diff --git a/SharepointToolbox/Core/Helpers/PermissionLevelMapping.cs b/SharepointToolbox/Core/Helpers/PermissionLevelMapping.cs
new file mode 100644
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+++ b/SharepointToolbox/Core/Helpers/PermissionLevelMapping.cs
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+using SharepointToolbox.Core.Models;
+
+namespace SharepointToolbox.Core.Helpers;
+
+/// <summary>
+/// Maps SharePoint built-in permission level names to human-readable labels and risk levels.
+/// Used by SimplifiedPermissionEntry and export services to translate raw role names
+/// into plain-language descriptions that non-technical users can understand.
+/// </summary>
+public static class PermissionLevelMapping
+{
+    /// <summary>
+    /// Result of looking up a SharePoint role name.
+    /// </summary>
+    public record MappingResult(string Label, RiskLevel RiskLevel);
+
+    /// <summary>
+    /// Known SharePoint built-in permission level mappings.
+    /// Keys are case-insensitive via the dictionary comparer.
+    /// </summary>
+    private static readonly Dictionary<string, MappingResult> Mappings = new(StringComparer.OrdinalIgnoreCase)
+    {
+        // High risk — full administrative access
+        ["Full Control"]                 = new("Full control (can manage everything)", RiskLevel.High),
+        ["Site Collection Administrator"] = new("Site collection admin (full control)", RiskLevel.High),
+
+        // Medium risk — can modify content
+        ["Contribute"]       = new("Can edit files and list items", RiskLevel.Medium),
+        ["Edit"]             = new("Can edit files, lists, and pages", RiskLevel.Medium),
+        ["Design"]           = new("Can edit pages and use design tools", RiskLevel.Medium),
+        ["Approve"]          = new("Can approve content and list items", RiskLevel.Medium),
+        ["Manage Hierarchy"] = new("Can create sites and manage pages", RiskLevel.Medium),
+
+        // Low risk — read access
+        ["Read"]             = new("Can view files and pages", RiskLevel.Low),
+        ["Restricted Read"]  = new("Can view pages only (no download)", RiskLevel.Low),
+
+        // Read-only — most restricted
+        ["View Only"]        = new("Can view files in browser only", RiskLevel.ReadOnly),
+        ["Restricted View"]  = new("Restricted view access", RiskLevel.ReadOnly),
+    };
+
+    /// <summary>
+    /// Gets the human-readable label and risk level for a SharePoint role name.
+    /// Returns the mapped result for known roles; for unknown/custom roles,
+    /// returns the raw name as-is with Medium risk level.
+    /// </summary>
+    public static MappingResult GetMapping(string roleName)
+    {
+        if (string.IsNullOrWhiteSpace(roleName))
+            return new MappingResult(roleName, RiskLevel.Low);
+
+        return Mappings.TryGetValue(roleName.Trim(), out var result)
+            ? result
+            : new MappingResult(roleName.Trim(), RiskLevel.Medium);
+    }
+
+    /// <summary>
+    /// Resolves a semicolon-delimited PermissionLevels string into individual mapping results.
+    /// This handles the PermissionEntry.PermissionLevels format (e.g. "Full Control; Contribute").
+    /// </summary>
+    public static IReadOnlyList<MappingResult> GetMappings(string permissionLevels)
+    {
+        if (string.IsNullOrWhiteSpace(permissionLevels))
+            return Array.Empty<MappingResult>();
+
+        return permissionLevels
+            .Split(';', StringSplitOptions.RemoveEmptyEntries | StringSplitOptions.TrimEntries)
+            .Select(GetMapping)
+            .ToList();
+    }
+
+    /// <summary>
+    /// Returns the highest (most dangerous) risk level from a semicolon-delimited permission levels string.
+    /// Used for row-level color coding when an entry has multiple roles.
+    /// </summary>
+    public static RiskLevel GetHighestRisk(string permissionLevels)
+    {
+        var mappings = GetMappings(permissionLevels);
+        if (mappings.Count == 0) return RiskLevel.Low;
+
+        // High < Medium < Low < ReadOnly in enum order — Min gives highest risk
+        return mappings.Min(m => m.RiskLevel);
+    }
+
+    /// <summary>
+    /// Converts a semicolon-delimited PermissionLevels string into a simplified labels string.
+    /// E.g. "Full Control; Contribute" becomes "Full control (can manage everything); Can edit files and list items"
+    /// </summary>
+    public static string GetSimplifiedLabels(string permissionLevels)
+    {
+        var mappings = GetMappings(permissionLevels);
+        return string.Join("; ", mappings.Select(m => m.Label));
+    }
+}
diff --git a/SharepointToolbox/Core/Models/RiskLevel.cs b/SharepointToolbox/Core/Models/RiskLevel.cs
new file mode 100644
index 0000000..78b4022
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+++ b/SharepointToolbox/Core/Models/RiskLevel.cs
@@ -0,0 +1,17 @@
+namespace SharepointToolbox.Core.Models;
+
+/// <summary>
+/// Classifies a SharePoint permission level by its access risk.
+/// Used for color coding in both WPF DataGrid and HTML export.
+/// </summary>
+public enum RiskLevel
+{
+    /// <summary>Full Control, Site Collection Administrator — can delete site, manage permissions.</summary>
+    High,
+    /// <summary>Contribute, Edit, Design — can modify content.</summary>
+    Medium,
+    /// <summary>Read, Restricted View — can view but not modify.</summary>
+    Low,
+    /// <summary>View Only — most restricted legitimate access.</summary>
+    ReadOnly
+}