
+      "severity": "info",
+      "title": "SMBv1 disabled",
+      "detail": "SMBv1 server protocol is disabled.",
+      "evidence": "EnableSMB1Protocol=False"
+    },
+    {
+      "id": "sec.exposure.laps_present",
+      "category": "security",
+      "severity": "info",
+      "title": "LAPS detected",
+      "detail": "A LAPS mechanism is present.",
+      "evidence": "Windows LAPS reg key"
+    },
+    {
+      "id": "health.stability.some",
+      "category": "health",
+      "severity": "warning",
+      "title": "Stability events present in the last 14 days",
+      "detail": "One or more unexpected shutdowns, BSODs, or disk errors occurred recently. Monitor and correlate with user reports.",
+      "evidence": "Unexpected shutdowns (id 41)=0; Bugchecks/BSOD (id 1001)=0; Disk errors (id 7/51/153)=2"
+    },
+    {
+      "id": "health.reboot_uptime.pending",
+      "category": "health",
+      "severity": "warning",
+      "title": "Reboot pending",
+      "detail": "A reboot is pending. Pending reboots can block patches and leave the system in a half-updated state. Schedule a restart.",
+      "evidence": "PendingFileRenameOperations"
+    },
+    {
+      "id": "health.failed_services.stopped",
+      "category": "health",
+      "severity": "warning",
+      "title": "6 auto-start service(s) not running",
+      "detail": "These services are set to start automatically but are not running. Some may be benign; review for security agents, backup agents, or AV that should be running.",
+      "evidence": "DropboxUpdaterInternalService123.0.6299.144 (DropboxUpdater InternalService 123.0.6299.144 (DropboxUpdaterInternalService123.0.6299.144)) = Stopped\nDropboxUpdaterService123.0.6299.144 (DropboxUpdater Service 123.0.6299.144 (DropboxUpdaterService123.0.6299.144)) = Stopped\ngpsvc (Group Policy Client) = Stopped\nIntel(R) Platform License Manager Service (Intel(R) Platform License Manager Service) = Stopped\nGoogleUpdaterInternalService150.0.7863.0 (Google Updater Internal Service (GoogleUpdaterInternalService150.0.7863.0)) = Stopped\nGoogleUpdaterService150.0.7863.0 (Google Updater Service (GoogleUpdaterService150.0.7863.0)) = Stopped"
+    },
+    {
+      "id": "health.domain.workgroup",
+      "category": "health",
+      "severity": "info",
+      "title": "Not domain-joined (workgroup)",
+      "detail": "This machine is in workgroup/Azure AD only mode (Domain=WORKGROUP). No on-prem AD secure channel applies.",
+      "evidence": "PartOfDomain=False; Domain=WORKGROUP"
+    },
+    {
+      "id": "health.time.source",
+      "category": "health",
+      "severity": "info",
+      "title": "Time service source",
+      "detail": "Current Windows Time service source.",
+      "evidence": "Source=The following error occurred: The service has not been started. (0x80070426)"
+    },
+    {
+      "id": "health.backup.none",
+      "category": "health",
+      "severity": "info",
+      "title": "No backup agent detected",
+      "detail": "No known backup agent service found. Backup expectation varies by endpoint; confirm whether this machine is supposed to have local/cloud backup and whether server-side or M365 backup covers it.",
+      "evidence": "No matching backup service in Win32_Service"
+    }
+  ]
+}
--- a/clients/rswolkin/onboarding-baselines/FRONT-20260606T133142.md
+++ b/clients/rswolkin/onboarding-baselines/FRONT-20260606T133142.md
@@ -0,0 +1,237 @@
+# Onboarding Diagnostic Baseline - FRONT
+
+- **Grade:** AMBER
+- **Host:** FRONT
+- **Client:** Wolkin, Robert (`rswolkin`)
+- **Collected (UTC):** 2026-06-06T13:30:54Z
+- **Agent ID:** 877d311a-4b24-462c-97b1-d2a0f7730a71
+- **Command ID:** ab55e360-9c8b-4a1a-9cc7-9b6ef178e457
+- **Findings:** 0 critical / 5 warning / 14 info / 0 unknown
+
+- **OS:** Microsoft Windows 11 Home (build 26200)
+
+---
+
+## WARNING (5)
+
+### Defender tamper protection is OFF
+- **Category:** security
+- **ID:** `sec.defender.tamper_off`
+- Tamper protection is disabled, so malware or a local admin can silently disable Defender. Enable tamper protection (typically via Intune / Security Center).
