diff --git a/test/UnitTests/TestFramework.UnitTests/Assertions/AssertTests.StartsWithEndsWith.cs b/test/UnitTests/TestFramework.UnitTests/Assertions/AssertTests.StartsWithEndsWith.cs
index 11dcd78184..e571ae18ae 100644
--- a/test/UnitTests/TestFramework.UnitTests/Assertions/AssertTests.StartsWithEndsWith.cs
+++ b/test/UnitTests/TestFramework.UnitTests/Assertions/AssertTests.StartsWithEndsWith.cs
@@ -118,4 +118,170 @@ Assertion failed. Expected string to not end with the specified suffix.
         ex.Data["assert.expected"].Should().Be(ex.ExpectedText);
         ex.Data["assert.actual"].Should().Be(ex.ActualText);
     }
+
+    public void StartsWith_WithOrdinalIgnoreCase_WhenMatchesCaseInsensitively_DoesNotThrow()
+        => Assert.StartsWith("FOO", "foobar", StringComparison.OrdinalIgnoreCase);
+
+    public void StartsWith_WithOrdinalIgnoreCase_WhenMatchesExactly_DoesNotThrow()
+        => Assert.StartsWith("foo", "foobar", StringComparison.OrdinalIgnoreCase);
+
+    public void StartsWith_WithOrdinalIgnoreCase_OnFailure_ShouldIncludeComparisonInMessage()
+    {
+        string value = "bar";
+        Action action = () => Assert.StartsWith("foo", value, StringComparison.OrdinalIgnoreCase, "User-provided message");
+
+        AssertFailedException ex = action.Should().Throw<AssertFailedException>()
+            .WithMessage(
+                """
+                Assertion failed. Expected string to start with the specified prefix.
+                User-provided message
+
+                expected prefix: "foo"
+                actual:          "bar"
+                comparison:      OrdinalIgnoreCase
+
+                Assert.StartsWith("foo", value)
+                """)
+            .Which;
+
+        ex.ExpectedText.Should().Be("\"foo\"");
+        ex.ActualText.Should().Be("\"bar\"");
+    }
+
+    public void StartsWith_WhenValueIsNull_ShouldThrow()
+    {
+        Action action = () => Assert.StartsWith("foo", null!);
+        action.Should().Throw<AssertFailedException>()
+            .WithMessage("Assert.StartsWith failed. The parameter 'value' is invalid. The value cannot be null.");
+    }
+
+    public void StartsWith_WhenPrefixIsNull_ShouldThrow()
+    {
+        Action action = () => Assert.StartsWith(null!, "foobar");
+        action.Should().Throw<AssertFailedException>()
+            .WithMessage("Assert.StartsWith failed. The parameter 'expectedPrefix' is invalid. The value cannot be null.");
+    }
+
+    public void DoesNotStartWith_WithOrdinalIgnoreCase_WhenDoesNotMatchCaseInsensitively_DoesNotThrow()
+        => Assert.DoesNotStartWith("baz", "foobar", StringComparison.OrdinalIgnoreCase);
+
+    public void DoesNotStartWith_WithOrdinalIgnoreCase_OnFailure_ShouldIncludeComparisonInMessage()
+    {
+        string value = "foobar";
+        Action action = () => Assert.DoesNotStartWith("FOO", value, StringComparison.OrdinalIgnoreCase, "User-provided message");
+
+        AssertFailedException ex = action.Should().Throw<AssertFailedException>()
+            .WithMessage(
+                """
+                Assertion failed. Expected string to not start with the specified prefix.
