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AddInChecks.ps1
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2391 lines (2069 loc) · 122 KB
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# <#
# .SYNOPSIS
# Gathers diagnostics and configuration data relevant to Exclaimer Add-In and signature deployment across Outlook clients.
#
# .DESCRIPTION
# This script collects diagnostics including Outlook client versions, signature agent installations, WebView2 runtime presence, endpoint connectivity, local signatures, and cloud geolocation.
# It prompts for a user's email to determine their domain, fetches relevant endpoints, tests connectivity, inspects Outlook installations, and produces an HTML report "AddInChecks.html" in the user’s Downloads folder.
#
# .NOTES
# Date: 23rd September 2025
# Version: 4.26.24
#
# .PRODUCTS
# Exclaimer Signature Management - Microsoft 365
#
# .REQUIREMENTS
# - PowerShell 5.1+ or PowerShell Core
# - Internet connectivity
# - Script must be run on a Windows machine
# - Access to registry for Outlook configuration and installed apps
# - Network ability to test endpoints on port 443
#
# .VERSION
# 1.1.0
# - Collects Windows version details
# - Collects Outlook installation and version details
# - Checks for Exclaimer Cloud Add-in presence and version
# - Detects deployment method (AppSource, Manifest, or User-installed)
# - Verifies local Exclaimer Agent and WebView2 installation
# - Tests network connectivity and service geolocation
# - Inspects local signatures for Exclaimer integration
# - Retrieves key organization-level Exchange settings affecting add-ins
#
# .INSTRUCTIONS
# 1. Open PowerShell (as Administrator recommended)
# 2. Set execution policy, e.g. `Set-ExecutionPolicy -Scope Process -ExecutionPolicy Bypass`
# 3. Navigate to script folder, e.g. `cd c:\temp`
# 4. Execute: `.\AddInChecks.ps1`
# >
#
function CheckPowerShellVersion {
Write-Host "Checking PowerShell version..." -ForegroundColor Cyan
if ($PSVersionTable.PSEdition -ne 'Desktop' -or $PSVersionTable.PSVersion.Major -ne 5) {
Write-Host "This script must be run in Windows PowerShell 5.x." -ForegroundColor Red
Write-Host "Please run this script in Windows PowerShell version 5.x." -ForegroundColor Yellow
Write-Host ""
Read-Host "Press Enter to close"
return $false
}
Write-Host "PowerShell version is compatible." -ForegroundColor Green
return $true
}
# ------------------------------
# Output Setup
# ------------------------------
# Default path: Downloads folder
$Global:FilePath = [System.IO.Path]::Combine([Environment]::GetFolderPath('UserProfile'), 'Downloads')
$LogFile = "AddInChecks_$(Get-Date -Format 'HHmmss').html"
# Check if the path exists, if not, use C:\Temp
if (-not (Test-Path -Path $Global:FilePath)) {
$Global:FilePath = "C:\Temp"
if (-not (Test-Path -Path $Global:FilePath)) {
New-Item -Path $Global:FilePath -ItemType Directory -Force | Out-Null
}
}
# Final full path for the log file
$DateTimeRun = Get-Date -Format "ddd dd MMMM yyyy, HH:MM 'UTC' K"
$FullLogFilePath = Join-Path $Global:FilePath $LogFile
# Example: write output to the log file
"Log started at $DateTimeRun" | Out-File -FilePath $FullLogFilePath -Encoding UTF8
# Start HTML structure and open <pre> for formatting
@"
<html>
<head>
<meta charset='UTF-8'>
<title>Exclaimer Diagnostics Report - Client-Side</title>
<style>
body { font-family: 'Segoe UI', sans-serif; background-color: #f9f9f9; color: #333; padding: 20px; }
.container { max-width: 1000px; margin: 0 auto; }
h1 { color: #003366; }
h2 { color: #2a52be; border-bottom: 1px solid #ccc; padding-bottom: 5px; margin-top: 30px; }
h3 { color: #2a52be; border-bottom: 1px solid #ccc; padding-bottom: 5px; margin-top: 30px; }
code { display:block; margin-top:5px; }
.section { margin-bottom: 30px; }
.success { color: green; font-weight: bold; }
.fail { color: red; font-weight: bold; }
.warning { color: orange; font-weight: bold; }
table { width: 100%; border-collapse: collapse; margin-top: 10px; }
th, td { border: 1px solid #ccc; padding: 8px; text-align: left; }
th { background-color: #eee; }
a { color: #0078D4; text-decoration: none; } a:hover { text-decoration: underline; }
.info-after-note { color:#0c5460; background-color:#d1ecf1; border:1px solid #bee5eb; border-left:4px solid #0c5460; padding:14px; border-radius:4px; font-weight:600; margin-top:10px; box-shadow:0 2px 4px rgba(0,0,0,0.1); }
.info-after-error { color:#721c24; background-color:#f8d7da; border:1px solid #f5c6cb; border-left:4px solid #c82333; padding:14px; border-radius:4px; font-weight:600; margin-top:10px; box-shadow:0 2px 4px rgba(0,0,0,0.1); }
.info-after-warning { color:#856404; background-color:#fff3cd; border:1px solid #ffeeba; border-left:4px solid #ffc107; padding:14px; border-radius:4px; font-weight:600; margin-top:10px; box-shadow:0 2px 4px rgba(0,0,0,0.1); }
.info-after-success { color:#155724; background-color:#d4edda; border:1px solid #c3e6cb; border-left:4px solid #28a745; padding:14px; border-radius:4px; font-weight:600; margin-top:10px; box-shadow:0 2px 4px rgba(0,0,0,0.1); }
