diff --git a/Content.Client/Nyanotrasen/Players/PlayTimeTracking/JobRequirementsManager.Whitelist.cs b/Content.Client/Nyanotrasen/Players/PlayTimeTracking/JobRequirementsManager.Whitelist.cs
new file mode 100644
index 00000000000..9b1f2d203f4
--- /dev/null
+++ b/Content.Client/Nyanotrasen/Players/PlayTimeTracking/JobRequirementsManager.Whitelist.cs
@@ -0,0 +1,22 @@
+using System.Diagnostics.CodeAnalysis;
+using Content.Shared.CCVar;
+using Content.Shared.Players.PlayTimeTracking;
+using Content.Shared.Roles;
+using Robust.Shared.Utility;
+
+namespace Content.Client.Players.PlayTimeTracking;
+
+public sealed partial class JobRequirementsManager
+{
+    private bool _whitelisted = false;
+
+    private void RxWhitelist(MsgWhitelist message)
+    {
+        _whitelisted = message.Whitelisted;
+    }
+
+    public bool IsWhitelisted()
+    {
+        return _whitelisted;
+    }
+}
diff --git a/Content.Client/Players/PlayTimeTracking/JobRequirementsManager.cs b/Content.Client/Players/PlayTimeTracking/JobRequirementsManager.cs
index 34b3ec10b5f..a92b88a8263 100644
--- a/Content.Client/Players/PlayTimeTracking/JobRequirementsManager.cs
+++ b/Content.Client/Players/PlayTimeTracking/JobRequirementsManager.cs
@@ -14,7 +14,7 @@
 
 namespace Content.Client.Players.PlayTimeTracking;
 
-public sealed class JobRequirementsManager
+public sealed partial class JobRequirementsManager
 {
     [Dependency] private readonly IBaseClient _client = default!;
     [Dependency] private readonly IClientNetManager _net = default!;
@@ -30,8 +30,6 @@ public sealed class JobRequirementsManager
 
     public event Action? Updated;
 
-    private bool _whitelisted = false;
-
     public void Initialize()
     {
         _sawmill = Logger.GetSawmill("job_requirements");
@@ -40,6 +38,7 @@ public void Initialize()
         _net.RegisterNetMessage<MsgRoleBans>(RxRoleBans);
         _net.RegisterNetMessage<MsgPlayTime>(RxPlayTime);
         _net.RegisterNetMessage<MsgWhitelist>(RxWhitelist);
+
         _client.RunLevelChanged += ClientOnRunLevelChanged;
     }
 
@@ -81,10 +80,6 @@ private void RxPlayTime(MsgPlayTime message)
         }*/
         Updated?.Invoke();
     }
-    private void RxWhitelist(MsgWhitelist message)
-    {
-        _whitelisted = message.Whitelisted;
-    }
 
     public bool IsAllowed(JobPrototype job, [NotNullWhen(false)] out FormattedMessage? reason)
     {
@@ -119,7 +114,7 @@ public bool CheckRoleTime(HashSet<JobRequirement>? requirements, [NotNullWhen(fa
         var reasons = new List<string>();
         foreach (var requirement in requirements)
         {
-            if (JobRequirements.TryRequirementMet(requirement, _roles, out var jobReason, _entManager, _prototypes))
+            if (JobRequirements.TryRequirementMet(requirement, _roles, out var jobReason, _entManager, _prototypes, _whitelisted))
                 continue;
 
             reasons.Add(jobReason.ToMarkup());
diff --git a/Content.Server/GameTicking/GameTicker.Player.cs b/Content.Server/GameTicking/GameTicker.Player.cs
index 3aef1bbe785..9161137a252 100644
--- a/Content.Server/GameTicking/GameTicker.Player.cs
+++ b/Content.Server/GameTicking/GameTicker.Player.cs
@@ -128,6 +128,8 @@ async void SpawnWaitDb()
             {
                 await _userDb.WaitLoadComplete(session);
 