+                User-provided message
+
+                unexpected prefix: "FOO"
+                actual:            "foobar"
+                comparison:        OrdinalIgnoreCase
+
+                Assert.DoesNotStartWith("FOO", value)
+                """)
+            .Which;
+
+        ex.ExpectedText.Should().Be("\"FOO\"");
+        ex.ActualText.Should().Be("\"foobar\"");
+    }
+
+    public void DoesNotStartWith_WhenValueIsNull_ShouldThrow()
+    {
+        Action action = () => Assert.DoesNotStartWith("foo", null!);
+        action.Should().Throw<AssertFailedException>()
+            .WithMessage("Assert.DoesNotStartWith failed. The parameter 'value' is invalid. The value cannot be null.");
+    }
+
+    public void DoesNotStartWith_WhenPrefixIsNull_ShouldThrow()
+    {
+        Action action = () => Assert.DoesNotStartWith(null!, "foobar");
+        action.Should().Throw<AssertFailedException>()
+            .WithMessage("Assert.DoesNotStartWith failed. The parameter 'notExpectedPrefix' is invalid. The value cannot be null.");
+    }
+
+    public void EndsWith_WithOrdinalIgnoreCase_WhenMatchesCaseInsensitively_DoesNotThrow()
+        => Assert.EndsWith("BAR", "foobar", StringComparison.OrdinalIgnoreCase);
+
+    public void EndsWith_WithOrdinalIgnoreCase_WhenMatchesExactly_DoesNotThrow()
+        => Assert.EndsWith("bar", "foobar", StringComparison.OrdinalIgnoreCase);
+
+    public void EndsWith_WithOrdinalIgnoreCase_OnFailure_ShouldIncludeComparisonInMessage()
+    {
+        string value = "foobar";
+        Action action = () => Assert.EndsWith("baz", value, StringComparison.OrdinalIgnoreCase, "User-provided message");
+
+        AssertFailedException ex = action.Should().Throw<AssertFailedException>()
+            .WithMessage(
+                """
+                Assertion failed. Expected string to end with the specified suffix.
+                User-provided message
+
+                expected suffix: "baz"
+                actual:          "foobar"
+                comparison:      OrdinalIgnoreCase
+
+                Assert.EndsWith("baz", value)
+                """)
+            .Which;
+
+        ex.ExpectedText.Should().Be("\"baz\"");
+        ex.ActualText.Should().Be("\"foobar\"");
+    }
+
+    public void EndsWith_WhenValueIsNull_ShouldThrow()
+    {
+        Action action = () => Assert.EndsWith("bar", null!);
+        action.Should().Throw<AssertFailedException>()
+            .WithMessage("Assert.EndsWith failed. The parameter 'value' is invalid. The value cannot be null.");
+    }
+
+    public void EndsWith_WhenSuffixIsNull_ShouldThrow()
+    {
+        Action action = () => Assert.EndsWith(null!, "foobar");
+        action.Should().Throw<AssertFailedException>()
+            .WithMessage("Assert.EndsWith failed. The parameter 'expectedSuffix' is invalid. The value cannot be null.");
+    }
+
+    public void DoesNotEndWith_WithOrdinalIgnoreCase_WhenDoesNotMatchCaseInsensitively_DoesNotThrow()
+        => Assert.DoesNotEndWith("baz", "foobar", StringComparison.OrdinalIgnoreCase);
+
+    public void DoesNotEndWith_WithOrdinalIgnoreCase_OnFailure_ShouldIncludeComparisonInMessage()
+    {
+        string value = "foobar";
+        Action action = () => Assert.DoesNotEndWith("BAR", value, StringComparison.OrdinalIgnoreCase, "User-provided message");
+
+        AssertFailedException ex = action.Should().Throw<AssertFailedException>()
+            .WithMessage(
+                """
+                Assertion failed. Expected string to not end with the specified suffix.
+                User-provided message
+
+                unexpected suffix: "BAR"
+                actual:            "foobar"
+                comparison:        OrdinalIgnoreCase
+
+                Assert.DoesNotEndWith("BAR", value)
+                """)
+            .Which;
+
+        ex.ExpectedText.Should().Be("\"BAR\"");
+        ex.ActualText.Should().Be("\"foobar\"");
+    }
+
+    public void DoesNotEndWith_WhenValueIsNull_ShouldThrow()
+    {
+        Action action = () => Assert.DoesNotEndWith("bar", null!);
+        action.Should().Throw<AssertFailedException>()
+            .WithMessage("Assert.DoesNotEndWith failed. The parameter 'value' is invalid. The value cannot be null.");
+    }
+
+    public void DoesNotEndWith_WhenSuffixIsNull_ShouldThrow()
+    {
+        Action action = () => Assert.DoesNotEndWith(null!, "foobar");
+        action.Should().Throw<AssertFailedException>()
+            .WithMessage("Assert.DoesNotEndWith failed. The parameter 'notExpectedSuffix' is invalid. The value cannot be null.");
+    }
 }