diff --git a/src/Umbraco.Deploy.Contrib/Extensions/ArtifactMigratorCollectionBuilderExtensions.cs b/src/Umbraco.Deploy.Contrib/Extensions/ArtifactMigratorCollectionBuilderExtensions.cs
index c4f500b..e9d7f41 100644
--- a/src/Umbraco.Deploy.Contrib/Extensions/ArtifactMigratorCollectionBuilderExtensions.cs
+++ b/src/Umbraco.Deploy.Contrib/Extensions/ArtifactMigratorCollectionBuilderExtensions.cs
@@ -6,42 +6,45 @@ namespace Umbraco.Extensions;
 public static class ArtifactMigratorCollectionBuilderExtensions
 {
     /// <summary>
-    /// Adds the legacy artifact migrators to allow importing from Umbraco 7.
+    /// Adds/inserts the legacy artifact migrators to allow importing from Umbraco 7.
     /// </summary>
     /// <param name="artifactMigratorCollectionBuilder">The artifact migrator collection builder.</param>
     /// <returns>
     /// The artifact migrator collection builder.
     /// </returns>
+    /// <remarks>
+    /// The legacy migrators are inserted at the beginning of the collection to ensure they run before any other migrators, including default Deploy migrators.
+    /// </remarks>
     public static ArtifactMigratorCollectionBuilder AddLegacyMigrators(this ArtifactMigratorCollectionBuilder artifactMigratorCollectionBuilder)
-        => artifactMigratorCollectionBuilder
+        => artifactMigratorCollectionBuilder.Insert(
             // Pre-values to configuration
-            .Append<PreValuesDataTypeArtifactJsonMigrator>()
+            typeof(PreValuesDataTypeArtifactJsonMigrator),
             // Release/expire dates to schedule
-            .Append<DocumentArtifactJsonMigrator>()
+            typeof(DocumentArtifactJsonMigrator),
             // Allowed at root and child content types to permissions
-            .Append<ContentTypeArtifactJsonMigrator>()
+            typeof(ContentTypeArtifactJsonMigrator),
             // Data types
-            .Append<CheckBoxListDataTypeArtifactMigrator>()
-            .Append<ColorPickerAliasDataTypeArtifactMigrator>()
-            .Append<ContentPicker2DataTypeArtifactMigrator>()
-            .Append<ContentPickerAliasDataTypeArtifactMigrator>()
-            .Append<DateDataTypeArtifactMigrator>()
-            .Append<DropDownFlexibleDataTypeArtifactMigrator>() // Ensure this is appended before other dropdown migrators to avoid duplicate migration
-            .Append<DropDownDataTypeArtifactMigrator>()
-            .Append<DropdownlistMultiplePublishKeysDataTypeArtifactMigrator>()
-            .Append<DropdownlistPublishingKeysDataTypeArtifactMigrator>()
-            .Append<DropDownMultipleDataTypeArtifactMigrator>()
-            .Append<MediaPicker2DataTypeArtifactMigrator>()
-            .Append<MemberPicker2DataTypeArtifactMigrator>()
-            .Append<MultiNodeTreePicker2DataTypeArtifactMigrator>()
-            .Append<MultipleMediaPickerDataTypeArtifactMigrator>()
-            .Append<NoEditDataTypeArtifactMigrator>()
-            .Append<RadioButtonListDataTypeArtifactMigrator>()
-            .Append<RelatedLinks2DataTypeArtifactMigrator>()
-            .Append<RelatedLinksDataTypeArtifactMigrator>()
-            .Append<TextboxDataTypeArtifactMigrator>()
-            .Append<TextboxMultipleDataTypeArtifactMigrator>()
-            .Append<TinyMCEv3DataTypeArtifactMigrator>()
+            typeof(CheckBoxListDataTypeArtifactMigrator),
+            typeof(ColorPickerAliasDataTypeArtifactMigrator),
+            typeof(ContentPicker2DataTypeArtifactMigrator),
+            typeof(ContentPickerAliasDataTypeArtifactMigrator),
