diff --git a/src/EntityFrameworkCore.Projectables.Generator/ExpressionSyntaxRewriter.cs b/src/EntityFrameworkCore.Projectables.Generator/ExpressionSyntaxRewriter.cs
index ab86497..0c53cc2 100644
--- a/src/EntityFrameworkCore.Projectables.Generator/ExpressionSyntaxRewriter.cs
+++ b/src/EntityFrameworkCore.Projectables.Generator/ExpressionSyntaxRewriter.cs
@@ -74,28 +74,40 @@ namespace EntityFrameworkCore.Projectables.Generator
                 _context.ReportDiagnostic(diagnostic);
             }
 
-            return _nullConditionalRewriteSupport switch {
-                NullConditionalRewriteSupport.Ignore => Visit(node.WhenNotNull),
-                NullConditionalRewriteSupport.Rewrite =>
-                    SyntaxFactory.ConditionalExpression(
+            else if (_nullConditionalRewriteSupport is NullConditionalRewriteSupport.Ignore)
+            {
+                // Ignore the conditional accesss and simply visit the WhenNotNull expression
+                return Visit(node.WhenNotNull);
+            }
+
+            else if (_nullConditionalRewriteSupport is NullConditionalRewriteSupport.Rewrite)
+            {
+                var whenNotNullSymbol = _semanticModel.GetSymbolInfo(node.WhenNotNull).Symbol as IPropertySymbol;
+                var typeInfo = _semanticModel.GetTypeInfo(node);
+
+                // Do not translate until we can resolve the target type
+                if (typeInfo.ConvertedType is not null)
+                {
+                    // Translate null-conditional into a conditional expression
+                    return SyntaxFactory.ConditionalExpression(
                         SyntaxFactory.BinaryExpression(
                             SyntaxKind.NotEqualsExpression,
-                            targetExpression
-                                .WithTrailingTrivia(SyntaxFactory.Whitespace(" ")),
+                            targetExpression.WithTrailingTrivia(SyntaxFactory.Whitespace(" ")),
+                            SyntaxFactory.LiteralExpression(SyntaxKind.NullLiteralExpression).WithLeadingTrivia(SyntaxFactory.Whitespace(" "))
+                       ).WithTrailingTrivia(SyntaxFactory.Whitespace(" ")),
+                       SyntaxFactory.ParenthesizedExpression(
+                           (ExpressionSyntax)Visit(node.WhenNotNull)
+                       ).WithLeadingTrivia(SyntaxFactory.Whitespace(" ")).WithTrailingTrivia(SyntaxFactory.Whitespace(" ")),
+                        SyntaxFactory.CastExpression(
+                            SyntaxFactory.ParseName(typeInfo.ConvertedType.ToDisplayString(SymbolDisplayFormat.FullyQualifiedFormat)),
                             SyntaxFactory.LiteralExpression(SyntaxKind.NullLiteralExpression)
-                                .WithLeadingTrivia(SyntaxFactory.Whitespace(" "))
-                        )
-                            .WithTrailingTrivia(SyntaxFactory.Whitespace(" ")),
-                        SyntaxFactory.ParenthesizedExpression(
-                            (ExpressionSyntax)Visit(node.WhenNotNull)
-                        )
-                            .WithLeadingTrivia(SyntaxFactory.Whitespace(" "))
-                            .WithTrailingTrivia(SyntaxFactory.Whitespace(" ")),
-                        SyntaxFactory.LiteralExpression(SyntaxKind.NullLiteralExpression)
-                            .WithLeadingTrivia(SyntaxFactory.Whitespace(" "))
-                    ),
-                _ => base.VisitConditionalAccessExpression(node)
-            };
+                        ).WithLeadingTrivia(SyntaxFactory.Whitespace(" "))
+                    ).WithLeadingTrivia(node.GetLeadingTrivia()).WithTrailingTrivia(node.GetTrailingTrivia());
+                }
+            }
+
+            return base.VisitConditionalAccessExpression(node);
+
         }
 
         public override SyntaxNode? VisitMemberBindingExpression(MemberBindingExpressionSyntax node)
@@ -147,15 +159,13 @@ namespace EntityFrameworkCore.Projectables.Generator
             var symbol = _semanticModel.GetSymbolInfo(node).Symbol;
             if (symbol is not null)
             {
-                var operation = node switch { 
-                    { Parent: { } parent } when parent.IsKind(SyntaxKind.InvocationExpression) => _semanticModel.GetOperation(node.Parent),
+                var operation = node switch { { Parent: { } parent } when parent.IsKind(SyntaxKind.InvocationExpression) => _semanticModel.GetOperation(node.Parent),
                     _ => _semanticModel.GetOperation(node!)
                 };
 
                 if (operation is IMemberReferenceOperation memberReferenceOperation)
                 {
-                    var memberAccessCanBeQualified = node switch { 
-                        { Parent: { Parent: {  } parent } } when parent.IsKind(SyntaxKind.ObjectInitializerExpression) => false,
+                    var memberAccessCanBeQualified = node switch { { Parent: { Parent: { } parent } } when parent.IsKind(SyntaxKind.ObjectInitializerExpression) => false,
                         _ => true
                     };
 
