diff --git a/src/CommunityToolkit.Datasync.Client/Offline/OperationsQueue/OperationsQueueManager.cs b/src/CommunityToolkit.Datasync.Client/Offline/OperationsQueue/OperationsQueueManager.cs
index 1c4fab50..11056072 100644
--- a/src/CommunityToolkit.Datasync.Client/Offline/OperationsQueue/OperationsQueueManager.cs
+++ b/src/CommunityToolkit.Datasync.Client/Offline/OperationsQueue/OperationsQueueManager.cs
@@ -114,10 +114,10 @@ internal Dictionary<string, Type> GetEntityMap(OfflineDbContext context)
     /// <param name="cancellationToken">A <see cref="CancellationToken"/> to observe.</param>
     /// <returns>The operation entity or null if one does not exist.</returns>
     /// <exception cref="DatasyncException">Thrown if the entity ID of the provided entity is invalid.</exception>
-    internal async ValueTask<DatasyncOperation?> GetExistingOperationAsync(object entity, CancellationToken cancellationToken = default)
+    internal async ValueTask<DatasyncOperation?> GetExistingOperationAsync(EntityEntry entityEntry, CancellationToken cancellationToken = default)
     {
-        Type entityType = entity.GetType();
-        EntityMetadata metadata = EntityResolver.GetEntityMetadata(entity, entityType);
+        Type entityType = entityEntry.Metadata.ClrType;
+        EntityMetadata metadata = EntityResolver.GetEntityMetadata(entityEntry.Entity, entityType);
         if (!EntityResolver.EntityIdIsValid(metadata.Id))
         {
             throw new DatasyncException($"Entity ID for type {entityType.FullName} is invalid.");
@@ -143,7 +143,7 @@ internal Task<long> GetLastSequenceIdAsync(CancellationToken cancellationToken =
     /// <returns>The operation definition.</returns>
     internal DatasyncOperation GetOperationForChangedEntity(EntityEntry entry)
     {
-        Type entityType = entry.Entity.GetType();
+        Type entityType = entry.Metadata.ClrType;
         EntityMetadata metadata = EntityResolver.GetEntityMetadata(entry.Entity, entityType);
         if (!EntityResolver.EntityIdIsValid(metadata.Id))
         {
@@ -432,7 +432,7 @@ public async Task UpdateOperationsQueueAsync(CancellationToken cancellationToken
         foreach (EntityEntry entry in entitiesInScope)
         {
             DatasyncOperation newOperation = GetOperationForChangedEntity(entry);
-            DatasyncOperation? existingOperation = await GetExistingOperationAsync(entry.Entity, cancellationToken).ConfigureAwait(false);
+            DatasyncOperation? existingOperation = await GetExistingOperationAsync(entry, cancellationToken).ConfigureAwait(false);
             if (existingOperation is null)
             {
                 newOperation.Sequence = Interlocked.Increment(ref sequenceId);
diff --git a/tests/CommunityToolkit.Datasync.Client.Test/Offline/Helpers/BaseTest.cs b/tests/CommunityToolkit.Datasync.Client.Test/Offline/Helpers/BaseTest.cs
index 1a794f87..e5ac057f 100644
--- a/tests/CommunityToolkit.Datasync.Client.Test/Offline/Helpers/BaseTest.cs
+++ b/tests/CommunityToolkit.Datasync.Client.Test/Offline/Helpers/BaseTest.cs
@@ -25,8 +25,22 @@ public abstract class BaseTest
     /// </summary>
     protected static TestDbContext CreateContext(Action<DbContextOptionsBuilder<TestDbContext>> configureOptions = null)
     {
-        SqliteConnection connection = new("Data Source=:memory:");
-        connection.Open();
+        SqliteConnection connection = CreateAndOpenConnection();
+        DbContextOptionsBuilder<TestDbContext> optionsBuilder = new DbContextOptionsBuilder<TestDbContext>()
+            .UseSqlite(connection);
+        configureOptions?.Invoke(optionsBuilder);
+        TestDbContext context = new(optionsBuilder.Options) { Connection = connection };
+
+        // Ensure the database is created.
+        context.Database.EnsureCreated();
+        return context;
+    }
+
+    /// <summary>
+    /// Creates a version of the TestDbContext backed by the specified SQLite connection.
+    /// </summary>
+    protected static TestDbContext CreateContext(SqliteConnection connection, Action<DbContextOptionsBuilder<TestDbContext>> configureOptions = null)
+    {
         DbContextOptionsBuilder<TestDbContext> optionsBuilder = new DbContextOptionsBuilder<TestDbContext>()
             .UseSqlite(connection);
         configureOptions?.Invoke(optionsBuilder);
@@ -37,6 +51,16 @@ protected static TestDbContext CreateContext(Action<DbContextOptionsBuilder<Test
         return context;
     }
 