+                session.ContentData()!.Whitelisted = await _db.GetWhitelistStatusAsync(session.UserId); // Nyanotrasen - Whitelist
+
                 SpawnPlayer(session, EntityUid.Invalid);
             }
 
diff --git a/Content.Server/Nyanotrasen/Players/PlayTimeTracking/PlayTimeTrackingManager.Whitelist.cs b/Content.Server/Nyanotrasen/Players/PlayTimeTracking/PlayTimeTrackingManager.Whitelist.cs
new file mode 100644
index 00000000000..335384934ca
--- /dev/null
+++ b/Content.Server/Nyanotrasen/Players/PlayTimeTracking/PlayTimeTrackingManager.Whitelist.cs
@@ -0,0 +1,20 @@
+using Content.Server.Players;
+using Content.Shared.Players.PlayTimeTracking;
+using Robust.Server.Player;
+
+namespace Content.Server.Players.PlayTimeTracking;
+
+public sealed partial class PlayTimeTrackingManager
+{
+    public void SendWhitelistCached(IPlayerSession playerSession)
+    {
+        var whitelist = playerSession.ContentData()?.Whitelisted ?? false;
+
+        var msg = new MsgWhitelist
+        {
+            Whitelisted = whitelist
+        };
+
+        _net.ServerSendMessage(msg, playerSession.ConnectedClient);
+    }
+}
diff --git a/Content.Server/Players/PlayTimeTracking/PlayTimeTrackingManager.cs b/Content.Server/Players/PlayTimeTracking/PlayTimeTrackingManager.cs
index 4103311fde9..3ecb6a744d9 100644
--- a/Content.Server/Players/PlayTimeTracking/PlayTimeTrackingManager.cs
+++ b/Content.Server/Players/PlayTimeTracking/PlayTimeTrackingManager.cs
@@ -54,7 +54,7 @@ namespace Content.Server.Players.PlayTimeTracking;
 /// Operations like refreshing and sending play time info to clients are deferred until the next frame (note: not tick).
 /// </para>
 /// </remarks>
-public sealed class PlayTimeTrackingManager
+public sealed partial class PlayTimeTrackingManager
 {
     [Dependency] private readonly IServerDbManager _db = default!;
     [Dependency] private readonly IServerNetManager _net = default!;
diff --git a/Content.Server/Players/PlayTimeTracking/PlayTimeTrackingSystem.cs b/Content.Server/Players/PlayTimeTracking/PlayTimeTrackingSystem.cs
index 13d0794dd5e..7d62c54fc26 100644
--- a/Content.Server/Players/PlayTimeTracking/PlayTimeTrackingSystem.cs
+++ b/Content.Server/Players/PlayTimeTracking/PlayTimeTrackingSystem.cs
@@ -165,7 +165,9 @@ public bool IsAllowed(IPlayerSession player, string role)
 
         var playTimes = _tracking.GetTrackerTimes(player);
 
-        return JobRequirements.TryRequirementsMet(job, playTimes, out _, EntityManager, _prototypes);
+        var isWhitelisted = player.ContentData()?.Whitelisted ?? false; // DeltaV - Whitelist requirement
+
+        return JobRequirements.TryRequirementsMet(job, playTimes, out _, EntityManager, _prototypes, isWhitelisted);
     }
 
     public HashSet<string> GetDisallowedJobs(IPlayerSession player)
@@ -175,6 +177,7 @@ public HashSet<string> GetDisallowedJobs(IPlayerSession player)
             return roles;
 
         var playTimes = _tracking.GetTrackerTimes(player);
+        var isWhitelisted = player.ContentData()?.Whitelisted ?? false; // DeltaV - Whitelist requirement
 
         foreach (var job in _prototypes.EnumeratePrototypes<JobPrototype>())
         {
@@ -182,7 +185,7 @@ public HashSet<string> GetDisallowedJobs(IPlayerSession player)
             {
                 foreach (var requirement in job.Requirements)
                 {
-                    if (JobRequirements.TryRequirementMet(requirement, playTimes, out _, EntityManager, _prototypes))
+                    if (JobRequirements.TryRequirementMet(requirement, playTimes, out _, EntityManager, _prototypes, isWhitelisted))
                         continue;
 
                     goto NoRole;
@@ -209,6 +212,8 @@ public void RemoveDisallowedJobs(NetUserId userId, ref List<string> jobs)
             playTimes ??= new Dictionary<string, TimeSpan>();
         }
 