.side-note { color: #555; font-size: 12px; margin-top: 5px; font-style: italic; }
code { background-color: #f1f1f1; padding: 2px 4px; border-radius: 4px; font-weight: bold; color: #c7254e; display:inline; }
.floating-button-error {
position: fixed;
top: 20px;
right: 20px;
background-color: #d40000;
color: white;
border: none;
padding: 10px 15px;
border-radius: 5px;
cursor: pointer;
z-index: 1000;
font-size: 14px;
font-weight: 600;
}
.floating-button-warning {
position: fixed;
top: 60px;
right: 20px;
background-color: #ffc107;
color: white;
border: none;
padding: 10px 15px;
border-radius: 5px;
cursor: pointer;
z-index: 1000;
font-size: 14px;
font-weight: 600;
}
.floating-button-warning:hover {
background-color: #e0a800;
}
.floating-button-error:hover {
background-color: #a80000;
}
</style>
</head>
<body>
<div class="container">
<h1>Exclaimer Diagnostics Report - Client-Side</h1>
<p><strong>Run Date:</strong> $DateTimeRun</p>
"@ | Set-Content -Path $FullLogFilePath -Encoding UTF8
Clear-Host
Write-Host " -----------------------------------------------" -ForegroundColor Cyan
Write-Host " | EXCLAIMER |" -ForegroundColor Yellow
Write-Host " | Diagnostics Script Collection |" -ForegroundColor Yellow
Write-Host " -----------------------------------------------" -ForegroundColor Cyan
Write-Host ""
Start-Sleep -Seconds 1
function ConfirmElevationStatus {
Write-Host "========== Script Permission Check ==========`n" -ForegroundColor Cyan
# Get current user without domain
$fullUser = whoami
$currentUser = ($fullUser -split '\\')[-1]
Write-Host "Current script runner: $currentUser`n" -ForegroundColor Cyan
$isAdmin = ([Security.Principal.WindowsPrincipal] `
[Security.Principal.WindowsIdentity]::GetCurrent()
).IsInRole([Security.Principal.WindowsBuiltInRole]::Administrator)
if ($isAdmin) {
Write-Host "PowerShell is running with Administrator privileges." -ForegroundColor Green
}
else {
Write-Host "PowerShell is NOT running with Administrator privileges." -ForegroundColor Yellow
Write-Host "Some diagnostic checks will be skipped or provide incomplete results." -ForegroundColor Yellow
Write-Host "`nRecommended action: Close this window and re-run the script as Administrator.`n" -ForegroundColor Cyan
$choice = Read-Host "Do you want to continue anyway? (Y/N)"
if ($choice.ToUpper() -ne "Y") {
Write-Host "Script execution cancelled by user." -ForegroundColor Red
# --- HTML Logging (cancelled run) ---
Add-Content $FullLogFilePath '<div class="section">'
Add-Content $FullLogFilePath '<h2>🔐 Script Permission Check</h2>'
Add-Content $FullLogFilePath "<p title=`"The user running the script in PowerShell.`"><strong>User:</strong> $currentUser</p>"
Add-Content $FullLogFilePath '<p><strong>Status:</strong> Script stopped. User chose not to continue without Administrator privileges.</p>'
Add-Content $FullLogFilePath '</div>'
exit
}
Write-Host "Continuing without Administrator privileges..." -ForegroundColor Yellow
}
# --- HTML Logging (continued run) ---
Add-Content $FullLogFilePath '<div class="section">'
Add-Content $FullLogFilePath '<h2>🔐 Script Permission Check</h2>'
Add-Content $FullLogFilePath '<table>'
Add-Content $FullLogFilePath '<tr><th>Property</th><th>Value</th></tr>'
if ($isAdmin) {
Add-Content $FullLogFilePath "<tr><td><strong>Windows User</strong></td><td title=`"The user that running the script in PowerShell.`">$currentUser</td></tr>"
Add-Content $FullLogFilePath '<tr><td><strong>Administrator privileges</strong></td><td>Yes</td></tr>'
Add-Content $FullLogFilePath '<tr><td><strong>Impact</strong></td><td>All diagnostics can be collected.</td></tr>'
}
else {
Add-Content $FullLogFilePath "<tr><td><strong>Windows User</strong></td><td title=`"The user that running the script in PowerShell.`">$currentUser</td></tr>"
Add-Content $FullLogFilePath '<tr><td><strong>Administrator privileges</strong></td><td style="color:#F5A627;font-weight:bold;">No</td></tr>'
Add-Content $FullLogFilePath '<tr><td><strong>Impact</strong></td><td>Some diagnostics (firewall, networking, system-level logs) were skipped or limited.</td></tr>'
Add-Content $FullLogFilePath '<tr><td><strong>User decision</strong></td><td>User chose to continue without elevation.</td></tr>'
Add-Content $FullLogFilePath '<tr><td><strong>Recommendation</strong></td><td>Re-run the script using Run as administrator if requested by support.</td></tr>'
}
Add-Content $FullLogFilePath '</table>'
Add-Content $FullLogFilePath '</div>'
# Optional: expose status to other functions
$Global:IsElevatedSession = $isAdmin
}
ConfirmElevationStatus
function Get-ExclaimerUserInput {
[CmdletBinding()]
param ()
while ($true) {
# Initialize object
$Global:userInput = [PSCustomObject]@{
Purpose = $null
Email = $null
UsersAffected = $null
OutlookAffected = $null
Network = $null
}
# --- 1) Email (validated) ---
while ($true) {
$email = Read-Host "`nEnter the affect mailboxes email address (e.g. user@company.com)"
if ($email -match '^[\w\.\-]+@([\w\-]+\.)+[\w\-]{2,}$') {
$Global:userInput.Email = $email.Trim()
break
} else {
Write-Host "Invalid email format. Try again." -ForegroundColor Red
}
}
