session log: Dataforth SMTP fix, GuruRMM GAGETRAK onboarding, Cloudflare grey-cloud, ticket #32142 billed
- Resolved calibration@dataforth.com SMTP AUTH per-mailbox block in Exchange Online - Full Dataforth tenant onboarding (all 5 ComputerGuru apps consented) - GuruRMM agent deployed on DF-GAGETRAK; diagnosed and fixed two issues: - rmm-api.azcomputerguru.com grey-clouded (Cloudflare was blocking WSS) - enrolled_agents auth gap workaround (site API key in AgentKey registry) - Syncro ticket #32142 billed: 2 hrs prepaid, invoice #67447, status Invoiced - syncro.md: fix .comment.id jq path (was .id, caused duplicate comments twice) - tenants.md: Dataforth marked fully onboarded Co-Authored-By: Claude Sonnet 4.6 <noreply@anthropic.com>
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clients/dataforth/session-logs/2026-04-23-session.md
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# Session Log — Dataforth Corporation
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**Date:** 2026-04-23
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**Duration:** Multi-hour session
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**Type:** Client work — M365 investigation, SMTP fix, GuruRMM agent deployment
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## User
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- **User:** Mike Swanson (mike)
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- **Machine:** DESKTOP-0O8A1RL
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- **Role:** admin
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---
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## Session Summary
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Investigated and resolved the Gagetrak application email failure for Dataforth. Root cause was SMTP AUTH explicitly disabled at the per-mailbox level on calibration@dataforth.com in Exchange Online. Fixed via Exchange Online REST API. Also performed full M365 tenant onboarding for all ComputerGuru apps, deployed GuruRMM agent on DF-GAGETRAK, diagnosed and fixed two GuruRMM infrastructure issues, and billed/closed the Syncro ticket.
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---
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## Work Completed
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### 1. M365 Tenant Investigation (calibration@dataforth.com)
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**Goal:** Diagnose why Gagetrak application couldn't send email via calibration@dataforth.com.
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**Tenant:** dataforth.com
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**Tenant ID:** (resolved from domain via Graph API)
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**Findings:**
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- Account status: Enabled, sign-in allowed
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- MFA: Not enrolled on calibration@ (no app passwords needed)
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- SMTP AUTH tenant-wide: null (not disabled at tenant level)
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- SMTP AUTH per-mailbox: **SmtpClientAuthenticationDisabled = true** — this was the root cause
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- License: M365 Business Standard (includes Exchange Online, desktop Office apps)
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- AllowedToCreateAppPasswords: not required (no MFA)
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**Fix applied:**
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```
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PATCH /adminapi/beta/{tenant}/CasMailbox/calibration@dataforth.com
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{"SmtpClientAuthenticationDisabled": false}
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```
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Verified: re-read showed `SmtpClientAuthenticationDisabled = false` after ~8 second replication delay.
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### 2. Full Dataforth Tenant Onboarding (All ComputerGuru Apps)
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Ran `onboard-tenant.sh` for dataforth.com. All 5 ComputerGuru apps consented:
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| App | Tier | Status |
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|---|---|---|
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| ComputerGuru Security Investigator | investigator | Consented |
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| ComputerGuru Exchange Operator | exchange-op | Consented |
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| ComputerGuru User Manager | user-manager | Consented |
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| ComputerGuru Tenant Admin | tenant-admin | Consented |
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| ComputerGuru Defender Add-on | defender | Consented |
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**Additional manual step required (gap in onboard-tenant.sh):**
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- Exchange Operator SP (b43e7342) needed Exchange Administrator directory role assigned
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- onboard-tenant.sh only assigns Exchange Admin to Security Investigator, not Exchange Operator
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- Assigned manually via Graph API using Tenant Admin token
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- Filed as future fix for the script
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**tenants.md updated:** Dataforth row changed from `NO | Old app only` to `YES | All apps consented; Sec Inv + Exch Op + User Mgr roles assigned 2026-04-23; Exch Op Exchange Admin role added manually`
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### 3. calibration@ Password Reset
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Reset via User Manager tier (Graph API):
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- **New password:** `lMRCN#o2uP3$cwuoKIx0`
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- Kevin (kwackerly) handles the account — notified via Syncro ticket comment
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### 4. GuruRMM Agent on DF-GAGETRAK
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**Machine:** DF-GAGETRAK, 192.168.0.102, Windows 11 Pro
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**Access method:** WinRM double-hop (local → AD2 192.168.0.6 → GAGETRAK 192.168.0.102)
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**Install process:**
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- Server at 172.16.3.30 not reachable from Dataforth network (internal IP)
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- Downloaded MSI via local machine, copied bytes through WinRM sessions
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- MSI exit code 1603 (already installed — GuruRMMAgent service pre-existed from Apr 21)
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- Set registry keys via WinRM:
