diff --git a/mRemoteNGTests/Security/PasswordCreation/PasswordIncludesUpperCaseConstraintTests.cs b/mRemoteNGTests/Security/PasswordCreation/PasswordIncludesUpperCaseConstraintTests.cs
new file mode 100644
index 000000000..1e104fe5b
--- /dev/null
+++ b/mRemoteNGTests/Security/PasswordCreation/PasswordIncludesUpperCaseConstraintTests.cs
@@ -0,0 +1,51 @@
+using System;
+using mRemoteNG.Security;
+using mRemoteNG.Security.PasswordCreation;
+using NUnit.Framework;
+
+
+namespace mRemoteNGTests.Security.PasswordCreation
+{
+    public class PasswordIncludesUpperCaseConstraintTests
+    {
+        private PasswordIncludesUpperCaseConstraint _lowerCaseConstraint;
+
+        [Test]
+        public void PasswordThatExceedsMinimumLowerCasePassesValidation()
+        {
+            var password = "HELLO".ConvertToSecureString();
+            _lowerCaseConstraint = new PasswordIncludesUpperCaseConstraint();
+            Assert.That(_lowerCaseConstraint.Validate(password), Is.True);
+        }
+
+        [Test]
+        public void PasswordThatMeetsMinimumLowerCasePassesValidation()
+        {
+            var password = "HELLO".ConvertToSecureString();
+            _lowerCaseConstraint = new PasswordIncludesUpperCaseConstraint(5);
+            Assert.That(_lowerCaseConstraint.Validate(password), Is.True);
+        }
+
+        [Test]
+        public void PasswordWithFewerThanMinimumLowerCaseFailsValidation()
+        {
+            var password = "Hello".ConvertToSecureString();
+            _lowerCaseConstraint = new PasswordIncludesUpperCaseConstraint(2);
+            Assert.That(_lowerCaseConstraint.Validate(password), Is.False);
+        }
+
+        [Test]
+        public void PasswordWithoutUpperCaseFailsValidation()
+        {
+            var password = "hello".ConvertToSecureString();
+            _lowerCaseConstraint = new PasswordIncludesUpperCaseConstraint();
+            Assert.That(_lowerCaseConstraint.Validate(password), Is.False);
+        }
+
+        [Test]
+        public void CountToRequireMustBeAPositiveValue()
+        {
+            Assert.Throws<ArgumentException>(() => new PasswordIncludesLowerCaseConstraint(-1));
+        }
+    }
+}
\ No newline at end of file
diff --git a/mRemoteNGTests/mRemoteNGTests.csproj b/mRemoteNGTests/mRemoteNGTests.csproj
index 5b2bea597..5038277e5 100644
--- a/mRemoteNGTests/mRemoteNGTests.csproj
+++ b/mRemoteNGTests/mRemoteNGTests.csproj
@@ -140,6 +140,7 @@
     <Compile Include="NUnitExtensions\SecureTextBoxTester.cs" />
     <Compile Include="Security\Authentication\PasswordAuthenticatorTests.cs" />
     <Compile Include="Security\KeyDerivation\Pkcs5S2KeyGeneratorTests.cs" />
+    <Compile Include="Security\PasswordCreation\PasswordIncludesUpperCaseConstraintTests.cs" />
     <Compile Include="Security\PasswordCreation\PasswordIncludesLowerCaseConstraintTests.cs" />
     <Compile Include="Security\PasswordCreation\PasswordIncludesNumbersConstraintTests.cs" />
     <Compile Include="Security\PasswordCreation\PasswordLengthConstraintTests.cs" />
diff --git a/mRemoteV1/Resources/Language/Language.Designer.cs b/mRemoteV1/Resources/Language/Language.Designer.cs
index efe14e853..2c1e02936 100644
--- a/mRemoteV1/Resources/Language/Language.Designer.cs
+++ b/mRemoteV1/Resources/Language/Language.Designer.cs
@@ -3838,6 +3838,15 @@ namespace mRemoteNG {
             }
         }
         
+        /// <summary>
+        ///   Looks up a localized string similar to Password must contain at least {0} upper case character(s).