# --- 2) Purpose ---
# Disabled prompt block without removing it
if ($false) {
do {
Clear-Host
Write-Host "`nPlease choose an option:" -ForegroundColor Cyan
Write-Host " 1) Troubleshoot an issue"
Write-Host " 2) View current configuration"
$choice = Read-Host "`nEnter choice (1 or 2)"
} while ($choice -notmatch '^[12]$')
}
# Always force purpose 1
$choice = '1'
$Global:userInput.Purpose = 'Troubleshooting'
$Global:userInput.Purpose = if ($choice -eq '1') { 'Troubleshooting' } else { 'Configuration Overview' }
# --- 3) If troubleshooting, ask follow-ups ---
if ($Global:userInput.Purpose -eq 'Troubleshooting') {
# Users affected
do {
Clear-Host
Write-Host "`nHow many users are affected?" -ForegroundColor Cyan
Write-Host " 1) All users"
Write-Host " 2) Specify number"
$uc = Read-Host "`nEnter choice (1 or 2)"
} while ($uc -notmatch '^[12]$')
if ($uc -eq '1') {
$Global:userInput.UsersAffected = 'All Users'
} else {
do {
$num = Read-Host "Enter the approximate number of affected users (digits only)"
} while ($num -notmatch '^\d+$')
$Global:userInput.UsersAffected = [int]$num
}
# Outlook versions
do {
Clear-Host
Write-Host "`nWhich Outlook version(s) are affected?" -ForegroundColor Cyan
Write-Host " 1) Classic Outlook (Windows)"
Write-Host " 2) New Outlook (Windows)"
Write-Host " 3) Outlook on Web (OWA)"
Write-Host " 4) Outlook Mobile"
Write-Host " 5) Multiple / All"
$oChoice = Read-Host "`nEnter choice (1-5)"
} while ($oChoice -notmatch '^[1-5]$')
switch ($oChoice) {
1 { $Global:userInput.OutlookAffected = 'Classic Outlook' }
2 { $Global:userInput.OutlookAffected = 'New Outlook' }
3 { $Global:userInput.OutlookAffected = 'Outlook Web' }
4 { $Global:userInput.OutlookAffected = 'Outlook Mobile' }
5 { $Global:userInput.OutlookAffected = 'Multiple / All' }
}
# Network scope
do {
Clear-Host
Write-Host "`nWhere does the issue occur?" -ForegroundColor Cyan
Write-Host " 1) Internal network only"
Write-Host " 2) External network only"
Write-Host " 3) Both internal and external"
$nChoice = Read-Host "`nEnter choice (1-3)"
} while ($nChoice -notmatch '^[1-3]$')
switch ($nChoice) {
1 { $Global:userInput.Network = 'Internal network only' }
2 { $Global:userInput.Network = 'External network only' }
3 { $Global:userInput.Network = 'Both internal and external' }
}
}
# --- 4) Show console summary ---
Clear-Host
Write-Host ""
Write-Host "========================================" -ForegroundColor DarkGray
Write-Host " Summary captured" -ForegroundColor Green
Write-Host "========================================" -ForegroundColor DarkGray
Write-Host ("Purpose: {0}" -f $Global:userInput.Purpose) -ForegroundColor Cyan
Write-Host ("Email: {0}" -f $Global:userInput.Email) -ForegroundColor Yellow
if ($Global:userInput.Purpose -eq 'Troubleshooting') {
Write-Host ("Users Affected: {0}" -f $Global:userInput.UsersAffected) -ForegroundColor White
Write-Host ("Outlook Affected: {0}" -f $Global:userInput.OutlookAffected) -ForegroundColor White
Write-Host ("Network Scope: {0}" -f $Global:userInput.Network) -ForegroundColor White
}
Write-Host ""
do {
$confirm = Read-Host "Is the information correct? (Y/N) [Y]"
if ([string]::IsNullOrWhiteSpace($confirm)) { $confirm = 'Y' }
$confirm = $confirm.Substring(0,1).ToUpper()
} while ($confirm -notin @('Y','N'))
if ($confirm -eq 'Y') {
# ✅ Write to HTML log *only once, after confirmation*
Add-Content $FullLogFilePath "<div class='section'>"
Add-Content $FullLogFilePath "<h2>🧾 User Input Summary</h2>"
Add-Content $FullLogFilePath "<table>"
Add-Content $FullLogFilePath "<tr><td><strong>Purpose:</strong></td><td>$($Global:userInput.Purpose)</td></tr>"
Add-Content $FullLogFilePath "<tr><td><strong>Email:</strong></td><td>$($Global:userInput.Email)</td></tr>"
if ($Global:userInput.Purpose -eq 'Troubleshooting') {
Add-Content $FullLogFilePath "<tr><td><strong>Users Affected:</strong></td><td>$($Global:userInput.UsersAffected)</td></tr>"
Add-Content $FullLogFilePath "<tr><td><strong>Outlook Affected:</strong></td><td>$($Global:userInput.OutlookAffected)</td></tr>"
Add-Content $FullLogFilePath "<tr><td><strong>Network Scope:</strong></td><td>$($Global:userInput.Network)</td></tr>"
}
Add-Content $FullLogFilePath "</table></div>"
return $Global:userInput
} else {
Write-Host "`nLet's try again..." -ForegroundColor Yellow
Start-Sleep -Seconds 1
Clear-Host
}
}
}
function Get-Region {
# Define log file path (adjust as needed)
$email = $Global:userInput.Email.ToLower().Trim()
# Validate email format (extra check just in case)
if ($email -match '^[\w\.\-]+@([\w\-]+\.)+[\w\-]{2,4}$') {
Write-Host "`nEmail address entered: $email" -ForegroundColor Green
Add-Content $FullLogFilePath "<div class='section'><h2>🌐 Domain Name Checks</h2><p><strong>Email address:</strong> $email</p></div>"
}
else {
Write-Host "Invalid email format detected. This should not happen because of prior validation." -ForegroundColor Red
return
}
# Extract domain
$domain = $email.Split("@")[1]
# Host to test connectivity
$hostToTest = "outlookclient.exclaimer.net"
Write-Host "`nChecking connectivity to $hostToTest..." -ForegroundColor Cyan