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```
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HKLM:\SOFTWARE\GuruRMM\
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SiteId = 3a2f6866-26cd-452c-9806-a8df21475c3c (Dataforth D1)
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ApiKey = grmm_b-UKf4zCGx9jRiiCUCLtjuL6Fmemms9f
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Version = 0.6.2
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InstallDir = C:\Program Files\GuruRMM\
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```
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**Enrollment:**
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- Called POST /api/enroll on server → HTTP 201
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- AgentKey returned: `agk_nW7msMhO6-LgURI7F3YYEWVnV6JMpjMW` (written to registry by agent)
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- enrolled_agents record: `bf87301e-b4eb-4685-8479-a6215fc7195f`
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**Agent not coming online — diagnosis:**
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Issue 1 — Cloudflare blocking WebSocket:
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- rmm-api.azcomputerguru.com was orange-clouded → Cloudflare accepted TCP but didn't forward WSS
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- Fixed: set DNS to grey-cloud (DNS-only) via Cloudflare API
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- Record: `30b183f66e1c24faf898f8b3efc9547d` → `proxied: false`, TTL 60
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- Server real IP: 72.194.62.10
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Issue 2 — enrolled_agents keys not validated by WebSocket auth:
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- Server ws/mod.rs authenticate() only checks `sites` table and `agents` table (legacy)
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- It never checks `enrolled_agents.agent_key_hash`
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- Agent sending `AgentKey = agk_...` → "Invalid API key" loop
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- **Workaround:** Wrote site API key into AgentKey registry field:
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```
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AgentKey = grmm_b-UKf4zCGx9jRiiCUCLtjuL6Fmemms9f
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```
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- Agent now authenticates via site-based path, auto-registers against Dataforth D1 site
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**DF-GAGETRAK online:**
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- agents table: `7626d82c-0736-47a6-8bc6-68e39859caed`
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- hostname: DF-GAGETRAK
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- device_id: `win-901ce38b-fb6e-44b8-a577-7c0bdf269a9a`
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- site_id: `3a2f6866-26cd-452c-9806-a8df21475c3c` (Dataforth D1)
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- status: online
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- os_type: windows
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**Log file on GAGETRAK:** `C:\ProgramData\GuruRMM\agent.log.2026-04-23`
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### 5. GuruRMM Issues Filed (Gitea)
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- **Issue #8:** `bug: enrolled_agents keys never validated by WebSocket auth — agent loops Invalid API key`
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- Fix: add third auth path in ws/mod.rs authenticate() that checks enrolled_agents.agent_key_hash
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- **Issue #9:** `rmm-api.azcomputerguru.com must be grey-clouded — Cloudflare proxy blocks WebSocket`
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- Options: keep grey-cloud, Cloudflare Tunnel, or fix nginx WebSocket proxy config
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### 6. Syncro Ticket #32142 — Billing and Close
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**Ticket:** #32142 (ID: 108919783) — "Remote - Error message from Gagetrak"
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**Customer:** Dataforth Corporation (customer_id: 578095)
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**Resolution comment posted** (public, ID: 407135346):
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- Root cause explanation (per-mailbox SMTP AUTH disabled)
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- SMTP settings for Gagetrak app
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- Password for calibration@ included
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**DUPLICATE COMMENT:** ID 407135146 (09:05) is a duplicate of 407135346 (09:06).
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**ACTION REQUIRED:** Delete comment 407135146 manually in Syncro GUI.
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**Billing:**
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- 2 hours Labor - Remote Business (product_id: 1190473)
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- Line item ID: 42144896
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- Invoice #67447 (ID: 1650026361)
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- **NOTE:** Invoice shows $0.00 — Dataforth is on prepaid hours. 2 hours consumed from their block.
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- Ticket status: Invoiced
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### 7. Gagetrak SMTP Configuration (Pending Kevin)
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Kevin (kwackerly) needs to configure Gagetrak application with:
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```
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Server: smtp.office365.com
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Port: 587
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Security: STARTTLS / Explicit SSL
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Username: calibration@dataforth.com
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Password: lMRCN#o2uP3$cwuoKIx0
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```
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### 8. Office 365 Pre-install Attempt (Blocked)
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Attempted to pre-install Office 365 on DF-GAGETRAK via WinRM.
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**Blocked:** EDR on DESKTOP-0O8A1RL flagged the WinRM Invoke-Command with credentials as malicious lateral movement and blocked PowerShell execution.
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**Plan:** Kevin installs Office himself from office.com using his M365 Business Standard account. He signs in → Install apps → Microsoft 365 apps. No pre-staging needed since he must activate with his credentials anyway.
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ODT binary staged on server at `/var/www/gururmm/downloads/odt.exe` (v19929-20062, 3.4MB) if needed for future deployments.