+
+```
+RealTimeProtectionEnabled=True; AMServiceEnabled=True; AntispywareSignatureAge=0 days; IsTamperProtected=False
+```
+
+### 4 pending Windows updates
+- **Category:** security
+- **ID:** `sec.patch.pending`
+- Windows Update reports pending (not installed, not hidden) updates. Some may be security updates. Approve/install on the next maintenance window.
+
+```
+Microsoft.Update.Session search IsInstalled=0 and IsHidden=0 -> 4
+```
+
+### Stability events present in the last 14 days
+- **Category:** health
+- **ID:** `health.stability.some`
+- One or more unexpected shutdowns, BSODs, or disk errors occurred recently. Monitor and correlate with user reports.
+
+```
+Unexpected shutdowns (id 41)=0; Bugchecks/BSOD (id 1001)=0; Disk errors (id 7/51/153)=2
+```
+
+### Reboot pending
+- **Category:** health
+- **ID:** `health.reboot_uptime.pending`
+- A reboot is pending. Pending reboots can block patches and leave the system in a half-updated state. Schedule a restart.
+
+```
+PendingFileRenameOperations
+```
+
+### 6 auto-start service(s) not running
+- **Category:** health
+- **ID:** `health.failed_services.stopped`
+- These services are set to start automatically but are not running. Some may be benign; review for security agents, backup agents, or AV that should be running.
+
+```
+DropboxUpdaterInternalService123.0.6299.144 (DropboxUpdater InternalService 123.0.6299.144 (DropboxUpdaterInternalService123.0.6299.144)) = Stopped
+DropboxUpdaterService123.0.6299.144 (DropboxUpdater Service 123.0.6299.144 (DropboxUpdaterService123.0.6299.144)) = Stopped
+gpsvc (Group Policy Client) = Stopped
+Intel(R) Platform License Manager Service (Intel(R) Platform License Manager Service) = Stopped
+GoogleUpdaterInternalService150.0.7863.0 (Google Updater Internal Service (GoogleUpdaterInternalService150.0.7863.0)) = Stopped
+GoogleUpdaterService150.0.7863.0 (Google Updater Service (GoogleUpdaterService150.0.7863.0)) = Stopped
+```
+
+
+## INFO (14)
+
+### Defender active and current
+- **Category:** security
+- **ID:** `sec.defender.ok`
+- Real-time protection on, service running, signatures current.
+
+```
+RealTimeProtectionEnabled=True; AMServiceEnabled=True; AntispywareSignatureAge=0 days; IsTamperProtected=False
+```
+
+### Defender is the only registered AV
+- **Category:** security
+- **ID:** `sec.av_products.defender_only`
+- Only Microsoft/Windows Defender is registered in Security Center.
+
+```
+Windows Defender
+```
+
+### No competitor/leftover management agents detected
+- **Category:** security
+- **ID:** `sec.foreign_agents.none`
+- No known competitor RMM or unmanaged remote-access agents found in installed programs or services.
+
+```
+Scanned uninstall hives (HKLM + WOW6432Node) and Win32_Service
+```
+
+### Expected ACG management tooling present: ScreenConnect / ConnectWise Control
+- **Category:** security
+- **ID:** `sec.foreign_agents.acg.screenconnect_connectwise_control`
+- This is Arizona Computer Guru managed/remote-access tooling that we deploy. Its presence is expected and not a foreign-agent risk.
+
+```
+program: ScreenConnect Client (1912bf3444b41a08) 26.1.24.9579
+service: ScreenConnect Client (1912bf3444b41a08) (ScreenConnect Client (1912bf3444b41a08)) Running
+```
+
+### All firewall profiles enabled
+- **Category:** security
+- **ID:** `sec.firewall.ok`
+- Domain, Private, and Public firewall profiles are all enabled.
+
+```
+Private=True; Domain=True; Public=True
+```
+
+### OS volume encrypted with recovery protector present
+- **Category:** security
+- **ID:** `sec.bitlocker.ok`
+- BitLocker is on for the OS volume and a recovery password protector exists.
+
+```
+Volume=C:; ProtectionStatus=On; EncryptionPercentage=100; KeyProtectors=RecoveryPassword,Tpm
+```
+
+### Local administrators (3)
+- **Category:** security
+- **ID:** `sec.local_admins.list`
+- Members of the local Administrators group. Review for unexpected or unknown accounts (especially leftover MSP/vendor accounts from a prior provider).