+        /// </summary>
+        internal static string strPasswordContainsUpperCaseConstraintHint {
+            get {
+                return ResourceManager.GetString("strPasswordContainsUpperCaseConstraintHint", resourceCulture);
+            }
+        }
+        
         /// <summary>
         ///   Looks up a localized string similar to Password length must be between {0} and {1}.
         /// </summary>
diff --git a/mRemoteV1/Resources/Language/Language.resx b/mRemoteV1/Resources/Language/Language.resx
index 080e5a5a3..05a6a1b75 100644
--- a/mRemoteV1/Resources/Language/Language.resx
+++ b/mRemoteV1/Resources/Language/Language.resx
@@ -2469,6 +2469,9 @@ mRemoteNG will now quit and begin with the installation.</value>
   <data name="strPasswordContainsNumbersConstraint" xml:space="preserve">
     <value>Password must contain at least {0} number(s)</value>
   </data>
+  <data name="strPasswordContainsUpperCaseConstraintHint" xml:space="preserve">
+    <value>Password must contain at least {0} upper case character(s)</value>
+  </data>
   <data name="strPasswordLengthConstraintHint" xml:space="preserve">
     <value>Password length must be between {0} and {1}</value>
   </data>
diff --git a/mRemoteV1/Security/PasswordCreation/PasswordIncludesUpperCaseConstraint.cs b/mRemoteV1/Security/PasswordCreation/PasswordIncludesUpperCaseConstraint.cs
new file mode 100644
index 000000000..bf5f60e57
--- /dev/null
+++ b/mRemoteV1/Security/PasswordCreation/PasswordIncludesUpperCaseConstraint.cs
@@ -0,0 +1,28 @@
+using System;
+using System.Security;
+using System.Text.RegularExpressions;
+
+namespace mRemoteNG.Security.PasswordCreation
+{
+    public class PasswordIncludesUpperCaseConstraint : IPasswordConstraint
+    {
+        private readonly int _minimumCount;
+
+        public string ConstraintHint { get; }
+
+        public PasswordIncludesUpperCaseConstraint(int minimumCount = 1)
+        {
+            if (minimumCount < 0)
+                throw new ArgumentException($"{nameof(minimumCount)} must be a positive value");
+
+            _minimumCount = minimumCount;
+            ConstraintHint = string.Format(Language.strPasswordContainsUpperCaseConstraintHint, _minimumCount);
+        }
+
+        public bool Validate(SecureString password)
+        {
+            var regex = new Regex(@"[A-Z]");
+            return regex.Matches(password.ConvertToUnsecureString()).Count >= _minimumCount;
+        }
+    }
+}
\ No newline at end of file
diff --git a/mRemoteV1/mRemoteV1.csproj b/mRemoteV1/mRemoteV1.csproj
index b05fd952c..1acf3e343 100644
--- a/mRemoteV1/mRemoteV1.csproj
+++ b/mRemoteV1/mRemoteV1.csproj
@@ -226,6 +226,7 @@
     <Compile Include="Security\PasswordCreation\IPasswordConstraint.cs" />
     <Compile Include="Security\KeyDerivation\IKeyDerivationFunction.cs" />
     <Compile Include="Security\KeyDerivation\Pkcs5S2KeyGenerator.cs" />
+    <Compile Include="Security\PasswordCreation\PasswordIncludesUpperCaseConstraint.cs" />
     <Compile Include="Security\PasswordCreation\PasswordIncludesLowerCaseConstraint.cs" />
     <Compile Include="Security\PasswordCreation\PasswordIncludesNumbersConstraint.cs" />
     <Compile Include="Security\PasswordCreation\PasswordLengthConstraint.cs" />