# Phone SSO Pilot Runbook — Cascades of Tucson

**Built:** 2026-04-24 by Howard + Claude
**Target:** Pilot caregiver phone usable end-to-end by Monday 2026-04-27
**Reference:** `PLAN-AND-QUESTIONS-2026-04-24.md` Track A
**Pilot identity:** `howard.enos@cascadestucson.com` (AD), linked to Howard's existing ALIS admin account (`howard.enos` login)

> This is the hands-on checklist. Each section has copy-paste-ready commands / field values. Check off as you go.

---

## Pre-flight (already done)
- [x] CS-SERVER preflight green (2026-04-22 post-reboot verification)
- [x] `OU=Caregivers,OU=Departments,DC=cascades,DC=local` created 2026-04-24
- [x] Orphan `OU=Sync-Phase1-Caregivers` removed
- [x] WAN IP discovered — primary `184.191.143.62` (confirmed, matches historical sign-in logs)
- [x] Master plan rewritten with Track A/B/C split
- [x] Risk Analysis draft saved (`docs/security/risk-analysis-2026-04.md`)

---

## Gate A1 — Install Entra Connect on CS-SERVER (staging mode)

**Prereq:** Domain admin logged into CS-SERVER console. Fresh download of Entra Connect Sync.

**Download path (updated 2026-04-24 — Microsoft moved distribution away from Download Center):**
1. Sign in to https://entra.microsoft.com as Cascades tenant Global Admin
2. Navigate: **Identity → Hybrid management → Microsoft Entra Connect → Connect Sync**
3. Download the installer MSI from that blade

The public Download Center now returns only a "DecommissionDownloadCentre" PDF notice. New versions are only released via the Entra admin portal.

### Installer wizard — field-by-field

| Wizard page | What to enter |
|---|---|
| Welcome | Accept license |
| Express Settings | Choose **Customize** (NOT Express) |
| Install required components | Leave defaults, Install |
| User sign-in | Select **Password Hash Synchronization**, check **Enable single sign-on** (optional — Seamless SSO for domain-joined PCs; safe to leave checked) |
| Connect to Azure AD | Sign in as Cascades tenant Global Admin (NOT the `howard.enos` test account — use your normal admin identity) |
| Connect your directories | Forest: `cascades.local`. Add with domain admin creds. |
| Azure AD sign-in configuration | Verify UPN suffix `cascadestucson.com` is verified in Azure (should be). If not, fix before proceeding. |
| Domain / OU filtering | Select **Sync selected domains and OUs**. Check **only** `OU=Caregivers,OU=Departments,DC=cascades,DC=local`. Uncheck everything else. |
| Uniquely identifying your users | Leave default: "Users are represented only once across all directories" + "objectGUID" |
| Filter users and devices | Synchronize all users and devices |
| Optional features | Leave defaults |
| **Ready to configure** | **CHECK "Enable staging mode"** — this is the key box. Install will run but NOT push anything to Azure. |
| Confirm → Install | |

### Post-install verification (run from CS-SERVER PowerShell)

```powershell
# Confirm staging mode is ON
Get-ADSyncScheduler | Select-Object StagingModeEnabled, SyncCycleEnabled, MaintenanceEnabled

# Force a sync cycle (still staging — nothing pushed)
Start-ADSyncSyncCycle -PolicyType Initial

# Check what would sync
Get-ADSyncConnector | Select-Object Name, Type

# List staged-up users (should only include howard.enos once the account is created in A4)
Get-ADSyncCSObject -ConnectorName "cascades.local" | Select-Object DistinguishedName, ConnectorState | Select-Object -First 20
```

---

## Gate A2 — Named Location + Conditional Access (Report-only)

**Where:** Microsoft Entra admin center (https://entra.microsoft.com) → Protection → Conditional Access

### A2.1 Named Location

Entra → Protection → Conditional Access → **Named locations** → **+ IP ranges location**

| Field | Value |
|---|---|
| Name | `Cascades Office` |
| Mark as trusted location | **Yes** (checkbox) |
| IP ranges (IPv4) | `184.191.143.62/32` |

**Note on dual-WAN:** if pfSense query confirms a secondary WAN with a separate public IP, add that as a second `/32` entry later. Until then, we let Report-only mode show us which IPs are actually observed.