+
+```
+FRONT\Administrator
+FRONT\Localadmin
+FRONT\Owner
+```
+
+### OS build supported: Win11 25H2
+- **Category:** security
+- **ID:** `sec.patch.os_supported`
+- Build 26200 (Win11 25H2) is in support until 2027-10-12.
+
+```
+Microsoft Windows 11 Home build 26200
+```
+
+### Last hotfix: KB5089573
+- **Category:** security
+- **ID:** `sec.patch.last_hotfix`
+- Most recently installed update (from Get-HotFix; reflects CBS/MSU packages, not all cumulative metadata).
+
+```
+KB5089573 installed 2026-05-27T07:00:00Z
+```
+
+### SMBv1 disabled
+- **Category:** security
+- **ID:** `sec.exposure.smb1_off`
+- SMBv1 server protocol is disabled.
+
+```
+EnableSMB1Protocol=False
+```
+
+### LAPS detected
+- **Category:** security
+- **ID:** `sec.exposure.laps_present`
+- A LAPS mechanism is present.
+
+```
+Windows LAPS reg key
+```
+
+### Not domain-joined (workgroup)
+- **Category:** health
+- **ID:** `health.domain.workgroup`
+- This machine is in workgroup/Azure AD only mode (Domain=WORKGROUP). No on-prem AD secure channel applies.
+
+```
+PartOfDomain=False; Domain=WORKGROUP
+```
+
+### Time service source
+- **Category:** health
+- **ID:** `health.time.source`
+- Current Windows Time service source.
+
+```
+Source=The following error occurred: The service has not been started. (0x80070426)
+```
+
+### No backup agent detected
+- **Category:** health
+- **ID:** `health.backup.none`
+- No known backup agent service found. Backup expectation varies by endpoint; confirm whether this machine is supposed to have local/cloud backup and whether server-side or M365 backup covers it.
+
+```
+No matching backup service in Win32_Service
+```
+
+
+---
+
+## Inventory Baseline Summary
+
+- **Manufacturer / Model:** ASUSTeK COMPUTER INC. / ASUS P500MV_V500MVC
+- **Serial:** T7PFAG00B454281
+- **CPU:** 13th Gen Intel(R) Core(TM) i5-13420H (8 cores / 12 logical)
+- **RAM (GB):** 15.6
+- **BIOS:** P500MV.324 (2025-06-23)
+- **Chassis is laptop:** false
+- **TPM present / Secure Boot:** true / true
+- **Domain joined:** false (WORKGROUP)
+- **OS activation licensed:** true
+- **Uptime (days):** 10.2
+- **Pending reboot:** true
+- **Installed software count:** 29
+- **Scheduled tasks (non-MS, enabled):** 22
+- **Local administrators:** FRONT\Administrator, FRONT\Localadmin, FRONT\Owner
+
+### Fixed volumes
+
+- C: - 534.7 GB free of 930.6 GB (57.5%)
+- [unlabeled] - 0 GB free of 0.1 GB (27.6%)
+- [unlabeled] - 0.1 GB free of 0.8 GB (14.1%)
+
+### Network adapters
+
+- Intel(R) Ethernet Connection (16) I219-V - IP: 192.168.1.153, fe80::12de:34bc:e5b4:3089, 2600:1011:a03d:3fca:95fc:53:683e:6871, 2600:1011:a03d:3fca:5b1c:75e9:fa33:f3f6 - DNS: 192.168.1.1 - DHCP: true
+
+---
+
+## Diff vs Prior Baseline
+
+- No prior baseline found for this host. This is the first baseline.
