diff --git a/src/Meziantou.Analyzer.CodeFixers/Meziantou.Analyzer.CodeFixers.csproj b/src/Meziantou.Analyzer.CodeFixers/Meziantou.Analyzer.CodeFixers.csproj
index c94d010ed..d6ff52599 100644
--- a/src/Meziantou.Analyzer.CodeFixers/Meziantou.Analyzer.CodeFixers.csproj
+++ b/src/Meziantou.Analyzer.CodeFixers/Meziantou.Analyzer.CodeFixers.csproj
@@ -22,6 +22,9 @@
     <Compile Include="$(MSBuildThisFileDirectory)\..\Meziantou.Analyzer\Internals\StringExtensions.cs" LinkBase="Internals" />
     <Compile Include="$(MSBuildThisFileDirectory)\..\Meziantou.Analyzer\Internals\SymbolExtensions.cs" LinkBase="Internals" />
     <Compile Include="$(MSBuildThisFileDirectory)\..\Meziantou.Analyzer\Internals\SyntaxNodeExtensions.cs" LinkBase="Internals" />
+    <Compile Include="$(MSBuildThisFileDirectory)\..\Meziantou.Analyzer\Internals\OverloadFinder.cs" LinkBase="Internals" />
+    <Compile Include="$(MSBuildThisFileDirectory)\..\Meziantou.Analyzer\Internals\OverloadOptions.cs" LinkBase="Internals" />
+    <Compile Include="$(MSBuildThisFileDirectory)\..\Meziantou.Analyzer\Internals\OverloadParameterType.cs" LinkBase="Internals" />
     <Compile Include="$(MSBuildThisFileDirectory)\..\Meziantou.Analyzer\Internals\TypeSymbolExtensions.cs" LinkBase="Internals" />
     <Compile Include="$(MSBuildThisFileDirectory)\..\Meziantou.Analyzer\Rules\DoNotUseBlockingCallInAsyncContextData.cs" LinkBase="Rules" />
     <Compile Include="$(MSBuildThisFileDirectory)\..\Meziantou.Analyzer\Rules\OptimizeLinqUsageData.cs" LinkBase="Rules" />
diff --git a/src/Meziantou.Analyzer.CodeFixers/Rules/UseStringComparisonFixer.cs b/src/Meziantou.Analyzer.CodeFixers/Rules/UseStringComparisonFixer.cs
index 1e8a3ef22..d4610be67 100644
--- a/src/Meziantou.Analyzer.CodeFixers/Rules/UseStringComparisonFixer.cs
+++ b/src/Meziantou.Analyzer.CodeFixers/Rules/UseStringComparisonFixer.cs
@@ -6,6 +6,7 @@
 using Microsoft.CodeAnalysis.CodeFixes;
 using Microsoft.CodeAnalysis.CSharp.Syntax;
 using Microsoft.CodeAnalysis.Editing;
+using Microsoft.CodeAnalysis.Operations;
 
 namespace Meziantou.Analyzer.Rules;
 
@@ -59,7 +60,38 @@ private static async Task<Document> AddStringComparison(Document document, Synta
                 generator.TypeExpression(stringComparison, addImport: true),
                 stringComparisonMode));
 
-        editor.ReplaceNode(invocationExpression, invocationExpression.AddArgumentListArguments(newArgument));
+        var insertionIndex = FindStringComparisonParameterIndex(semanticModel, invocationExpression, stringComparison, cancellationToken);
+        SyntaxNode newInvocation;
+        if (insertionIndex >= 0 && insertionIndex < invocationExpression.ArgumentList.Arguments.Count)
+        {
+            var newArgList = invocationExpression.ArgumentList.Arguments.Insert(insertionIndex, newArgument);
+            newInvocation = invocationExpression.WithArgumentList(invocationExpression.ArgumentList.WithArguments(newArgList));
+        }
+        else
+        {
+            newInvocation = invocationExpression.AddArgumentListArguments(newArgument);
+        }
+
+        editor.ReplaceNode(invocationExpression, newInvocation);
         return editor.GetChangedDocument();
     }
+
+    private static int FindStringComparisonParameterIndex(SemanticModel semanticModel, SyntaxNode node, INamedTypeSymbol stringComparison, CancellationToken cancellationToken)
+    {
+        if (semanticModel.GetOperation(node, cancellationToken) is not IInvocationOperation operation)
+            return -1;
+
+        var overloadFinder = new OverloadFinder(semanticModel.Compilation);
+        var overload = overloadFinder.FindOverloadWithAdditionalParameterOfType(operation, options: default, [stringComparison]);
+        if (overload is null)
+            return -1;
+
+        for (var i = 0; i < overload.Parameters.Length; i++)
+        {
+            if (overload.Parameters[i].Type.IsEqualTo(stringComparison))
+                return i;
+        }
+
+        return -1;
+    }
 }
diff --git a/tests/Meziantou.Analyzer.Test/Rules/UseStringComparisonAnalyzerTests.cs b/tests/Meziantou.Analyzer.Test/Rules/UseStringComparisonAnalyzerTests.cs
index 77f7dd7aa..e18a2c52a 100644
--- a/tests/Meziantou.Analyzer.Test/Rules/UseStringComparisonAnalyzerTests.cs
+++ b/tests/Meziantou.Analyzer.Test/Rules/UseStringComparisonAnalyzerTests.cs
@@ -248,4 +248,43 @@ await CreateProjectBuilder()
               .WithSourceCode(SourceCode)
               .ValidateAsync();
     }
+
+    [Fact]
+    public async Task Contains_WithTrailingMessageParameter_ShouldInsertStringComparisonBeforeMessage()
+    {
+        const string SourceCode = """
+            class TypeName
+            {
+                public void Test()
+                {
+                    [||]MyAssert.Contains("a", "b", "message");
+                }
+            }
+
+            static class MyAssert
+            {
+                public static void Contains(string value, string substring, string message) { }
+                public static void Contains(string value, string substring, System.StringComparison comparison, string message) { }
+            }
+            """;
+        const string CodeFix = """
+            class TypeName
+            {
+                public void Test()
+                {
+                    MyAssert.Contains("a", "b", System.StringComparison.Ordinal, "message");
+                }
+            }
+
+            static class MyAssert
+            {
+                public static void Contains(string value, string substring, string message) { }
+                public static void Contains(string value, string substring, System.StringComparison comparison, string message) { }
+            }
+            """;
+        await CreateProjectBuilder()
+              .WithSourceCode(SourceCode)
+              .ShouldFixCodeWith(CodeFix)
+              .ValidateAsync();
+    }
 }