### A2.2 CA Policy — Report-only

Two policies implement: *"skip MFA only when SG-Caregivers member AND device compliant AND on trusted network; otherwise MFA."*

**Policy 1: `Cascades - Caregivers - Untrusted Location - MFA + Compliant`**

| Section | Setting |
|---|---|
| Users | Include: `SG-Caregivers` group |
| Cloud apps | Include: All cloud apps |
| Conditions → Locations | Include **Any location**, Exclude **Cascades Office** |
| Grant | **Require multi-factor authentication** AND **Require device to be marked as compliant** (select "Require all the selected controls") |
| Enable policy | **Report-only** |

**Policy 2: `Cascades - Caregivers - Trusted Location - Non-Compliant - MFA`**

| Section | Setting |
|---|---|
| Users | Include: `SG-Caregivers` group |
| Cloud apps | Include: All cloud apps |
| Conditions → Locations | Include **Cascades Office** only |
| Conditions → Filter for devices | Include filter: `device.isCompliant -eq False` |
| Grant | **Require multi-factor authentication** |
| Enable policy | **Report-only** |

### A2.3 Verify via What-If tool

Entra → CA → **What If** → simulate:
- User: `howard.enos@cascadestucson.com`
- Cloud app: Office 365
- IP: `184.191.143.62`, location Cascades Office
- Device state: Compliant
- Expected: **no policies match** → no MFA would be required. This is the sign-in pattern we want.

Then test untrusted scenario:
- Same user, same app
- IP: `8.8.8.8` (random external)
- Device: Compliant
- Expected: **Policy 1 matches** → MFA required.

---

## Gate A3 — ALIS App Registration in Entra

**Where:** Entra admin center → Applications → **App registrations** → **+ New registration**

### A3.1 Register

| Field | Value |
|---|---|
| Name | `Cascades of Tucson - ALIS SSO` |
| Supported account types | **Accounts in this organizational directory only (Default Directory only - Single tenant)** |
| Redirect URI — Platform | **Web** |
| Redirect URI — URL | `https://cascadestucson.alisonline.com/ExternalLoginCallback` |

Click **Register**.

### A3.2 Authentication

Left sidebar → **Authentication**:
- Under **Implicit grant and hybrid flows** → check **ID tokens (used for implicit and hybrid flows)**
- Supported account types → **Accounts in this organization directory only (Default - Single tenant)**
- **Save**

### A3.3 Client Secret

Left sidebar → **Certificates & secrets** → **+ New client secret**

| Field | Value |
|---|---|
| Description | `ALIS - Single Tenant Secret` |
| Expires | **24 months** (max — track in vault, renewal reminder required) |

**Copy the `Value` immediately.** It's shown only once. Also capture the `Secret ID`.

### A3.4 Capture the three values

From **Overview** page:
- **Directory (tenant) ID:** `207fa277-e9d8-4eb7-ada1-1064d2221498` (known from existing tenant records)
- **Application (client) ID:** _capture after registration_
- **Client Secret Value:** _captured in A3.3_

### A3.5 Vault the values

Create `clients/cascades-tucson/alis-sso-app-registration.sops.yaml` with the three values + secret expiry date. Template:

```yaml
kind: app-registration
name: Cascades ALIS SSO
tenant: cascadestucson.com
tenant_id: 207fa277-e9d8-4eb7-ada1-1064d2221498
application_id: <capture from portal>
client_secret_value: <one-time value — copy before leaving portal>
secret_description: ALIS - Single Tenant Secret
secret_created: 2026-04-24
secret_expires: 2028-04-24
notes: |
  Track expiration — IT admin must update ALIS App Store SSO settings with a new
  secret each renewal cycle or sign-in will stop working for all linked users.
  Rotation reminder: add to calendar 30 days before expires.
```

### A3.6 ALIS App Store install (YOUR SIDE, not Entra)

Log into ALIS → App Store → search "Entra SSO" → Install → on the **Configure** tab, under **Outbound Connections**, paste:
- Directory ID
- Application ID
- Client Secret Value

Save.