+        var isWhitelisted = player.ContentData()?.Whitelisted ?? false; // DeltaV - Whitelist requirement
+
         for (var i = 0; i < jobs.Count; i++)
         {
             var job = jobs[i];
@@ -220,7 +225,7 @@ public void RemoveDisallowedJobs(NetUserId userId, ref List<string> jobs)
 
             foreach (var requirement in jobber.Requirements)
             {
-                if (JobRequirements.TryRequirementMet(requirement, playTimes, out _, EntityManager, _prototypes))
+                if (JobRequirements.TryRequirementMet(requirement, playTimes, out _, EntityManager, _prototypes, isWhitelisted))
                     continue;
 
                 jobs.RemoveSwap(i);
diff --git a/Content.Server/Whitelist/WhitelistCommands.cs b/Content.Server/Whitelist/WhitelistCommands.cs
index 59b576e7ca4..67d9645414c 100644
--- a/Content.Server/Whitelist/WhitelistCommands.cs
+++ b/Content.Server/Whitelist/WhitelistCommands.cs
@@ -1,7 +1,9 @@
 using Content.Server.Administration;
 using Content.Server.Database;
+using Content.Server.Players.PlayTimeTracking;
 using Content.Shared.Administration;
 using Content.Shared.CCVar;
+using Content.Shared.Players;
 using Robust.Server.Player;
 using Robust.Shared.Configuration;
 using Robust.Shared.Console;
@@ -22,6 +24,8 @@ public async void Execute(IConsoleShell shell, string argStr, string[] args)
 
         var db = IoCManager.Resolve<IServerDbManager>();
         var loc = IoCManager.Resolve<IPlayerLocator>();
+        var player = IoCManager.Resolve<IPlayerManager>();
+        var playtime = IoCManager.Resolve<PlayTimeTrackingManager>();
 
         var name = args[0];
         var data = await loc.LookupIdByNameAsync(name);
@@ -37,6 +41,15 @@ public async void Execute(IConsoleShell shell, string argStr, string[] args)
             }
 
             await db.AddToWhitelistAsync(guid);
+
+            // Nyanotrasen - Update whitelist status in player data.
+            if (player.TryGetPlayerDataByUsername(name, out var playerData) &&
+                player.TryGetSessionByUsername(name, out var session))
+            {
+                playerData.ContentData()!.Whitelisted = true;
+                playtime.SendWhitelistCached(session);
+            }
+
             shell.WriteLine(Loc.GetString("command-whitelistadd-added", ("username", data.Username)));
             return;
         }
@@ -58,6 +71,8 @@ public async void Execute(IConsoleShell shell, string argStr, string[] args)
 
         var db = IoCManager.Resolve<IServerDbManager>();
         var loc = IoCManager.Resolve<IPlayerLocator>();
+        var player = IoCManager.Resolve<IPlayerManager>();
+        var playtime = IoCManager.Resolve<PlayTimeTrackingManager>();
 
         var name = args[0];
         var data = await loc.LookupIdByNameAsync(name);
@@ -73,6 +88,15 @@ public async void Execute(IConsoleShell shell, string argStr, string[] args)
             }
 
             await db.RemoveFromWhitelistAsync(guid);
+
+            // Nyanotrasen - Update whitelist status in player data.
+            if (player.TryGetPlayerDataByUsername(name, out var playerData) &&
+                player.TryGetSessionByUsername(name, out var session))
+            {
+                playerData.ContentData()!.Whitelisted = false;
+                playtime.SendWhitelistCached(session);
+            }
+
             shell.WriteLine(Loc.GetString("command-whitelistremove-removed", ("username", data.Username)));
             return;
         }
diff --git a/Content.Shared/DeltaV/Roles/JobRequirements.Whitelist.cs b/Content.Shared/DeltaV/Roles/JobRequirements.Whitelist.cs
new file mode 100644
index 00000000000..a6e352991e9
--- /dev/null
+++ b/Content.Shared/DeltaV/Roles/JobRequirements.Whitelist.cs
@@ -0,0 +1,11 @@
+using JetBrains.Annotations;
+using Robust.Shared.Serialization;
+
+namespace Content.Shared.Roles
+{
+    [UsedImplicitly]
+    [Serializable, NetSerializable]
+    public sealed partial class WhitelistRequirement : JobRequirement
+    {
+    }
+}
diff --git a/Content.Shared/_NF/PlayTime/MsgWhiteList.cs b/Content.Shared/Nyanotrasen/Players/PlayTimeTracking/MsgWhitelist.cs
similarity index 100%
rename from Content.Shared/_NF/PlayTime/MsgWhiteList.cs
rename to Content.Shared/Nyanotrasen/Players/PlayTimeTracking/MsgWhitelist.cs
diff --git a/Content.Shared/Players/PlayerData.cs b/Content.Shared/Players/PlayerData.cs
index c6274c950bd..d94bef2e387 100644
--- a/Content.Shared/Players/PlayerData.cs
+++ b/Content.Shared/Players/PlayerData.cs
@@ -38,6 +38,12 @@ public sealed class PlayerData
     /// </summary>
     public bool ExplicitlyDeadminned { get; set; }
 
