diff --git a/src/Core/Models/Entry.cs b/src/Core/Models/Entry.cs
index f5e5e030..2f70b0a9 100644
--- a/src/Core/Models/Entry.cs
+++ b/src/Core/Models/Entry.cs
@@ -25,5 +25,6 @@ namespace Bit.Core.Models
     {
         public string Email { get; set; }
         public bool Disabled { get; set; }
+        public bool Deleted { get; set; }
     }
 }
diff --git a/src/Core/Models/ImportRequest.cs b/src/Core/Models/ImportRequest.cs
index 9fac3595..13e48bea 100644
--- a/src/Core/Models/ImportRequest.cs
+++ b/src/Core/Models/ImportRequest.cs
@@ -33,13 +33,13 @@ namespace Bit.Core.Models
             public User(UserEntry entry)
             {
                 Email = entry.Email;
-                Disabled = entry.Disabled;
+                Deleted = entry.Disabled || entry.Deleted;
                 ExternalId = entry.ExternalId;
             }
 
             public string ExternalId { get; set; }
             public string Email { get; set; }
-            public bool Disabled { get; set; }
+            public bool Deleted { get; set; }
         }
     }
 
diff --git a/src/Core/Services/AzureDirectoryService.cs b/src/Core/Services/AzureDirectoryService.cs
index f9592592..d3bdcba1 100644
--- a/src/Core/Services/AzureDirectoryService.cs
+++ b/src/Core/Services/AzureDirectoryService.cs
@@ -214,7 +214,7 @@ namespace Bit.Core.Services
                     object deleted;
                     if(user.AdditionalData.TryGetValue("@removed", out deleted) && deleted.ToString().Contains("changed"))
                     {
-                        entry.Disabled = true;
+                        entry.Deleted = true;
                     }
                     else if(!entry.Disabled && (entry?.Email?.Contains("#") ?? true))
                     {
diff --git a/src/Core/Services/LdapDirectoryService.cs b/src/Core/Services/LdapDirectoryService.cs
index 69294068..0d30d89d 100644
--- a/src/Core/Services/LdapDirectoryService.cs
+++ b/src/Core/Services/LdapDirectoryService.cs
@@ -201,58 +201,93 @@ namespace Bit.Core.Services
             var users = new List<UserEntry>();
             foreach(SearchResult item in result)
             {
-                var user = new UserEntry
-                {
-                    ReferenceId = new Uri(item.Path).Segments?.LastOrDefault()
-                };
-
-                if(user.ReferenceId == null)
+                var user = BuildUser(item, false);
+                if(user == null)
                 {
                     continue;
                 }
 
-                // External Id
-                if(item.Properties.Contains("objectGUID") && item.Properties["objectGUID"].Count > 0)
-                {
-                    user.ExternalId = item.Properties["objectGUID"][0].ToString();
-                }
-                else
-                {
-                    user.ExternalId = user.ReferenceId;
-                }
+                users.Add(user);
+            }
 
-                user.Disabled = EntryDisabled(item);
+            // Deleted users
+            if(SettingsService.Instance.Server.Type == DirectoryType.ActiveDirectory)
+            {
+                filter = string.Format("(&{0}(isDeleted=TRUE))",
+                    filter != null ? string.Format("({0})", filter) : string.Empty);
 
-                // Email
-                if(SettingsService.Instance.Sync.EmailPrefixSuffix &&
-                    item.Properties.Contains(SettingsService.Instance.Sync.UserEmailPrefixAttribute) &&
-                    item.Properties[SettingsService.Instance.Sync.UserEmailPrefixAttribute].Count > 0 &&
-                    !string.IsNullOrWhiteSpace(SettingsService.Instance.Sync.UserEmailSuffix))
+                searcher = new DirectorySearcher(entry, filter);
+                searcher.Tombstone = true;
+                result = searcher.FindAll();
+                foreach(SearchResult item in result)
                 {
-                    user.Email = string.Concat(
-                        item.Properties[SettingsService.Instance.Sync.UserEmailPrefixAttribute][0].ToString(),
-                        SettingsService.Instance.Sync.UserEmailSuffix).ToLowerInvariant();
-                }
-                else if(item.Properties.Contains(SettingsService.Instance.Sync.UserEmailAttribute) &&
-                    item.Properties[SettingsService.Instance.Sync.UserEmailAttribute].Count > 0)
-                {
-                    user.Email = item.Properties[SettingsService.Instance.Sync.UserEmailAttribute][0]
-                        .ToString()
-                        .ToLowerInvariant();
-                }
-                else if(!user.Disabled)
-                {
-                    continue;
-                }
+                    var user = BuildUser(item, true);
+                    if(user == null)
+                    {
+                        continue;
+                    }
 
-                // Dates
-                user.CreationDate = item.Properties.ParseDateTime(SettingsService.Instance.Sync.CreationDateAttribute);
-                user.RevisionDate = item.Properties.ParseDateTime(SettingsService.Instance.Sync.RevisionDateAttribute);
+                    users.Add(user);
+                }
             }
 
             return Task.FromResult(users);
         }
 
+        private static UserEntry BuildUser(SearchResult item, bool deleted)
+        {
+            var user = new UserEntry
+            {
+                ReferenceId = new Uri(item.Path).Segments?.LastOrDefault(),
+                Deleted = deleted
+            };
+
+            if(user.ReferenceId == null)
+            {
+                return null;
+            }
+
+            // External Id
+            if(item.Properties.Contains("objectGUID") && item.Properties["objectGUID"].Count > 0)
+            {
+                user.ExternalId = item.Properties["objectGUID"][0].ToString();
+            }
+            else
+            {
+                user.ExternalId = user.ReferenceId;
+            }
+
+            user.Disabled = EntryDisabled(item);
+
+            // Email
+            if(SettingsService.Instance.Sync.EmailPrefixSuffix &&
+                item.Properties.Contains(SettingsService.Instance.Sync.UserEmailPrefixAttribute) &&
+                item.Properties[SettingsService.Instance.Sync.UserEmailPrefixAttribute].Count > 0 &&
+                !string.IsNullOrWhiteSpace(SettingsService.Instance.Sync.UserEmailSuffix))
+            {
+                user.Email = string.Concat(
+                    item.Properties[SettingsService.Instance.Sync.UserEmailPrefixAttribute][0].ToString(),
+                    SettingsService.Instance.Sync.UserEmailSuffix).ToLowerInvariant();
+            }
+            else if(item.Properties.Contains(SettingsService.Instance.Sync.UserEmailAttribute) &&
+                item.Properties[SettingsService.Instance.Sync.UserEmailAttribute].Count > 0)
+            {
+                user.Email = item.Properties[SettingsService.Instance.Sync.UserEmailAttribute][0]
+                    .ToString()
+                    .ToLowerInvariant();
+            }
+            else if(!user.Disabled && !user.Deleted)
+            {
+                return null;
+            }
+
+            // Dates
+            user.CreationDate = item.Properties.ParseDateTime(SettingsService.Instance.Sync.CreationDateAttribute);
+            user.RevisionDate = item.Properties.ParseDateTime(SettingsService.Instance.Sync.RevisionDateAttribute);
+
+            return user;
+        }
+
         private static bool EntryDisabled(SearchResult item)
         {
             if(!item.Properties.Contains("userAccountControl"))