---

## Gate A4 — Pilot AD account

Run via GuruRMM on CS-SERVER (I'll execute when you say go):

```powershell
# Generate a random initial password (you'll know it; caregiver won't need it since
# they'll set via self-service or login will SSO from phone directly)
$tempPass = -join ((65..90) + (97..122) + (48..57) | Get-Random -Count 16 | ForEach-Object {[char]$_}) + "!9"
$securePass = ConvertTo-SecureString $tempPass -AsPlainText -Force

New-ADUser `
  -Name "Howard Enos" `
  -GivenName "Howard" `
  -Surname "Enos" `
  -SamAccountName "howard.enos" `
  -UserPrincipalName "howard.enos@cascadestucson.com" `
  -EmailAddress "howard.enos@cascadestucson.com" `
  -Path "OU=Caregivers,OU=Departments,DC=cascades,DC=local" `
  -AccountPassword $securePass `
  -Enabled $true `
  -ChangePasswordAtLogon $false `
  -Description "Phone SSO pilot test account — Howard's ALIS admin login target"

Write-Output "Account created. Temporary password: $tempPass"

# Add to SG-Caregivers (the group from G1)
Add-ADGroupMember -Identity "SG-Caregivers" -Members "howard.enos"

# Verify
Get-ADUser howard.enos -Properties MemberOf, DistinguishedName, EmailAddress |
  Select-Object SamAccountName, UserPrincipalName, EmailAddress, DistinguishedName, @{N='Groups';E={$_.MemberOf -join '; '}}
```

After run, vault the temporary password to `clients/cascades-tucson/howard-enos-pilot.sops.yaml` so we can find it later if needed.

**ALIS side (you do):** in ALIS admin, update `howard.enos` staff profile's Email field to `howard.enos@cascadestucson.com` so it matches the Entra UPN. Required for SSO linking to resolve.

---

## Gate A5 — Exit staging, sync, verify

Run on CS-SERVER:

```powershell
# Turn off staging mode
Set-ADSyncScheduler -SyncCycleEnabled $true
Set-ADSyncSchedulerConnectorOverride -ConnectorIdentifier "cascades.local" -FullSyncRequired

# Open Azure AD Connect app from Start menu → Configure → Configure staging mode → UNCHECK "Enable staging mode" → Next → Configure

# After exiting staging, force a full sync
Start-ADSyncSyncCycle -PolicyType Initial
```

Verify in Entra (https://entra.microsoft.com → Users):
- `howard.enos@cascadestucson.com` appears as hybrid (Source: Windows Server AD)
- The on-premises AD password hash should now be the M365 sign-in password

Test sign-in at https://portal.office.com with `howard.enos@cascadestucson.com` + the temp AD password. Should succeed. **May** prompt for MFA at first sign-in depending on tenant defaults — that's fine.

---

## Gate A6 — Enroll pilot phone

**Phone choice:** fresh Samsung A15 (one of the 24 unopened), OR wipe the existing enrolled Phone 1.

**Enrollment path:** MSDM shared-device mode, QR-code from `CSC - Android Shared Phones` profile (already configured in Intune).