@@ -169,7 +179,7 @@ namespace EntityFrameworkCore.Projectables.Generator
                                 node.WithoutLeadingTrivia()
                             ).WithLeadingTrivia(node.GetLeadingTrivia());
                         }
-                
+
                         // if this operation is targeting a static member on our targetType implicitly
                         if (memberReferenceOperation.Instance is null && SymbolEqualityComparer.Default.Equals(memberReferenceOperation.Member.ContainingType, _targetTypeSymbol))
                         {
diff --git a/tests/EntityFrameworkCore.Projectables.Generator.Tests/ProjectionExpressionGeneratorTests.NullConditionalNullCoalesceTypeConversion.verified.txt b/tests/EntityFrameworkCore.Projectables.Generator.Tests/ProjectionExpressionGeneratorTests.NullConditionalNullCoalesceTypeConversion.verified.txt
new file mode 100644
index 0000000..f4b5dcf
--- /dev/null
+++ b/tests/EntityFrameworkCore.Projectables.Generator.Tests/ProjectionExpressionGeneratorTests.NullConditionalNullCoalesceTypeConversion.verified.txt
@@ -0,0 +1,16 @@
+// <auto-generated/>
+using EntityFrameworkCore.Projectables;
+
+namespace EntityFrameworkCore.Projectables.Generated
+#nullable disable
+{
+    [System.ComponentModel.EditorBrowsable(System.ComponentModel.EditorBrowsableState.Never)]
+    public static class _Foo_SomeNumber
+    {
+        public static System.Linq.Expressions.Expression<System.Func<global::Foo, int>> Expression()
+        {
+            return (global::Foo fancyClass) => 
+                fancyClass != null ? (fancyClass.FancyNumber ) : (int?)null ?? 3;
+        }
+    }
+}
\ No newline at end of file
diff --git a/tests/EntityFrameworkCore.Projectables.Generator.Tests/ProjectionExpressionGeneratorTests.NullableElementAndMemberBinding_WithRewriteSupport_IsBeingRewritten.verified.txt b/tests/EntityFrameworkCore.Projectables.Generator.Tests/ProjectionExpressionGeneratorTests.NullableElementAndMemberBinding_WithRewriteSupport_IsBeingRewritten.verified.txt
index 85e8d58..4535132 100644
--- a/tests/EntityFrameworkCore.Projectables.Generator.Tests/ProjectionExpressionGeneratorTests.NullableElementAndMemberBinding_WithRewriteSupport_IsBeingRewritten.verified.txt
+++ b/tests/EntityFrameworkCore.Projectables.Generator.Tests/ProjectionExpressionGeneratorTests.NullableElementAndMemberBinding_WithRewriteSupport_IsBeingRewritten.verified.txt
@@ -14,7 +14,7 @@ namespace EntityFrameworkCore.Projectables.Generated
         public static System.Linq.Expressions.Expression<System.Func<global::Foo.EntityExtensions.Entity, global::Foo.EntityExtensions.Entity>> Expression()
         {
             return (global::Foo.EntityExtensions.Entity entity) => 
-                entity != null ? (entity.RelatedEntities != null ? (entity.RelatedEntities[0]) : null) : null;
+                entity != null ? (entity.RelatedEntities != null ? (entity.RelatedEntities[0]) : (global::Foo.EntityExtensions.Entity)null) : (global::Foo.EntityExtensions.Entity)null;
         }
     }
 }
\ No newline at end of file
diff --git a/tests/EntityFrameworkCore.Projectables.Generator.Tests/ProjectionExpressionGeneratorTests.NullableMemberBinding_WithRewriteSupport_IsBeingRewritten.verified.txt b/tests/EntityFrameworkCore.Projectables.Generator.Tests/ProjectionExpressionGeneratorTests.NullableMemberBinding_WithRewriteSupport_IsBeingRewritten.verified.txt
index 3d55c17..e3d5466 100644
--- a/tests/EntityFrameworkCore.Projectables.Generator.Tests/ProjectionExpressionGeneratorTests.NullableMemberBinding_WithRewriteSupport_IsBeingRewritten.verified.txt
+++ b/tests/EntityFrameworkCore.Projectables.Generator.Tests/ProjectionExpressionGeneratorTests.NullableMemberBinding_WithRewriteSupport_IsBeingRewritten.verified.txt
@@ -13,7 +13,7 @@ namespace EntityFrameworkCore.Projectables.Generated
         public static System.Linq.Expressions.Expression<System.Func<string, int?>> Expression()
         {
             return (string input) => 