+            typeof(DateDataTypeArtifactMigrator),
+            typeof(DropDownFlexibleDataTypeArtifactMigrator), // Ensure this is appended before other dropdown migrators to avoid duplicate migration
+            typeof(DropDownDataTypeArtifactMigrator),
+            typeof(DropdownlistMultiplePublishKeysDataTypeArtifactMigrator),
+            typeof(DropdownlistPublishingKeysDataTypeArtifactMigrator),
+            typeof(DropDownMultipleDataTypeArtifactMigrator),
+            typeof(MediaPicker2DataTypeArtifactMigrator),
+            typeof(MemberPicker2DataTypeArtifactMigrator),
+            typeof(MultiNodeTreePicker2DataTypeArtifactMigrator),
+            typeof(MultipleMediaPickerDataTypeArtifactMigrator),
+            typeof(NoEditDataTypeArtifactMigrator),
+            typeof(RadioButtonListDataTypeArtifactMigrator),
+            typeof(RelatedLinks2DataTypeArtifactMigrator),
+            typeof(RelatedLinksDataTypeArtifactMigrator),
+            typeof(TextboxDataTypeArtifactMigrator),
+            typeof(TextboxMultipleDataTypeArtifactMigrator),
+            typeof(TinyMCEv3DataTypeArtifactMigrator),
             // Add prefixes to pre-value property editor aliases, triggering property type migrators
-            .Append<PrevalueArtifactMigrator>();
+            typeof(PrevalueArtifactMigrator));
 }
diff --git a/src/Umbraco.Deploy.Contrib/Extensions/ArtifactTypeResolverCollectionBuilderExtensions.cs b/src/Umbraco.Deploy.Contrib/Extensions/ArtifactTypeResolverCollectionBuilderExtensions.cs
index 9e598ab..d89295c 100644
--- a/src/Umbraco.Deploy.Contrib/Extensions/ArtifactTypeResolverCollectionBuilderExtensions.cs
+++ b/src/Umbraco.Deploy.Contrib/Extensions/ArtifactTypeResolverCollectionBuilderExtensions.cs
@@ -6,12 +6,15 @@ namespace Umbraco.Extensions;
 public static class ArtifactTypeResolverCollectionBuilderExtensions
 {
     /// <summary>
-    /// Adds the legacy artifact type resolver to allow importing from Umbraco 7.
+    /// Adds/inserts the legacy artifact type resolver to allow importing from Umbraco 7.
     /// </summary>
     /// <param name="artifactTypeResolverCollectionBuilder">The artifact type resolver collection builder.</param>
     /// <returns>
     /// The artifact type resolver collection builder.
     /// </returns>
+    /// <remarks>
+    /// The legacy artifact type resolver is inserted at the beginning of the collection to ensure it runs before any other resolvers.
+    /// </remarks>
     public static ArtifactTypeResolverCollectionBuilder AddLegacyTypeResolver(this ArtifactTypeResolverCollectionBuilder artifactTypeResolverCollectionBuilder)
-        => artifactTypeResolverCollectionBuilder.Append<LegacyArtifactTypeResolver>();
+        => artifactTypeResolverCollectionBuilder.Insert<LegacyArtifactTypeResolver>();
 }
diff --git a/src/Umbraco.Deploy.Contrib/Extensions/OrderedCollectionBuilderExtensions.cs b/src/Umbraco.Deploy.Contrib/Extensions/OrderedCollectionBuilderExtensions.cs
new file mode 100644
index 0000000..efba3b6
--- /dev/null
+++ b/src/Umbraco.Deploy.Contrib/Extensions/OrderedCollectionBuilderExtensions.cs
@@ -0,0 +1,36 @@
+using System;
+using System.Collections.Generic;
+using Umbraco.Cms.Core.Composing;
+using Umbraco.Deploy.Core.Migrators;
+
+namespace Umbraco.Extensions;
+
+internal static class OrderedCollectionBuilderExtensions
+{
+    public static ArtifactMigratorCollectionBuilder Insert(this ArtifactMigratorCollectionBuilder builder, params IEnumerable<Type> types)