Add-Content $FullLogFilePath "<p>Checking connectivity to <strong>$hostToTest</strong>...</p>"
# Test TCP connectivity on port 443
$connectionTest = Test-NetConnection -ComputerName $hostToTest -Port 443 -InformationLevel Quiet
if (-not $connectionTest) {
Write-Host "Unable to connect to $hostToTest on port 443. Please check network connectivity." -ForegroundColor Red
Add-Content $FullLogFilePath "<p class='fail'>❌ Unable to connect to $hostToTest on port 443.</p>"
Add-Content $FullLogFilePath "<p class='info-after-error'>ℹ️ Check your Internet connection or network blocking (<a href='https://support.exclaimer.com/hc/en-gb/articles/7317900965149-Ports-and-URLs-used-by-the-Exclaimer-Outlook-Add-In' target='_blank'>see article</a>).</p>"
$global:OutlookSignaturesEndpoint = $hostToTest
return
}
Write-Host "Connectivity OK." -ForegroundColor Green
Add-Content $FullLogFilePath "<p class='pass'>✅ Connectivity OK.</p>"
Write-Host "Proceeding to fetch data for domain: '$domain'" -ForegroundColor Yellow
Add-Content $FullLogFilePath "<p>Fetching cloud geolocation data for domain: <strong>$domain</strong></p>"
$url = "https://$hostToTest/cloudgeolocation/$domain"
try {
$response = Invoke-RestMethod -Uri $url -Method Get -ErrorAction Stop
if ($response.PSObject.Properties.Name -contains 'OutlookSignaturesEndpoint' -and
-not [string]::IsNullOrEmpty($response.OutlookSignaturesEndpoint)) {
$endpoint = $response.OutlookSignaturesEndpoint
# Clean endpoint URL
if ($endpoint.StartsWith("https://")) { $endpoint = $endpoint.Substring(8) }
if ($endpoint.EndsWith("/")) { $endpoint = $endpoint.TrimEnd('/') }
if (-not [string]::IsNullOrEmpty($endpoint)) {
$global:OutlookSignaturesEndpoint = $endpoint
Write-Host "`nOutlookSignaturesEndpoint found: '$endpoint'" -ForegroundColor Green
Add-Content $FullLogFilePath "<p class='pass'>✅ OutlookSignaturesEndpoint found: <strong>$endpoint</strong></p>"
}
else {
Write-Host "'OutlookSignaturesEndpoint' is empty after cleanup." -ForegroundColor Yellow
Add-Content $FullLogFilePath "<p class='warn'>⚠️ 'OutlookSignaturesEndpoint' is empty after cleanup.</p>"
Add-Content $FullLogFilePath "<p class='warn'>This may happen if your Exclaimer subscription is not synced with your Microsoft 365 tenant.</p>"
$global:OutlookSignaturesEndpoint = $hostToTest
}
}
else {
Write-Host "'OutlookSignaturesEndpoint' not found in response." -ForegroundColor Yellow
Add-Content $FullLogFilePath "<p class='warn'>⚠️ 'OutlookSignaturesEndpoint' not found in response.</p>"
$global:OutlookSignaturesEndpoint = $hostToTest
}
}
catch {
Write-Host "No data found for domain '$domain'." -ForegroundColor Red
Add-Content $FullLogFilePath "<p class='fail'>❌ No data found for domain '$domain'.</p>"
Add-Content $FullLogFilePath "<p class='info-after-error'>ℹ️ This may happen if your Exclaimer subscription is not synced with your Microsoft 365 tenant (` +
`<a href='https://support.exclaimer.com/hc/en-gb/articles/6389214769565-Synchronize-user-data' target='_blank'>see article</a>).</p>"
$global:OutlookSignaturesEndpoint = $hostToTest
}
}
# -------------------------------
# Endpoint Connectivity Tests
# -------------------------------
function CheckEndpoints {
Write-Host "`n========== Endpoint Connectivity Tests ==========" -ForegroundColor Cyan
Add-Content $FullLogFilePath "<div class='section'>"
Add-Content $FullLogFilePath "<h2>📡 Endpoint Connectivity Tests</h2>"
$endpoints = @(
$global:OutlookSignaturesEndpoint,
"login.microsoftonline.com",
"secure.aadcdn.microsoftonline-p.com",
"appsforoffice.microsoft.com",
"outlookclient.exclaimer.net",
"static2.sharepointonline.com",
"pro.fontawesome.com"
)
$results = @()
foreach ($endpoint in $endpoints) {
$TimeTaken = Measure-Command {
$Global:netTestResult = Test-NetConnection -ComputerName $endpoint -Port 443 -InformationLevel Quiet
}
$status = if ($Global:netTestResult) { "Success" } else { "Failed" }
$results += [PSCustomObject]@{
"Endpoint" = $endpoint
"Status" = $status
"Time (s)" = "{0:N3}" -f $TimeTaken.TotalSeconds
}
}
# Console output
$results | Format-Table -AutoSize
# HTML table output
Add-Content $FullLogFilePath "<table>"
Add-Content $FullLogFilePath "<thead><tr><th>Endpoint</th><th>Status</th><th>Time (s)</th></tr></thead>"
Add-Content $FullLogFilePath "<tbody>"
foreach ($r in $results) {
$statusClass = if ($r.Status -eq "Success") { "success" } else { "fail" }
$row = "<tr><td>$($r.Endpoint)</td><td class='$statusClass'>$($r.Status)</td><td>$($r.'Time (s)')</td></tr>"
Add-Content $FullLogFilePath $row
}
Add-Content $FullLogFilePath "</tbody></table>"
# Check for any failures and append warning message
if ($results.Status -contains "Failed") {
Add-Content $FullLogFilePath "<p class='warning'>❗ One or more endpoints failed to respond. Please check your internet connection or firewall settings and try again.</p>"
Add-Content $FullLogFilePath "<p class='info-after-error'>ℹ️ Check your Internet connection, your network could also be blocking the connection (<a href='https://support.exclaimer.com/hc/en-gb/articles/7317900965149-Ports-and-URLs-used-by-the-Exclaimer-Outlook-Add-In' target='_blank'>see article</a>).</p>"
}