+    /// <summary>
+    ///     Nyanotrasen - Are they whitelisted? Lets us avoid async.
+    /// </summary>
+    [ViewVariables]
+    public bool Whitelisted { get; set; }
+
     public PlayerData(NetUserId userId, string name)
     {
         UserId = userId;
diff --git a/Content.Shared/Roles/JobRequirements.cs b/Content.Shared/Roles/JobRequirements.cs
index fc3b759a9c2..2785e988bcd 100644
--- a/Content.Shared/Roles/JobRequirements.cs
+++ b/Content.Shared/Roles/JobRequirements.cs
@@ -2,6 +2,7 @@
 using Content.Shared.Players.PlayTimeTracking;
 using Content.Shared.Roles.Jobs;
 using JetBrains.Annotations;
+using Robust.Shared.Players;
 using Robust.Shared.Prototypes;
 using Robust.Shared.Serialization;
 using Robust.Shared.Serialization.TypeSerializers.Implementations.Custom.Prototype;
@@ -76,7 +77,8 @@ public static bool TryRequirementsMet(
             Dictionary<string, TimeSpan> playTimes,
             [NotNullWhen(false)] out FormattedMessage? reason,
             IEntityManager entManager,
-            IPrototypeManager prototypes)
+            IPrototypeManager prototypes,
+            bool isWhitelisted)
         {
             reason = null;
             if (job.Requirements == null)
@@ -84,7 +86,7 @@ public static bool TryRequirementsMet(
 
             foreach (var requirement in job.Requirements)
             {
-                if (!TryRequirementMet(requirement, playTimes, out reason, entManager, prototypes))
+                if (!TryRequirementMet(requirement, playTimes, out reason, entManager, prototypes, isWhitelisted))
                     return false;
             }
 
@@ -99,7 +101,8 @@ public static bool TryRequirementMet(
             Dictionary<string, TimeSpan> playTimes,
             [NotNullWhen(false)] out FormattedMessage? reason,
             IEntityManager entManager,
-            IPrototypeManager prototypes)
+            IPrototypeManager prototypes,
+            bool isWhitelisted)
         {
             reason = null;
 
@@ -216,6 +219,15 @@ public static bool TryRequirementMet(
 
                         return true;
                     }
+                case WhitelistRequirement _: // DeltaV - Whitelist requirement
+                    if (isWhitelisted == null)
+                        throw new ArgumentNullException(nameof(isWhitelisted), "isWhitelisted cannot be null.");
+
+                    if (isWhitelisted)
+                        return true;
+
+                    reason = FormattedMessage.FromMarkup(Loc.GetString("playtime-deny-reason-not-whitelisted"));
+                    return false;
                 default:
                     throw new NotImplementedException();
             }
diff --git a/Resources/Locale/en-US/players/play-time/whitelist.ftl b/Resources/Locale/en-US/players/play-time/whitelist.ftl
new file mode 100644
index 00000000000..c6a5a9e07a8
--- /dev/null
+++ b/Resources/Locale/en-US/players/play-time/whitelist.ftl
@@ -0,0 +1 @@
+playtime-deny-reason-not-whitelisted = You need to be whitelisted.
diff --git a/Resources/Prototypes/Roles/Jobs/Command/head_of_personnel.yml b/Resources/Prototypes/Roles/Jobs/Command/head_of_personnel.yml
index 1db56c16caa..d7538485cf9 100644
--- a/Resources/Prototypes/Roles/Jobs/Command/head_of_personnel.yml
+++ b/Resources/Prototypes/Roles/Jobs/Command/head_of_personnel.yml
@@ -6,6 +6,7 @@
   requirements:
     - !type:OverallPlaytimeRequirement
       time: 36000
+    - !type:WhitelistRequirement
   weight: 20
   startingGear: HoPGear
   icon: "JobIconHeadOfPersonnel"
diff --git a/Resources/Prototypes/Roles/Jobs/Security/head_of_security.yml b/Resources/Prototypes/Roles/Jobs/Security/head_of_security.yml
index 872d389992b..008684cf962 100644
--- a/Resources/Prototypes/Roles/Jobs/Security/head_of_security.yml
+++ b/Resources/Prototypes/Roles/Jobs/Security/head_of_security.yml
@@ -6,6 +6,7 @@
   requirements:
     - !type:OverallPlaytimeRequirement
       time: 50400
+    - !type:WhitelistRequirement
     # - !type:RoleTimeRequirement
       # role: JobWarden
       # time: 21600 #6 hrs