Steps:
1. Factory reset phone (if reused)
2. At first-boot, scan the QR code from `CSC - Android Shared Phones`
3. Phone enrolls into Intune, joins `Cascades - Shared Phones` dynamic group automatically (rule based on enrollmentProfileName)
4. Policies apply — compliance, Wi-Fi profile, required apps
5. Wait ~5–15 min for compliance to be evaluated

**Test sign-in as pilot:**
- Open Teams or Authenticator → **Sign in**
- Enter `howard.enos@cascadestucson.com` + AD password
- **Expected (on Cascades Wi-Fi):** no MFA prompt (trusted location + compliant device → policies don't match)
- **Expected (off Cascades Wi-Fi):** MFA prompt (Policy 1 matches → require MFA + compliant)
- **ALIS web app:** should auto-SSO after M365 sign-in completes (ALIS OIDC app redirects to Entra for auth)

**Verify in Entra sign-in logs:**
https://entra.microsoft.com → Monitoring & Health → Sign-in logs → filter User = howard.enos
- Column "Conditional Access" → should show "Report-only" results matching expected behavior
- Column "IP address" → should match `184.191.143.62` when on Cascades Wi-Fi (confirms Named Location matched)

---

## Gate A7 — Flip CA to Enforcement (Monday AM)

After review of Sat–Sun sign-in logs:
- Confirm no "would have been blocked" events for legitimate sign-ins
- Both CA policies → **Enable policy: On** (was Report-only)

Run one more pilot sign-in from phone to confirm no regression.

---

## Parallel: ALIS support email (send anytime)

**To:** `support@medtelligent.com`
**Subject:** Cascades of Tucson — SSO setup, BAA request, and PIN feature availability

```
Hi ALIS team,

I'm the MSP IT contact for Cascades of Tucson (tenant: cascadestucson.alisonline.com).
We are setting up Microsoft Entra SSO for our staff per your documentation at
https://support.alisonline.com/hc/en-us/articles/34831696021901.

We have three asks:

1. HIPAA Business Associate Agreement (BAA) — Cascades is a HIPAA-covered entity
   and we need a signed BAA with Medtelligent / ALIS on file. Please send the
   current template.

2. User linking workflow — your documentation says users "link their ALIS account
   to their Microsoft identity." Can you confirm whether linking is triggered by
   administrator action (push) or by each user's first SSO sign-in attempt?
   We are doing a controlled pilot rollout and need to know whether installing
   the Entra SSO app will trigger any automatic re-linking for existing users,
   or whether existing ALIS credentials keep working until each user is
   individually linked.

3. Login PINs feature — your docs note this is "limited-release." Is this
   feature available to us? It looks valuable for our shared-phone caregiver
   workflow (faster re-auth without full OIDC redirect each time).

As a secondary item, we would also appreciate your FIPS 140-2 attestation /
compliance statement for our HIPAA risk analysis documentation.

Happy to connect with your Integrations team as needed.

Thanks,
Howard Enos
Arizona Computer Guru (MSP for Cascades of Tucson)
howard@azcomputerguru.com
```

---

## Rollback points

| Gate | Rollback |
|---|---|
| A1 | Uninstall Entra Connect from Control Panel → nothing synced |
| A2 | Delete CA policies + Named Location — zero impact if Report-only |
| A3 | Delete App Registration in Entra — ALIS SSO stops working but ALIS credential login still works |
| A4 | Disable / remove `howard.enos` AD account |
| A5 | Re-enter staging mode via ADConnect wizard; re-sync to remove pilot from cloud |
| A6 | Factory reset phone |
| A7 | Flip both policies back to Report-only |

No hard-to-reverse steps. Only concern: **after PHS is on, existing cloud-only M365 passwords for users in sync scope are overwritten by their AD password.** Phase 1 scope is just `howard.enos` (new account) — no existing-user password migration pain.

---

## Open items / decisions as of 2026-04-24

- [ ] Dual-WAN verdict from pfSense (Howard to check after lockout clears)
- [ ] `72.211.21.217` egress IP — confirm or discard after Named Location Report-only logs show actual sign-in IPs
- [ ] ALIS support email sent
- [ ] ALIS BAA received
- [ ] Login PINs feature availability confirmed

## Open questions handled elsewhere
- Everything Meredith-blocking → master plan Track B + `PLAN-AND-QUESTIONS-2026-04-24.md` §5
- ALIS password pasted in chat earlier → rotate when convenient (post-pilot)