Add-Content $FullLogFilePath "</div>"
}
$userData = Get-ExclaimerUserInput
Get-Region -userInput $userData
CheckEndpoints
# -------------------------------
# Getting Windows version
# -------------------------------
function GetWindowsVersion {
Write-Host "`n========== Microsoft Windows Version ==========" -ForegroundColor Cyan
# --- HTML Section Header ---
Add-Content $FullLogFilePath '<div class="section">'
Add-Content $FullLogFilePath '<h2>💻 Microsoft Windows Version</h2>'
Add-Content $FullLogFilePath '<table>'
Add-Content $FullLogFilePath '<tr><th>Property</th><th>Value</th></tr>'
# --- Collect OS Info ---
$os = Get-CimInstance -ClassName Win32_OperatingSystem | Select-Object Caption, Version, BuildNumber, ProductType
$caption = $os.Caption
$version = $os.Version
$build = [int]$os.BuildNumber
$isServer = $os.ProductType -ne 1
# --- Support matrices ---
$clientBuilds = @(
[PSCustomObject]@{MinBuild = 28000; Note = 'Windows 11 26H2 build (Insider/preview).'},
[PSCustomObject]@{MinBuild = 26200; Note = 'Windows 11 25H2 build (latest general availability).'},
[PSCustomObject]@{MinBuild = 26100; Note = 'Windows 11 24H2 build (supported).'},
[PSCustomObject]@{MinBuild = 22631; Note = 'Windows 11 23H2 build (Enterprise/extended until late 2026).'},
[PSCustomObject]@{MinBuild = 19045; Note = 'Windows 10 22H2 build (supported until October 2025/extended).'}
)
$serverBuilds = @(
[PSCustomObject]@{ MinBuild = 26100; CaptionMatch = 'Server 2025'; Note = 'Microsoft Windows Server 2025 Standard. Supported when Outlook is used in an RDS user session.' },
[PSCustomObject]@{ MinBuild = 20348; CaptionMatch = 'Server 2022'; Note = 'Microsoft Windows Server 2022 Standard. Supported when Outlook is used in an RDS user session.' },
[PSCustomObject]@{ MinBuild = 17763; CaptionMatch = 'Server 2019'; Note = 'Microsoft Windows Server 2019 Standard. Supported when Outlook is used in an RDS user session.' },
[PSCustomObject]@{ MinBuild = 14393; CaptionMatch = 'Server 2016'; Note = 'Microsoft Windows Server 2016 Standard. Supported when Outlook is used in an RDS user session.' }
)
# --- Default state ---
$supportStatus = '❌ Unsupported or legacy Windows version.'
$supportNote = 'Consider upgrading to a supported Windows client or server release.'
# --- Determine support ---
if ($isServer) {
foreach ($entry in $serverBuilds) {
if ($build -ge $entry.MinBuild -and $caption -like "*$($entry.CaptionMatch)*") {
$supportStatus = '✅ Supported'
$supportNote = $entry.Note
break
}
}
}
else {
foreach ($entry in $clientBuilds) {
if ($build -ge $entry.MinBuild) {
$supportStatus = '✅ Supported'
$supportNote = $entry.Note
break
}
}
}
# --- Console Output ---
Write-Host "Windows Version: $caption ($version)" -ForegroundColor White
Write-Host "Build Number: $build" -ForegroundColor White
Write-Host "OS Type: $(if ($isServer) { 'Server' } else { 'Desktop' })" -ForegroundColor White
Write-Host "Support Status: $supportStatus" -ForegroundColor Yellow
Write-Host "Note: $supportNote" -ForegroundColor DarkGray
# --- HTML Logging ---
Add-Content $FullLogFilePath ("<tr><td><strong>Windows Version</strong></td><td>{0} ({1})</td></tr>" -f $caption, $version)
Add-Content $FullLogFilePath ("<tr><td><strong>Build Number</strong></td><td>{0}</td></tr>" -f $build)
Add-Content $FullLogFilePath ("<tr><td><strong>OS Type</strong></td><td>{0}</td></tr>" -f $(if ($isServer) { 'Server' } else { 'Desktop' }))
Add-Content $FullLogFilePath ("<tr><td><strong>Support Status</strong></td><td>{0}</td></tr>" -f $supportStatus)
Add-Content $FullLogFilePath ("<tr><td><strong>Notes</strong></td><td>{0}</td></tr>" -f $supportNote)
Add-Content $FullLogFilePath '</table>'
Add-Content $FullLogFilePath '</div>'
}
GetWindowsVersion
function GetWindowsNetworkDetails {
Write-Host "`n========== Network Connection Details ==========" -ForegroundColor Cyan
# --- HTML Section Header ---
Add-Content $FullLogFilePath '<div class="section">'
Add-Content $FullLogFilePath '<h2>🌐 Network Connection Details</h2>'
Add-Content $FullLogFilePath '<table>'
# --- HTML Table Header ---
Add-Content $FullLogFilePath '<tr><th>Interface</th><th>Network Name</th><th>Category</th><th>IPv4 Connectivity</th><th>IPv6 Connectivity</th><th title="Interface priority, lower is higher">Interface Metric</th></tr>'
# --- Collect Network Profiles ---
$netProfiles = Get-NetConnectionProfile
if (-not $netProfiles) {
Write-Host "No active network connections found." -ForegroundColor Yellow
Add-Content $FullLogFilePath '<tr><td colspan="6">No active network connections detected.</td></tr>'
}
else {
foreach ($netProfile in $netProfiles) {
$interfaceAlias = $netProfile.InterfaceAlias
$networkName = if ($netProfile.Name) { $netProfile.Name } else { 'N/A' }
$category = $netProfile.NetworkCategory
$ipv4 = $netProfile.IPv4Connectivity
$ipv6 = $netProfile.IPv6Connectivity
# --- Get InterfaceMetric (IPv4) ---
$metricObj = Get-NetIPInterface |
Where-Object { $_.InterfaceAlias -eq $interfaceAlias -and $_.AddressFamily -eq 'IPv4' }
$interfaceMetric = if ($metricObj) { $metricObj.InterfaceMetric } else { 'N/A' }