+        => Insert(builder, 0, types);
+
+    public static ArtifactMigratorCollectionBuilder Insert(this ArtifactMigratorCollectionBuilder builder, int index, params IEnumerable<Type> types)
+        => Insert<ArtifactMigratorCollectionBuilder, ArtifactMigratorCollection, IArtifactMigrator>(builder, index, types);
+
+    public static PropertyTypeMigratorCollectionBuilder Insert(this PropertyTypeMigratorCollectionBuilder builder, params IEnumerable<Type> types)
+        => Insert(builder, 0, types);
+
+    public static PropertyTypeMigratorCollectionBuilder Insert(this PropertyTypeMigratorCollectionBuilder builder, int index, params IEnumerable<Type> types)
+        => Insert<PropertyTypeMigratorCollectionBuilder, PropertyTypeMigratorCollection, IPropertyTypeMigrator>(builder, index, types);
+
+    private static TBuilder Insert<TBuilder, TCollection, TItem>(TBuilder builder, int index, params IEnumerable<Type> types)
+        where TBuilder : OrderedCollectionBuilderBase<TBuilder, TCollection, TItem>
+        where TCollection : class, IBuilderCollection<TItem>
+    {
+        foreach (var type in types)
+        {
+            builder.Insert(index, type);
+
+            // Insert next type after the current one
+            index++;
+        }
+
+        return builder;
+    }
+}
diff --git a/src/Umbraco.Deploy.Contrib/Extensions/PropertyTypeMigratorCollectionBuilderExtensions.cs b/src/Umbraco.Deploy.Contrib/Extensions/PropertyTypeMigratorCollectionBuilderExtensions.cs
index ded077e..636d2a7 100644
--- a/src/Umbraco.Deploy.Contrib/Extensions/PropertyTypeMigratorCollectionBuilderExtensions.cs
+++ b/src/Umbraco.Deploy.Contrib/Extensions/PropertyTypeMigratorCollectionBuilderExtensions.cs
@@ -6,19 +6,22 @@ namespace Umbraco.Extensions;
 public static class PropertyTypeMigratorCollectionBuilderExtensions
 {
     /// <summary>
-    /// Adds the legacy property type migrators to allow importing from Umbraco 7.
+    /// Adds/inserts the legacy property type migrators to allow importing from Umbraco 7.
     /// </summary>
     /// <returns>
     /// The property type migrator collection builder.
     /// </returns>
+    /// <remarks>
+    /// The legacy migrators are inserted at the beginning of the collection to ensure they run before any other migrators, including default Deploy migrators.
+    /// </remarks>
     public static PropertyTypeMigratorCollectionBuilder AddLegacyMigrators(this PropertyTypeMigratorCollectionBuilder propertyTypeMigratorCollectionBuilder)
-        => propertyTypeMigratorCollectionBuilder
+        => propertyTypeMigratorCollectionBuilder.Insert(
             // Pre-values to a single value or JSON array
-            .Append<CheckBoxListPropertyTypeMigrator>()
-            .Append<DropDownPropertyTypeMigrator>()
-            .Append<DropDownListFlexiblePropertyTypeMigrator>()
-            .Append<DropdownlistMultiplePublishKeysPropertyTypeMigrator>()
-            .Append<DropdownlistPublishingKeysPropertyTypeMigrator>()
-            .Append<DropDownMultiplePropertyTypeMigrator>()
-            .Append<RadioButtonListPropertyTypeMigrator>();
+            typeof(CheckBoxListPropertyTypeMigrator),
+            typeof(DropDownPropertyTypeMigrator),
+            typeof(DropDownListFlexiblePropertyTypeMigrator),
+            typeof(DropdownlistMultiplePublishKeysPropertyTypeMigrator),
+            typeof(DropdownlistPublishingKeysPropertyTypeMigrator),
+            typeof(DropDownMultiplePropertyTypeMigrator),
+            typeof(RadioButtonListPropertyTypeMigrator));
 }