+
+---
+
+_Generated by run-onboarding-diagnostic.sh (GuruRMM onboarding diagnostic, Phase 1). Raw snapshot: `FRONT-20260606T133142.json` (immutable)._
--- a/clients/rswolkin/remote-printing-tailscale-plan.md
+++ b/clients/rswolkin/remote-printing-tailscale-plan.md
@@ -0,0 +1,87 @@
+# Wolkin Remote Printing - Tailscale Solution
+
+**Date:** 2026-06-06
+**Status:** Pending deployment
+**Decision:** Use Tailscale mesh VPN for remote laptop → office printer connectivity
+
+## Use Case
+
+- Remote laptop (not yet in RMM) needs to print to office printer
+- Office network: Verizon home internet router (likely CGNAT/dynamic IP)
+- No existing VPN infrastructure
+- Single user remote printing scenario
+
+## Solution: Tailscale
+
+**Deployment targets:**
+1. Office PC: **FRONT** (already in RMM - 877d311a-4b24-462c-97b1-d2a0f7730a71)
+2. Remote laptop: (to be enrolled in RMM)
+
+**Architecture:**
+- Install Tailscale client on both machines
+- Create shared Tailscale network (tailnet)
+- Office printer shared from FRONT via SMB
+- Laptop connects to printer using FRONT's Tailscale IP
+
+**Benefits:**
+- Works through CGNAT without port forwarding
+- Free for personal use (up to 100 devices)
+- Zero-config mesh networking
+- Secure (WireGuard-based)
+- ACG can manage via RMM once deployed
+
+## Implementation Steps
+
+1. **Enroll remote laptop in GuruRMM**
+   - Generate enrollment key for Wolkin site
+   - Install agent on laptop
+   - Run onboarding diagnostic
+
+2. **Install Tailscale on FRONT**
+   - Download: https://tailscale.com/download/windows
+   - Install via RMM command or ScreenConnect
+   - Sign in with Wolkin Tailscale account (or create new)
+   - Note FRONT's Tailscale IP (100.x.x.x range)
+
+3. **Install Tailscale on remote laptop**
+   - Same download/install process
+   - Join same tailnet
+   - Note laptop's Tailscale IP
+
+4. **Configure printer sharing**
+   - Share office printer from FRONT (if not already shared)
+   - On laptop: Add network printer using `\\<FRONT-tailscale-IP>\<PrinterName>`
+   - Test print job
+
+5. **Documentation**
+   - Document Tailscale credentials in vault: `clients/rswolkin/tailscale.sops.yaml`
+   - Add printer name and share path to this doc
+   - Update wiki/clients/wolkin.md (when created)
+
+## Alternative Considered
+
+- ScreenConnect print redirection: Wrong direction (office→laptop, not laptop→office)
+- GuruConnect: Not yet production-ready for this use case
+- Commercial cloud print: Overkill/expensive for single user
+- DIY VPN: Complex, CGNAT issues, maintenance burden
+
+## Notes
+
+- FRONT uptime: 10.2 days (as of 2026-06-06) - stable enough for print server role
+- FRONT has pending reboot (dispatched 2026-06-06) - Tailscale install can happen after
+- Office printer make/model: (to be documented)
+- Remote laptop specs: (to be documented after enrollment)
+
+## Follow-up Tasks
+
+- [ ] Create Tailscale account for Wolkin (if needed)
+- [ ] Enroll remote laptop in RMM
+- [ ] Deploy Tailscale to both machines
+- [ ] Configure printer sharing
+- [ ] Test remote print job
+- [ ] Vault Tailscale credentials
+- [ ] Document printer details
+
+---
+
+**Ticket/Session reference:** 2026-06-06 RMM diagnostic + remote printing planning
--- a/clients/rswolkin/session-logs/2026-06-06-mike-gemini-install-rmm-diagnostic-tailscale-planning.md
+++ b/clients/rswolkin/session-logs/2026-06-06-mike-gemini-install-rmm-diagnostic-tailscale-planning.md
@@ -0,0 +1,393 @@
+# Session Log - Gemini CLI Install + Wolkin RMM Diagnostic + Remote Printing Planning
+
+## User
+- **User:** Mike Swanson (mike)
+- **Machine:** Mikes-MacBook-Air (Mac)
+- **Role:** admin
+
+## Date
+2026-06-06
+
+## Summary
+
+Installed Google Gemini CLI on Mac as second fleet host for AGY skill, fixed macOS compatibility issue in GuruRMM onboarding diagnostic script, ran comprehensive security/health diagnostic on Wolkin's FRONT machine (AMBER grade - 5 warnings including tamper protection disabled and pending updates), dispatched reboot to clear pending reboot flag, and documented Tailscale mesh VPN solution for remote laptop printing to office printer.
+
+## Context
+
+Following the recent addition of the AGY skill (Google Gemini CLI router for second-opinion verification and code review), needed to expand Gemini CLI availability beyond GURU-5070 to the Mac. Wolkin client needed RMM system health assessment and has an upcoming requirement for remote printing without traditional VPN infrastructure.
+
+## Work Performed
+
+### 1. Gemini CLI Installation and Configuration
+
+**Objective:** Install and configure Google Gemini CLI on Mac to serve as second fleet host for AGY skill capabilities.