# --- Console Output ---
Write-Host "Interface: $interfaceAlias" -ForegroundColor White
Write-Host "Network Name: $networkName" -ForegroundColor White
Write-Host "Category: $category" -ForegroundColor White
Write-Host "IPv4 Connectivity $ipv4" -ForegroundColor DarkGray
Write-Host "IPv6 Connectivity $ipv6" -ForegroundColor DarkGray
Write-Host "Interface Metric: $interfaceMetric`n" -ForegroundColor Yellow
# --- HTML Logging ---
Add-Content $FullLogFilePath (
"<tr><td>{0}</td><td>{1}</td><td>{2}</td><td>{3}</td><td>{4}</td><td title=`"Interface priority, lower is higher`">{5}</td></tr>" -f `
$interfaceAlias, $networkName, $category, $ipv4, $ipv6, $interfaceMetric
)
}
}
Add-Content $FullLogFilePath '</table>'
Add-Content $FullLogFilePath '</div>'
# ==========================================================
# WinHTTP Proxy Configuration Check
# ==========================================================
Write-Host "`n========== WinHTTP Proxy Configuration (Info) ==========" -ForegroundColor Cyan
$winHttpOutput = netsh winhttp show proxy
$proxyConfigured = $true
if ($winHttpOutput -match 'Direct access') {
$proxyConfigured = $false
}
# --- Console Output ---
$winHttpOutput | ForEach-Object {
Write-Host $_ -ForegroundColor White
}
# --- Interpret State (Informational) ---
if ($proxyConfigured) {
$proxyState = ($winHttpOutput | Where-Object { $_ -match 'Proxy Server' }).Trim()
$note = 'A WinHTTP proxy is configured. If Classic Outlook cloud apps encounter issues, verify that the proxy supports non-interactive authentication, ensure Microsoft 365 endpoints are reachable, compare browser PAC/auto-detect settings with WinHTTP, and check the proxy logs for any blocked or rewritten traffic.'
$icon = 'ℹ️'
}
else {
$proxyState = 'Direct access (no WinHTTP proxy configured)'
$note = 'Direct access is normal when no proxy is configured or when using a transparent VPN such as Cloudflare WARP.'
$icon = 'ℹ️'
}
# --- HTML Logging ---
Add-Content $FullLogFilePath '<div class="section">'
Add-Content $FullLogFilePath '<h2>🖥️ WinHTTP Proxy Configuration (Informational)</h2>'
Add-Content $FullLogFilePath '<table>'
Add-Content $FullLogFilePath '<tr><th>Status</th><th>Configuration</th><th>Notes</th></tr>'
Add-Content $FullLogFilePath (
"<tr><td>{0}</td><td>{1}</td><td>{2}</td></tr>" -f `
$icon, $proxyState, $note
)
Add-Content $FullLogFilePath '</table>'
Add-Content $FullLogFilePath '</div>'
}
GetWindowsNetworkDetails
function InspectOutlookConfiguration {
# -------------------------------
# Local Function Scope Variables
# -------------------------------
$GuidToChannelMap = @{
"64256afe-f5d9-4f86-8936-8840a6a4f5be" = "Monthly Enterprise Channel"
"3a0e5e62-6ac6-4a3a-9864-e3b14b6e06b9" = "Semi-Annual Enterprise Channel (Broad)"
"4a88f291-7f7b-4cbb-90bb-c6b1d75c2911" = "Semi-Annual Enterprise Channel (Targeted - Deprecated)"
"32a6a3b2-c537-4cdb-9ec3-520e49f103f8" = "Beta Channel (Insider Fast)"
"5d9b2b78-f6b9-4f8c-9f87-f9aa5f8d35b7" = "Current Channel (Preview)"
"67c4f9b4-2ab4-4af9-a05d-c8b3a4f0c6a6" = "Monthly Enterprise Preview"
"2479eec6-ec8d-44e4-9b7a-5a7a82db9821" = "Current Channel (Deprecated GUID)"
}
$RegistryPaths = @(
"HKLM:\SOFTWARE\Microsoft\Office\ClickToRun\Configuration",
"HKLM:\SOFTWARE\Microsoft\Office\16.0\Common\ProductVersion"
)
# Compatibility Requirements Table
# https://support.exclaimer.com/hc/en-gb/articles/4406058988945
$minimumSupportedBuilds = @{
"Subscription (Microsoft 365)" = "18025.20000"
"Retail (Perpetual or Subscription)" = "18429.20132"
"Volume Licensed (Perpetual)" = "17932.20222"
}
# -------------------------------
# Nested Functions
# -------------------------------
function Get-FriendlyUpdateChannel {
param ($Properties)
if ($Properties.PSObject.Properties.Name -contains "UpdateChannel") {
$url = $Properties.UpdateChannel
$channelId = ($url -split "/")[-1].ToLower()
if ($GuidToChannelMap.ContainsKey($channelId)) {
$channelName = $GuidToChannelMap[$channelId]
} elseif ($channelId) {
$channelName = $channelId
} else {
$channelName = "Unknown"
}
Write-Host "Update Channel: $channelName"
}
elseif ($Properties.PSObject.Properties.Name -contains "UpdateBranch") {
Write-Host "Update Channel (UpdateBranch): $($Properties.UpdateBranch)"
}
elseif ($Properties.PSObject.Properties.Name -contains "CDNBaseUrl") {
$cdnUrl = $Properties.CDNBaseUrl
$channel = ($cdnUrl -split "/")[-1]
Write-Host "Update Channel (CDNBaseUrl): $channel"
}
}
function Get-OfficeConfiguration {
foreach ($path in $RegistryPaths) {
if (Test-Path $path) {
$props = Get-ItemProperty -Path $path
foreach ($prop in $props.PSObject.Properties) {
if ($prop.Name -match "Version|ProductReleaseIds" -and $prop.Name -ne "ClientXnoneVersion") {
Write-Host "$($prop.Name): $($prop.Value)"
}
}
if ($path -like "*ClickToRun*") {
Get-FriendlyUpdateChannel -Properties $props
}
}
}
}
function Get-OfficeLicenseType {
$c2rKey = "HKLM:\SOFTWARE\Microsoft\Office\ClickToRun\Configuration"
if (Test-Path $c2rKey) {
$cfg = Get-ItemProperty -Path $c2rKey -ErrorAction SilentlyContinue
if ($null -ne $cfg.ProductReleaseIds) {
$pr = $cfg.ProductReleaseIds
if ($pr -match "O365|M365|Microsoft365|ProPlusRetail|BusinessRetail") {