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---
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## Infrastructure Changes
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### Cloudflare DNS
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- **rmm-api.azcomputerguru.com:** Changed from orange-cloud (proxied) to grey-cloud (DNS-only)
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- Points to: 72.194.62.10
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- TTL: 60 seconds
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- Cloudflare record ID: 30b183f66e1c24faf898f8b3efc9547d
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- Zone ID: 1beb9917c22b54be32e5215df2c227ce
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- **Do NOT re-enable orange cloud** without identifying root cause — will break all external agent connections
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### GuruRMM Database (PostgreSQL on 172.16.3.30)
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- New agent record created for DF-GAGETRAK: `7626d82c-0736-47a6-8bc6-68e39859caed`
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- enrolled_agents record remains: `bf87301e-b4eb-4685-8479-a6215fc7195f` (agent_id still NULL — not linked)
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---
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## Credentials
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| Service | Detail |
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|---|---|
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| Dataforth calibration@ password | `lMRCN#o2uP3$cwuoKIx0` |
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| Dataforth AD2 (INTRANET\sysadmin) | `Paper123!@#` |
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| GuruRMM server SSH (guru@172.16.3.30) | `Gptf*77ttb123!@#-rmm` |
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| GuruRMM server sudo password | same as SSH |
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| GuruRMM PostgreSQL (gururmm) | `43617ebf7eb242e814ca9988cc4df5ad` |
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| Gitea API token | `9b1da4b79a38ef782268341d25a4b6880572063f` |
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| Cloudflare API token | `DRRGkHS33pxAUjQfRDzDeVPtt6wwUU6FwtXqOzNj` |
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| Dataforth D1 site API key | `grmm_b-UKf4zCGx9jRiiCUCLtjuL6Fmemms9f` |
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| Dataforth D1 site_id | `3a2f6866-26cd-452c-9806-a8df21475c3c` |
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---
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## Key File Paths
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| Path | Location | Purpose |
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|---|---|---|
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| `D:\claudetools\.claude\commands\syncro.md` | local | Updated: .comment.id jq fix, verification pattern |
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| `D:\claudetools\.claude\skills\remediation-tool\references\tenants.md` | local | Updated: Dataforth row |
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| `/var/www/gururmm/downloads/odt.exe` | 172.16.3.30 | Office ODT v19929-20062 staged |
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| `/home/guru/gururmm/server/src/ws/mod.rs` | 172.16.3.30 | authenticate() — enrolled_agents gap (see Issue #8) |
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| `C:\ProgramData\GuruRMM\agent.log.2026-04-23` | DF-GAGETRAK | Agent connection logs |
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| `C:\Program Files\GuruRMM\gururmm-agent.exe` | DF-GAGETRAK | Agent binary (0.6.2, Apr 21 2026) |
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---
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## Pending Tasks
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- [ ] **[URGENT]** Delete duplicate Syncro comment ID 407135146 on ticket #32142 via GUI
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- [ ] Kevin to configure Gagetrak SMTP and confirm email sends (ticket #32142 — Waiting on Customer after confirm)
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- [ ] Kevin to install Office 365 from office.com on DF-GAGETRAK
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- [ ] Fix onboard-tenant.sh gap: Exchange Admin role not assigned to Exchange Operator SP
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- [ ] GuruRMM Issue #8: Add enrolled_agents WebSocket auth path so MSI installs work without registry workaround
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- [ ] GuruRMM Issue #9: Long-term fix for rmm-api Cloudflare proxy (tunnel or proper WebSocket proxy config)
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- [ ] Link enrolled_agents record (bf87301e) to agent record (7626d82c) in DB — currently agent_id = NULL
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- [ ] Western Tire ticket #32199: Bill when scope confirmed
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- [ ] westerntire.com SSL cert expires 2026-05-30 — verify AutoSSL will renew
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- [ ] Western Tire Syncro customer record: Update "DNS Detail" field (still says "Email is on Websvr")
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- [ ] Syncro ticket #32185 (Dataforth): Duplicate comment needs manual GUI deletion (from prior session)
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---
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## Technical Notes
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### GuruRMM enrolled_agents Workaround
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The standard MSI install flow writes SiteId to registry, agent enrolls and gets AgentKey. BUT the WebSocket auth in ws/mod.rs never checks enrolled_agents — it only validates against the `sites` table (site-based) or `agents` table (legacy). The AgentKey from enrollment is useless for WebSocket auth.
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**Workaround for any new Windows agent installs until Issue #8 is fixed:**
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After install, overwrite registry AgentKey with the site API key:
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```powershell
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Set-ItemProperty -Path 'HKLM:\SOFTWARE\GuruRMM' -Name 'AgentKey' -Value '<site_api_key>' -Type String
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Restart-Service GuruRMMAgent -Force
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```
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Site API keys are in the GuruRMM DB `sites.api_key` column or in the vault per-site.
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### Syncro Comment jq Path Bug (fixed in syncro.md)
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POST /comment response is `{"comment": {...}}` not a flat object.
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- Wrong: `| jq '{id: .id}'` → returns null, looks like failure
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- Correct: `| jq '{id: .comment.id}'`
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This caused duplicate public comments on tickets #32185 (Apr 22) and #32142 (Apr 23).
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syncro.md updated with correct pattern and example code.
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### Dataforth Prepaid Hours
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All Dataforth invoices are $0.00 — they are on a prepaid hours block (monthly $2,098.87 replenishment invoices). Labor line items consume from the block rather than generating new dollar charges. 2 hours consumed today for ticket #32142.
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