+    /// <summary>
+    /// Creates and opens an in-memory SQLite database connection.
+    /// </summary>
+    protected static SqliteConnection CreateAndOpenConnection()
+    {
+        SqliteConnection connection = new("Data Source=:memory:");
+        connection.Open();
+        return connection;
+    }
+
     /// <summary>
     /// Creates a response message based on code and content.
     /// </summary>
diff --git a/tests/CommunityToolkit.Datasync.Client.Test/Offline/OperationsQueueManager_Tests.cs b/tests/CommunityToolkit.Datasync.Client.Test/Offline/OperationsQueueManager_Tests.cs
index 5aa9fb39..acb41285 100644
--- a/tests/CommunityToolkit.Datasync.Client.Test/Offline/OperationsQueueManager_Tests.cs
+++ b/tests/CommunityToolkit.Datasync.Client.Test/Offline/OperationsQueueManager_Tests.cs
@@ -9,6 +9,7 @@
 using CommunityToolkit.Datasync.TestCommon.Databases;
 using Microsoft.EntityFrameworkCore;
 using System.Net;
+using Microsoft.Data.Sqlite;
 using TestData = CommunityToolkit.Datasync.TestCommon.TestData;
 
 namespace CommunityToolkit.Datasync.Client.Test.Offline;
@@ -39,7 +40,7 @@ public void GetEntityMap_Works()
     public async Task GetExistingOperationAsync_InvalidId_Throws()
     {
         ClientMovie movie = new() { Id = "###" };
-        Func<Task> act = async () => _ = await queueManager.GetExistingOperationAsync(movie);
+        Func<Task> act = async () => _ = await queueManager.GetExistingOperationAsync(context.Entry(movie));
         await act.Should().ThrowAsync<DatasyncException>();
     }
     #endregion
@@ -482,5 +483,32 @@ public async Task LLP_PushAsync_Replacement_Works()
 
         llpContext.DatasyncOperationsQueue.Should().BeEmpty();
     }
+
+    [Fact]
+    public async Task LLP_ModifyAfterInsertInNewContext_NoPush_ShouldUpdateOperationsQueue()
+    {
+        await using SqliteConnection connection = CreateAndOpenConnection();
+        string id = Guid.NewGuid().ToString("N");
+        await using (TestDbContext llpContext = CreateContext(connection, x => x.UseLazyLoadingProxies()))
+        {
+            ClientMovie clientMovie = new(TestData.Movies.MovieList[0].Title) { Id = id };
+            llpContext.Movies.Add(clientMovie);
+            llpContext.SaveChanges();
+        }
+
+        await using TestDbContext newLlpContext = CreateContext(connection, x => x.UseLazyLoadingProxies());
+
+        ClientMovie storedClientMovie = newLlpContext.Movies.First(m => m.Id == id);
+
+        // ensure that it is a lazy loading proxy and not exactly a ClientMovie
+        storedClientMovie.GetType().Should().NotBe(typeof(ClientMovie))
+            .And.Subject.Namespace.Should().Be("Castle.Proxies");
+
+        storedClientMovie.Title = TestData.Movies.MovieList[1].Title;
+        newLlpContext.SaveChanges();
+
+        newLlpContext.DatasyncOperationsQueue.Should().ContainSingle(op => op.ItemId == id)
+            .Which.EntityType.Should().NotContain("Castle.Proxies");
+    }
     #endregion
 }