return "Subscription (Microsoft 365)"
}
elseif ($pr -match "Volume" -and $pr -match "20(19|21|24)") {
return "Volume Licensed (Perpetual)"
}
elseif ($pr -match "Retail") {
# Assume Retail is Perpetual unless it matches subscription strings above
return "Retail (Perpetual or Subscription)"
}
else {
return "Unknown / Mixed: $pr"
}
} else {
return "ProductReleaseIds not found"
}
} else {
return "ClickToRun config key not found"
}
}
function Get-NewOutlookPackage {
return Get-AppxPackage -Name Microsoft.OutlookForWindows -ErrorAction SilentlyContinue
}
function IsNewOutlookAppInstalled {
return [bool](Get-NewOutlookPackage)
}
function Get-NewOutlookVersion {
$package = Get-NewOutlookPackage
if ($package) { return $package.Version }
return $null
}
function IsNewOutlookEnabled {
$registryPaths = @(
"HKCU:\Software\Microsoft\Office\Outlook\Settings",
"HKCU:\Software\Microsoft\Office\Outlook\Profiles",
"HKCU:\Software\Microsoft\Office\16.0\Outlook\Options\General",
"HKCU:\Software\Microsoft\Office\16.0\Outlook\Preferences"
)
foreach ($path in $registryPaths) {
if (Test-Path $path) {
try {
$props = Get-ItemProperty -Path $path
if ($props.PSObject.Properties.Name -contains "UseNewOutlook" -and $props.UseNewOutlook -eq 1) {
return $true
}
foreach ($prop in $props.PSObject.Properties) {
if ($prop.Name -like "*NewExperienceEnabled*" -and $prop.Value -eq 1) {
return $true
}
}
} catch {
continue
}
}
}
return $false
}
function IsClassicOutlookInstalled {
$classicPaths = @(
"${env:ProgramFiles}\Microsoft Office\root\Office16\Outlook.exe",
"${env:ProgramFiles(x86)}\Microsoft Office\root\Office16\Outlook.exe"
)
foreach ($path in $classicPaths) {
if (Test-Path $path) {
return $true
}
}
$registryPath = "HKLM:\SOFTWARE\Microsoft\Windows\CurrentVersion\App Paths\OUTLOOK.EXE"
return (Test-Path $registryPath)
}
# -------------------------------
# Main Execution
# -------------------------------
Write-Host "`n========== Outlook Installations Detected ==========" -ForegroundColor Cyan
Add-Content $FullLogFilePath "<div class='section'>"
Add-Content $FullLogFilePath "<h2>✉️ Mail Client Checks</h2>"
$classicInstalled = IsClassicOutlookInstalled
$newOutlookInstalled = IsNewOutlookAppInstalled
$newOutlookEnabled = IsNewOutlookEnabled
# Build Outlook installation summary table
$installedSummary = "<table>"
$installedSummary += "<tr><th>Client</th><th>Status</th></tr>"
if ($classicInstalled -and $newOutlookInstalled) {
Write-Host "Both Classic Outlook and New Outlook are installed."
$installedSummary += "<tr><td>Classic + New Outlook</td><td><span class='success'>Installed</span></td></tr>"
} elseif ($classicInstalled) {
Write-Host "Only Classic Outlook is installed."
$installedSummary += "<tr><td>Classic Outlook</td><td><span class='success'>Installed</span></td></tr>"
} elseif ($newOutlookInstalled) {
Write-Host "Only New Outlook is installed."
$installedSummary += "<tr><td>New Outlook</td><td><span class='success'>Installed</span></td></tr>"
} else {
Write-Host "No Outlook installation detected."
$installedSummary += "<tr><td>Classic / New Outlook</td><td><span class='fail'>Not Installed</span></td></tr>"
}
# Add toggle status for New Outlook
if ($newOutlookInstalled) {
if ($newOutlookEnabled) {
Write-Host "New Outlook is installed, and the toggle is ON (New Outlook is Default)." -ForegroundColor Yellow
$installedSummary += "<tr><td>New Outlook Toggle</td><td><span>ON (New Outlook is Default)</span></td></tr>"
} else {
Write-Host "New Outlook is installed, but the toggle is OFF (Classic Outlook is Default)." -ForegroundColor Yellow
$installedSummary += "<tr><td>New Outlook Toggle</td><td><span>OFF (Classic Outlook is Default)</span></td></tr>"
}
}
$installedSummary += "</table>"
Add-Content $FullLogFilePath $installedSummary
if ($newOutlookInstalled) {
$newOutlookVersion = Get-NewOutlookVersion
Write-Host "`n========== New Outlook Information ==========" -ForegroundColor Cyan
Add-Content $FullLogFilePath "<h3>New Outlook</h3>"
Add-Content $FullLogFilePath "<table>"
Add-Content $FullLogFilePath "<tr><th>Property</th><th>Value</th></tr>"
# Version row
if ($newOutlookVersion) {
Write-Host "New Outlook Version: $newOutlookVersion"
Add-Content $FullLogFilePath "<tr><td>Version</td><td>$newOutlookVersion</td></tr>"
} else {
Write-Host "New Outlook version could not be determined." -ForegroundColor Yellow
Add-Content $FullLogFilePath "<tr><td>Version</td><td><span class='warning'>Could not be determined</span></td></tr>"
}
Add-Content $FullLogFilePath "</table>"
}
if ($classicInstalled) {
Write-Host "`n========== Classic Outlook Information ==========" -ForegroundColor Cyan
Get-OfficeConfiguration
# Capture Version from Registry
$versionKey = "HKLM:\SOFTWARE\Microsoft\Office\ClickToRun\Configuration"
$officeVersion = $null
$officeBuild = $null
if (Test-Path $versionKey) {
$versionData = Get-ItemProperty -Path $versionKey -ErrorAction SilentlyContinue
if ($versionData.VersionToReport) {
# Example: "16.0.18025.20000" → extract build part
$fullVersion = $versionData.VersionToReport
$versionParts = $fullVersion -split '\.'