-                input != null ? (input.Length) : null;
+                input != null ? (input.Length) : (int?)null;
         }
     }
 }
\ No newline at end of file
diff --git a/tests/EntityFrameworkCore.Projectables.Generator.Tests/ProjectionExpressionGeneratorTests.NullableParameters_WithRewriteSupport_IsBeingRewritten.verified.txt b/tests/EntityFrameworkCore.Projectables.Generator.Tests/ProjectionExpressionGeneratorTests.NullableParameters_WithRewriteSupport_IsBeingRewritten.verified.txt
index ce9d542..40a4027 100644
--- a/tests/EntityFrameworkCore.Projectables.Generator.Tests/ProjectionExpressionGeneratorTests.NullableParameters_WithRewriteSupport_IsBeingRewritten.verified.txt
+++ b/tests/EntityFrameworkCore.Projectables.Generator.Tests/ProjectionExpressionGeneratorTests.NullableParameters_WithRewriteSupport_IsBeingRewritten.verified.txt
@@ -14,7 +14,7 @@ namespace EntityFrameworkCore.Projectables.Generated
         public static System.Linq.Expressions.Expression<System.Func<global::Foo.EntityExtensions.Entity, string>> Expression()
         {
             return (global::Foo.EntityExtensions.Entity entity) => 
-                entity.FullName != null ? (entity.FullName.Substring(entity.FullName != null ? (entity.FullName.IndexOf(' ') ) : null?? 0)) : null;
+                entity.FullName != null ? (entity.FullName.Substring(entity.FullName != null ? (entity.FullName.IndexOf(' ') ) : (int?)null ?? 0)) : (string)null;
         }
     }
 }
\ No newline at end of file
diff --git a/tests/EntityFrameworkCore.Projectables.Generator.Tests/ProjectionExpressionGeneratorTests.NullableSimpleElementBinding_WithRewriteSupport_IsBeingRewritten.verified.txt b/tests/EntityFrameworkCore.Projectables.Generator.Tests/ProjectionExpressionGeneratorTests.NullableSimpleElementBinding_WithRewriteSupport_IsBeingRewritten.verified.txt
index 6c58d92..5a3c009 100644
--- a/tests/EntityFrameworkCore.Projectables.Generator.Tests/ProjectionExpressionGeneratorTests.NullableSimpleElementBinding_WithRewriteSupport_IsBeingRewritten.verified.txt
+++ b/tests/EntityFrameworkCore.Projectables.Generator.Tests/ProjectionExpressionGeneratorTests.NullableSimpleElementBinding_WithRewriteSupport_IsBeingRewritten.verified.txt
@@ -13,7 +13,7 @@ namespace EntityFrameworkCore.Projectables.Generated
         public static System.Linq.Expressions.Expression<System.Func<string, char?>> Expression()
         {
             return (string input) => 
-                input != null ? (input[0]) : null;
+                input != null ? (input[0]) : (char?)null;
         }
     }
 }
\ No newline at end of file
diff --git a/tests/EntityFrameworkCore.Projectables.Generator.Tests/ProjectionExpressionGeneratorTests.cs b/tests/EntityFrameworkCore.Projectables.Generator.Tests/ProjectionExpressionGeneratorTests.cs
index 10a6cec..e75ec62 100644
--- a/tests/EntityFrameworkCore.Projectables.Generator.Tests/ProjectionExpressionGeneratorTests.cs
+++ b/tests/EntityFrameworkCore.Projectables.Generator.Tests/ProjectionExpressionGeneratorTests.cs
@@ -1542,6 +1542,30 @@ namespace One.Two {
             return Verifier.Verify(result.GeneratedTrees[0].ToString());
         }
 
+        [Fact]
+        public Task NullConditionalNullCoalesceTypeConversion()
+        {
+            // issue: https://github.com/koenbeuk/EntityFrameworkCore.Projectables/issues/48
+
+            var compilation = CreateCompilation(@"
+using EntityFrameworkCore.Projectables;
+
+class Foo {
+    public int? FancyNumber { get; set; }
+
+    [Projectable(NullConditionalRewriteSupport = NullConditionalRewriteSupport.Rewrite)]
+    public static int SomeNumber(Foo fancyClass) => fancyClass?.FancyNumber ?? 3;
+}
+");
+
+            var result = RunGenerator(compilation);
+
+            Assert.Empty(result.Diagnostics);
+            Assert.Single(result.GeneratedTrees);
+
+            return Verifier.Verify(result.GeneratedTrees[0].ToString());
+        }
+
         #region Helpers
 
         Compilation CreateCompilation(string source, bool expectedToCompile = true)