+
+**Steps:**
+
+1. **Read AGY skill documentation** - Reviewed `.claude/skills/agy/SKILL.md` to understand installation requirements and configuration structure
+
+2. **Verified npm availability** - Confirmed npm 11.6.2 installed via Homebrew at `/opt/homebrew/bin/npm`
+
+3. **Installed Gemini CLI globally:**
+   ```bash
+   npm install -g @google/gemini-cli
+   ```
+   - Installed successfully in 4 seconds
+   - Version: 0.45.1
+   - Binary location: `/opt/homebrew/bin/gemini`
+
+4. **Updated identity.json** - Added Gemini configuration block to `.claude/identity.json`:
+   ```json
+   "gemini": {
+     "installed": true,
+     "binary": "/opt/homebrew/bin/gemini",
+     "auth": "oauth",
+     "is_fleet_host": true,
+     "capabilities": [
+       "text",
+       "verify",
+       "review",
+       "review-files",
+       "review-diff",
+       "image-analyze",
+       "search"
+     ]
+   }
+   ```
+
+5. **Documented next step:** User needs to run `gemini` interactively once to complete Google OAuth login. Credentials will be stored at `~/.gemini/oauth_creds.json`.
+
+**Outcome:** Mac is now configured as a Gemini CLI fleet host alongside GURU-5070. All AGY skill modes (text, verify, review, image-analyze, search) are available once OAuth is completed.
+
+**Technical Note:** Gemini uses Google OAuth (no API key required), supports vision input and live web search in keyless mode, and provides genuinely independent second-model verification for Claude's findings.
+
+---
+
+### 2. Repository Synchronization (2 cycles)
+
+**First Sync (12:12 UTC):**
+- Pulled 15 commits (12 Mike, 3 Howard)
+- Key additions: AGY skill, Mailprotector skill, M365 remediation updates, CDP Chrome driver script
+- Wiki updates: Cascades Tucson client article, index
+- Vault: 2 commits (Cascades sysadmin password rotation, Mailprotector API key)
+
+**Second Sync (16:03 UTC):**
+- Pulled 17 commits (13 Mike, 4 Howard)
+- Major updates:
+  - Sync infrastructure: sync-lock.sh for per-machine locking, prevents concurrent sync conflicts
+  - human-flow skill: AST-based scanner v2 with Friction Index rubric, "elevate (polish & redesign)" heuristics
+  - Radio show website: keyboard accessibility improvements (skip link, focus-visible, mobile menu)
+  - Cascades Tucson: Multiple GPO scripts (caregiver lockdown, device lockdown, SCP config)
+  - New wiki article: IX server (233 lines) - full hosting server inventory
+  - Memory feedback: AGY review not read-only, verify committed state before push
+- Global commands updated: checkpoint.md, save.md, scc.md, sync.md
+
+**Identity.json warning noted:** Machine name shows 'Mikes-MacBook-Air' but hostname resolves to 'Mac' - discrepancy should be corrected for proper attribution.
+
+---
+
+### 3. Wolkin RMM Health Diagnostic
+
+**Objective:** Run comprehensive onboarding security and health diagnostic on Wolkin's office PC to establish baseline and identify issues.
+
+**Agent Resolution:**
+- Client: Wolkin, Robert
+- Hostname: front
+- Agent ID: `877d311a-4b24-462c-97b1-d2a0f7730a71`
+- OS: Windows 11 Home 25H2 (build 26200)
+- Hardware: ASUS P500MV, Intel i5-13420H (8c/12t), 15.6GB RAM
+- Last seen: 2026-06-06 13:29 UTC (online)
+
+**Diagnostic Script Issue Discovered:**
+
+Encountered macOS/Linux compatibility issue in `run-onboarding-diagnostic.sh` line 221:
+```bash
+base64 -w0 "$PROBE" > "$B64_FILE"  # GNU flag, fails on BSD/macOS
+```
+
+**Fix applied:**
+```bash
+# macOS (BSD) base64 uses -i for input file and has no line-wrap flag.
+# GNU base64 accepts file as positional arg and uses -w0 for no wrap.
+if base64 -i "$PROBE" > "$B64_FILE" 2>/dev/null; then
+    : # macOS/BSD path succeeded
+elif base64 -w0 "$PROBE" > "$B64_FILE" 2>/dev/null; then
+    : # GNU path succeeded
+else
+    # Fallback: stdin input, strip newlines
+    base64 < "$PROBE" | tr -d '\n' > "$B64_FILE"
+fi
+```
+
+This fix makes the script portable across macOS (BSD base64) and Linux (GNU base64).
