diff --git a/src/Core/Enums/LicenseType.cs b/src/Core/Enums/LicenseType.cs
new file mode 100644
index 0000000000..60d622b9c9
--- /dev/null
+++ b/src/Core/Enums/LicenseType.cs
@@ -0,0 +1,8 @@
+namespace Bit.Core.Enums
+{
+    public enum LicenseType : byte
+    {
+        User = 0,
+        Organization = 1,
+    }
+}
diff --git a/src/Core/Models/Business/OrganizationLicense.cs b/src/Core/Models/Business/OrganizationLicense.cs
index fcd0d9fb53..05a382443b 100644
--- a/src/Core/Models/Business/OrganizationLicense.cs
+++ b/src/Core/Models/Business/OrganizationLicense.cs
@@ -21,6 +21,7 @@ namespace Bit.Core.Models.Business
             ILicensingService licenseService, int? version = null)
         {
             Version = version.GetValueOrDefault(CURRENT_LICENSE_FILE_VERSION); // TODO: Remember to change the constant
+            LicenseType = Enums.LicenseType.Organization;
             LicenseKey = org.LicenseKey;
             InstallationId = installationId;
             Id = org.Id;
@@ -121,6 +122,7 @@ namespace Bit.Core.Models.Business
         public DateTime? Refresh { get; set; }
         public DateTime? Expires { get; set; }
         public bool Trial { get; set; }
+        public LicenseType? LicenseType { get; set; }
         public string Hash { get; set; }
         public string Signature { get; set; }
         [JsonIgnore]
diff --git a/src/Core/Models/Business/UserLicense.cs b/src/Core/Models/Business/UserLicense.cs
index 95d3870d4b..c00f331fbb 100644
--- a/src/Core/Models/Business/UserLicense.cs
+++ b/src/Core/Models/Business/UserLicense.cs
@@ -6,6 +6,7 @@ using System.Security.Cryptography.X509Certificates;
 using System.Text;
 using System.Text.Json.Serialization;
 using Bit.Core.Entities;
+using Bit.Core.Enums;
 using Bit.Core.Services;
 
 namespace Bit.Core.Models.Business
@@ -18,6 +19,7 @@ namespace Bit.Core.Models.Business
         public UserLicense(User user, SubscriptionInfo subscriptionInfo, ILicensingService licenseService,
             int? version = null)
         {
+            LicenseType = Enums.LicenseType.User;
             LicenseKey = user.LicenseKey;
             Id = user.Id;
             Name = user.Name;
@@ -39,6 +41,7 @@ namespace Bit.Core.Models.Business
 
         public UserLicense(User user, ILicensingService licenseService, int? version = null)
         {
+            LicenseType = Enums.LicenseType.User;
             LicenseKey = user.LicenseKey;
             Id = user.Id;
             Name = user.Name;
@@ -66,6 +69,7 @@ namespace Bit.Core.Models.Business
         public DateTime? Refresh { get; set; }
         public DateTime? Expires { get; set; }
         public bool Trial { get; set; }
+        public LicenseType? LicenseType { get; set; }
         public string Hash { get; set; }
         public string Signature { get; set; }
         [JsonIgnore]
diff --git a/src/Core/Services/Implementations/OrganizationService.cs b/src/Core/Services/Implementations/OrganizationService.cs
index e00247e816..bf1144adb4 100644
--- a/src/Core/Services/Implementations/OrganizationService.cs
+++ b/src/Core/Services/Implementations/OrganizationService.cs
@@ -661,6 +661,12 @@ namespace Bit.Core.Services
             OrganizationLicense license, User owner, string ownerKey, string collectionName, string publicKey,
             string privateKey)
         {
+            if (license?.LicenseType != null && license.LicenseType != LicenseType.Organization)
+            {
+                throw new BadRequestException("Premium licenses cannot be applied to an organization. "
+                                              + "Upload this license from your personal account settings page.");
+            }
+
             if (license == null || !_licensingService.VerifyLicense(license))
             {
                 throw new BadRequestException("Invalid license.");
@@ -806,6 +812,12 @@ namespace Bit.Core.Services
                 throw new InvalidOperationException("Licenses require self hosting.");
             }
 
+            if (license?.LicenseType != null && license.LicenseType != LicenseType.Organization)
+            {
+                throw new BadRequestException("Premium licenses cannot be applied to an organization. "
+                                              + "Upload this license from your personal account settings page.");
+            }
+
             if (license == null || !_licensingService.VerifyLicense(license))
             {
                 throw new BadRequestException("Invalid license.");
diff --git a/src/Core/Services/Implementations/UserService.cs b/src/Core/Services/Implementations/UserService.cs
index cd7b0e7191..eaa536c01f 100644
--- a/src/Core/Services/Implementations/UserService.cs
+++ b/src/Core/Services/Implementations/UserService.cs
@@ -1030,6 +1030,12 @@ namespace Bit.Core.Services
                 throw new InvalidOperationException("Licenses require self hosting.");
             }
 
+            if (license?.LicenseType != null && license.LicenseType != LicenseType.User)
+            {
+                throw new BadRequestException("Organization licenses cannot be applied to a user. "
+                    + "Upload this license from the Organization settings page.");
+            }
+
             if (license == null || !_licenseService.VerifyLicense(license))
             {
                 throw new BadRequestException("Invalid license.");