if ($versionParts.Length -ge 4) {
$officeBuild = "$($versionParts[2]).$($versionParts[3])" # e.g. 18025.20000
$officeVersion = "$($versionParts[0]).$($versionParts[1])" # e.g. 16.0
}
Write-Host "Office Version: $fullVersion"
Write-Host "Build Number: $officeBuild"
}
}
$licenseType = Get-OfficeLicenseType
Write-Host "License Type: $licenseType"
# Build Comparison Helper
function Compare-Build {
param (
[string]$current,
[string]$minimum
)
$currParts = $current -split '\.'
$minParts = $minimum -split '\.'
for ($i = 0; $i -lt $currParts.Length; $i++) {
if ([int]$currParts[$i] -gt [int]$minParts[$i]) { return $true }
elseif ([int]$currParts[$i] -lt [int]$minParts[$i]) { return $false }
}
return $true # Equal
}
# -----------------------------
# Compatibility Check Output
# -----------------------------
if ($classicInstalled) {
Add-Content $FullLogFilePath "<h3>Classic Outlook</h3>"
$requirementsKB = "(<a href='https://support.exclaimer.com/hc/en-gb/articles/4406058988945-System-Requirements-for-Exclaimer#:~:text=365%20mailboxes%20only-,Windows,-Outlook%20on%20Windows' target='_blank'>Requirements</a>)"
$buildSupport = ""
# -------------------------------
# ADDITIVE: derive bitness + version from build
# -------------------------------
$outlookBitness = "Unknown"
$outlookVersion = "Unknown"
$map = @{
# Current Channel (Preview)
"19929.20090"="2604";"19929.20012"="2604";"19822.20180"="2603";"19822.20182"="2603";"19822.20104"="2603";"19822.20086"="2603";"19822.20050"="2603";"19822.20044"="2603";"19822.20012"="2603";
"19725.20078"="2602";"19725.20244"="2602";
# Current Channel
"19822.20168"="2603";"19822.20142"="2603";"19822.20114"="2603";
"19725.20190"="2602";"19725.20172"="2602";"19725.20170"="2602";"19725.20152"="2602";"19725.20126"="2602";
"19530.20260"="2512";"19530.20226"="2512";"19530.20184"="2512";"19530.20144"="2512";"19530.20138"="2512";"19530.20282"="2512";
"19426.20314"="2511";"19426.20294"="2511";"19426.20260"="2511";"19426.20218"="2511";"19426.20186"="2511";"19426.20170"="2511";
"19328.20306"="2510";"19328.20292"="2510";"19328.20266"="2510";"19328.20244"="2510";"19328.20232"="2510";"19328.20190"="2510";"19328.20178"="2510";"19328.20158"="2510";
"19231.20300"="2509";"19231.20274"="2509";"19231.20246"="2509";"19231.20216"="2509";"19231.20194"="2509";"19231.20172"="2509";"19231.20156"="2509";
"19127.20570"="2508";"19127.20622"="2508";"19127.20532"="2508";"19127.20484"="2508";"19127.20402"="2508";"19127.20384"="2508";"19127.20358"="2508";"19127.20314"="2508";"19127.20302"="2508";"19127.20264"="2508";"19127.20240"="2508";"19127.20222"="2508";
"19029.20300"="2507";"19029.20274"="2507";"19029.20208"="2507";"19029.20184"="2507";
"18925.20268"="2506";"18925.20242"="2506";"18925.20184"="2506";
"18827.20244"="2505";"18827.20230"="2505";"18827.20176"="2505";
# Monthly Enterprise Channel overlap
"18730.20260"="2504"; "18730.20240"="2504";
"18623.20316"="2503"; "18623.20208"="2503"; "18623.20178"="2503"; "18623.20156"="2503";
"18526.20714"="2502"; "18526.20696"="2502"; "18526.20672"="2502"; "18526.20660"="2502"; "18526.20634"="2502"; "18526.20546"="2502"; "18526.20472"="2502"; "18526.20438"="2502"; "18526.20416"="2502"; "18526.20336"="2502"; "18526.20264"="2502"; "18526.20168"="2502"; "18526.20144"="2502";
# Early Semi-Annual Enterprise / Channels
"18429.20240"="2501"; "18429.20158"="2501"; "18429.20132"="2501";
"18324.20272"="2412"; "18324.20194"="2412"; "18324.20190"="2412"; "18324.20168"="2412";
"18227.20240"="2411"; "18227.20162"="2411"; "18227.20152"="2411";
"18129.20242"="2410"; "18129.20200"="2410"; "18129.20158"="2410";
"18025.20242"="2409"; "18025.20214"="2409"; "18025.20160"="2409"; "18025.20140"="2409"; "18025.20104"="2409"; "18025.20096"="2409";
"17928.20776"="2408"; "17928.20762"="2408"; "17928.20742"="2408"; "17928.20730"="2408"; "17928.20708"="2408"; "17928.20588"="2408"; "17928.20572"="2408"; "17928.20538"="2408"; "17928.20512"="2408"; "17928.20392"="2408"; "17928.20336"="2408"; "17928.20286"="2408"; "17928.20156"="2408"; "17928.20114"="2408";
# Older versions through 2202