+
+**Diagnostic Execution:**
+
+- Probe size: 70,739 bytes → chunked into 4 x 24KB base64-encoded uploads
+- Dispatched via RMM API, executed as SYSTEM context on endpoint
+- Timeout: 240 seconds
+- Result: Completed successfully, exit code 0
+- JSON output: 17,509 bytes extracted from fenced markers
+
+**Grade: AMBER**
+- 0 critical findings
+- 5 warning findings
+- 14 info findings
+- 0 unknown (all checks executed successfully)
+
+**WARNING Findings (Priority Issues):**
+
+1. **Defender Tamper Protection OFF** (`sec.defender.tamper_off`)
+   - Impact: Malware or local admin can silently disable Defender
+   - Current state: RTP enabled, service running, signatures current (0 days old), but tamper protection disabled
+   - Recommendation: Enable via Intune/Security Center
+
+2. **4 Pending Windows Updates** (`sec.patch.pending`)
+   - May include security patches
+   - Recommendation: Install during next maintenance window
+
+3. **Stability Events - 2 Disk Errors** (`health.stability.some`)
+   - Event IDs 7/51/153 (disk errors) detected in last 14 days
+   - 0 unexpected shutdowns, 0 BSODs
+   - Recommendation: Run Check Disk or SMART diagnostics to assess disk health
+
+4. **Reboot Pending** (`health.reboot_uptime.pending`)
+   - Flag: PendingFileRenameOperations
+   - Impact: Blocks patch installation, leaves system in half-updated state
+   - Recommendation: Schedule restart (dispatched during this session)
+
+5. **6 Auto-Start Services Not Running** (`health.failed_services.stopped`)
+   - Dropbox Updater services (2) - benign
+   - Google Updater services (2) - benign
+   - **Group Policy Client (gpsvc)** - notable, should run even on workgroup machines
+   - Intel Platform License Manager - benign
+   - Recommendation: Investigate Group Policy Client status
+
+**POSITIVE Findings (Security/Health):**
+
+- [OK] BitLocker enabled on OS volume with TPM + recovery password protector (100% encrypted)
+- [OK] Defender active: RTP on, service running, signatures current
+- [OK] Only Defender registered as AV (no conflicts)
+- [OK] All firewall profiles enabled (Domain, Private, Public)
+- [OK] No competitor/leftover RMM agents detected
+- [OK] ScreenConnect client present (expected ACG tooling)
+- [OK] SMBv1 disabled
+- [OK] LAPS detected
+- [OK] OS build in support until 2027-10-12
+- [OK] Last hotfix: KB5089573 (2026-05-27)
+
+**Inventory Baseline:**
+
+- Manufacturer: ASUSTeK COMPUTER INC.
+- Model: ASUS P500MV_V500MVC
+- Serial: T7PFAG00B454281
+- CPU: Intel i5-13420H (8 cores, 12 logical)
+- RAM: 15.6 GB
+- BIOS: P500MV.324 (2025-06-23)
+- Chassis: Desktop (not laptop)
+- TPM: Present / Secure Boot: Enabled
+- Domain: Workgroup (not domain-joined)
+- OS Activation: Licensed
+- Uptime: 10.2 days
+- Storage: C: drive 534.7 GB free of 930.6 GB (57.5% free)
+- Network: Intel I219-V @ 192.168.1.153 (DHCP)
+- Installed software: 29 packages
+- Scheduled tasks (non-MS, enabled): 22
+- Local administrators: FRONT\Administrator, FRONT\Localadmin, FRONT\Owner
+
+**Baselines Written:**
+- JSON (immutable snapshot): `clients/rswolkin/onboarding-baselines/FRONT-20260606T133142.json`
+- Markdown (human report): `clients/rswolkin/onboarding-baselines/FRONT-20260606T133142.md`
+
+This is the first baseline for this host. Future diagnostics will diff against this to show new/resolved/regressed findings and software changes.
+
+**Reboot Dispatched:**
+
+To clear the pending reboot flag and allow pending updates to complete:
+```powershell
+Restart-Computer -Force
+```
+- Command ID: `c7d3a53f-a503-4136-b757-d79f18e94136`
+- Status: Running (system restarted immediately)
+- Alert posted to #dev-alerts: `[RMM] Mike dispatched reboot to FRONT (windows) - clear pending reboot + install updates -> cmd:c7d3a53f`
+
+**Outcome:** Comprehensive baseline established for FRONT. Reboot will clear pending flag and allow update installation. Follow-up required for tamper protection, Group Policy Client service, and disk health assessment.
+
+---
+
+### 4. Remote Printing Solution - Tailscale Planning
+
+**Requirement:** Remote laptop (not yet enrolled in RMM) needs to print to office printer. Office is on Verizon home internet (likely CGNAT, dynamic IP). No existing VPN infrastructure.
+
+**Challenge:** Traditional VPN solutions don't work well with residential ISP CGNAT and dynamic IPs. Port forwarding not viable.
+
+**Solution Evaluation:**
+
+| Option | Pros | Cons | Decision |
+|--------|------|------|----------|
+| **Tailscale** | Works through CGNAT, free (≤100 devices), zero-config, WireGuard-based, ACG manageable via RMM | Requires client on both machines | ✓ **Selected** |
+| GuruConnect | ACG-controlled, no third-party dependency | Not production-ready yet | Deferred |
+| ScreenConnect Print Redirect | Already deployed, no new infrastructure | Only works office→laptop direction, not laptop→office | Won't work |
+| Cloud Print (PrinterLogic, etc.) | Professional, works anywhere | Expensive ($10-30/user/month), overkill | Rejected |
+| DIY VPN Server | Full control | CGNAT blocks inbound, needs static IP/DDNS, complex | Rejected |
+
+**Selected Solution: Tailscale Mesh VPN**
+
+**Architecture:**
+1. Install Tailscale on office PC (FRONT - already in RMM)
+2. Install Tailscale on remote laptop (to be enrolled in RMM)
+3. Both join same tailnet (Tailscale network)
+4. Share office printer from FRONT via SMB
+5. Laptop adds network printer using FRONT's Tailscale IP (100.x.x.x range)
+
+**Deployment Plan Documented:** `clients/rswolkin/remote-printing-tailscale-plan.md`
+
+**Plan Contents:**
+- Use case and requirements
+- Architecture diagram (text)
+- Step-by-step implementation checklist:
+  1. Enroll remote laptop in GuruRMM
+  2. Install Tailscale on FRONT (download from tailscale.com/download/windows)
+  3. Install Tailscale on remote laptop
+  4. Configure printer sharing from FRONT
+  5. Add network printer on laptop via Tailscale IP
+  6. Test print job
+  7. Vault Tailscale credentials: `clients/rswolkin/tailscale.sops.yaml`
+  8. Document printer details and Tailscale IPs
+- Alternative solutions considered and rejected (with rationale)
+- Follow-up task checklist
+
+**Why Tailscale Wins:**
+- Zero configuration mesh networking (no manual IP/routing setup)
+- Survives network changes (DHCP, roaming, etc.)
+- Peer-to-peer where possible, relay where NAT traversal fails
+- Free for personal/small business use
+- Can be deployed and managed via RMM scripts once laptops are enrolled
+- Secure by default (WireGuard, cryptographic identity)
+
+**Next Steps:**
+1. Create Tailscale account for Wolkin (or use existing if available)
+2. Enroll remote laptop in GuruRMM (generate site enrollment key)
+3. Deploy Tailscale to both machines (can script via RMM)
+4. Configure and test printer connectivity
+5. Vault credentials and document final configuration
+
+**Outcome:** Clear deployment path documented for remote printing without traditional VPN complexity. Solution scales to additional remote workers if needed in future.
+
+---
+
+## Files Modified
+
+1. `.claude/scripts/run-onboarding-diagnostic.sh`
+   - Fixed macOS base64 compatibility (BSD vs GNU flag differences)
+   - Now portable across macOS and Linux
+
+2. `.claude/identity.json`
+   - Added Gemini configuration block
+   - Set machine as fleet host with full AGY capabilities
+
+## Files Created
+
+1. `clients/rswolkin/onboarding-baselines/FRONT-20260606T133142.json`
+   - Immutable diagnostic snapshot (17,509 bytes)
+   - Complete system state: security, health, inventory
+   - Source of truth for future diffs
+
+2. `clients/rswolkin/onboarding-baselines/FRONT-20260606T133142.md`
+   - Human-readable diagnostic report
+   - Grade: AMBER (0 critical, 5 warning, 14 info)
+   - Detailed findings with remediation guidance
+
+3. `clients/rswolkin/remote-printing-tailscale-plan.md`
+   - Complete Tailscale deployment plan
+   - Architecture, implementation steps, alternatives evaluated
+   - Follow-up task checklist
+
+## Alerts Posted
+
+- `[RMM] Mike dispatched reboot to FRONT (windows) - clear pending reboot + install updates -> cmd:c7d3a53f`
+  - Posted to #dev-alerts (message_id: 1512812299428302908)
+
+## Follow-up Required
+
+### Immediate (This Week)
+
+1. **Complete Gemini OAuth** - Run `gemini` interactively on Mac to log in with Google account
+
+2. **Fix identity.json machine name** - Update `machine` field from "Mikes-MacBook-Air" to match actual hostname "Mac" for correct attribution
+
+3. **Monitor FRONT reboot** - Verify system came back online after restart (expected 2-5 minutes)
+
+### Short-term (Next 1-2 Weeks)
+
+4. **Address FRONT AMBER findings:**
+   - Enable Defender tamper protection (via Intune/Security Center or local policy)
+   - Install 4 pending Windows updates (schedule maintenance window)
+   - Investigate stopped Group Policy Client service (should auto-start on workgroup machines)
+   - Run Check Disk or SMART diagnostics to assess disk health (2 disk errors detected)
+
+5. **Deploy Tailscale remote printing solution:**
+   - Create/confirm Tailscale account for Wolkin
+   - Enroll remote laptop in GuruRMM (generate site enrollment key)
+   - Deploy Tailscale to FRONT and laptop
+   - Configure printer sharing from FRONT
+   - Test remote print job end-to-end
+   - Vault Tailscale credentials: `clients/rswolkin/tailscale.sops.yaml`
+   - Document printer make/model/share name and Tailscale IPs
+
+6. **Re-run diagnostic after remediation** - Establish second baseline showing improvements
+
+## Technical Notes
+
+### macOS base64 Compatibility
+
+BSD base64 (macOS) vs GNU base64 (Linux) syntax differences:
+
+```bash
+# BSD (macOS) - uses -i flag for input file, no line wrapping by default
+base64 -i input.txt > output.b64
+
+# GNU (Linux) - accepts file as positional arg, uses -w0 to disable line wrapping
+base64 -w0 input.txt > output.b64
+
+# Portable fallback - stdin input with newline stripping
+base64 < input.txt | tr -d '\n' > output.b64
+```
+
+The diagnostic script now tries BSD first, falls back to GNU, then uses portable stdin method if both fail. This ensures compatibility across all fleet machines.
+
+### GuruRMM Onboarding Diagnostic
+
+- Probe size: ~70KB PowerShell script
+- Uploaded in 24KB base64-encoded chunks to stay under agent command body limit (~32-40KB)
+- Executes as SYSTEM context
+- Output: JSON fenced between `===DIAG-JSON-START===` and `===DIAG-JSON-END===` markers
+- Grading: RED (≥1 critical), AMBER (≥1 warning, 0 critical), GREEN (0 critical, 0 warning)
+- Checks: Defender state, AV conflicts, foreign RMM agents, firewall, BitLocker, local admins, patch posture, OS EOL, RDP/NLA, SMBv1, UAC, LAPS, disk health, stability, services, domain channel, time source, battery (laptops), backup agent
+- Inventory: hardware/BIOS, OS details, installed software, network, scheduled tasks, autoruns
+- Baselines immutable and append-only; diffs show changes between runs
+
+### Tailscale Architecture
+
+- Mesh VPN using WireGuard protocol
+- Coordination server (Tailscale's) handles NAT traversal and key exchange
+- Peer-to-peer connections where possible; relay (DERP servers) when direct fails
+- Each device gets stable 100.x.x.x IP that persists across networks
+- Access control via ACLs (can restrict which devices talk to which)
+- Works through CGNAT without port forwarding or static IPs
+- Free tier: up to 100 devices, 1 admin, community support
+- Paid tier ($6/user/month): multiple admins, SSO, device approval, audit logs
+
+For Wolkin's use case (2 devices, simple printer sharing), free tier is sufficient.
+
+## Session Metadata
+
+- **Duration:** ~2 hours
+- **Mode:** General → Client (Wolkin)
+- **Primary tools:** RMM skill, Bash, Read, Edit, Write
+- **Commits:** 1 fix (base64 compatibility), 1 config (Gemini), 3 new files (baselines + plan)
+- **RMM commands dispatched:** 1 (reboot to FRONT)
+
+---
+
+**Session complete.** Gemini CLI operational on Mac (pending OAuth), Wolkin FRONT system baselined and rebooting, remote printing solution documented and ready for deployment.