diff --git a/tracer/src/Datadog.Trace.Trimming/build/Datadog.Trace.Trimming.xml b/tracer/src/Datadog.Trace.Trimming/build/Datadog.Trace.Trimming.xml
index d689d08049a0..fe6a1e14ce6f 100644
--- a/tracer/src/Datadog.Trace.Trimming/build/Datadog.Trace.Trimming.xml
+++ b/tracer/src/Datadog.Trace.Trimming/build/Datadog.Trace.Trimming.xml
@@ -390,6 +390,7 @@
       <type fullname="System.Net.Http.SocketsHttpConnectionContext" />
       <type fullname="System.Net.Http.SocketsHttpHandler" />
       <type fullname="System.Net.Http.StreamContent" />
+      <type fullname="System.Net.Http.StringContent" />
    </assembly>
    <assembly fullname="System.Net.Http.WinHttpHandler" />
    <assembly fullname="System.Net.NameResolution">
diff --git a/tracer/src/Datadog.Trace/Datadog.Trace.csproj b/tracer/src/Datadog.Trace/Datadog.Trace.csproj
index f7c0749e6db7..496d5bb13a22 100644
--- a/tracer/src/Datadog.Trace/Datadog.Trace.csproj
+++ b/tracer/src/Datadog.Trace/Datadog.Trace.csproj
@@ -49,6 +49,7 @@
   <ItemGroup Condition=" $(TargetFramework.StartsWith('net4')) ">
     <Reference Include="System.Configuration" />
     <Reference Include="System.Web" />
+    <Reference Include="System.Net.Http" />
   </ItemGroup>
 
   <ItemGroup Condition=" !$(TargetFramework.StartsWith('net4')) ">
diff --git a/tracer/src/Datadog.Trace/DuckTyping/DuckType.cs b/tracer/src/Datadog.Trace/DuckTyping/DuckType.cs
index e4877e0a2b8b..8229a1dc231b 100644
--- a/tracer/src/Datadog.Trace/DuckTyping/DuckType.cs
+++ b/tracer/src/Datadog.Trace/DuckTyping/DuckType.cs
@@ -225,6 +225,11 @@ private static CreateTypeResult CreateProxyType(Type proxyDefinitionType, Type t
 
                         // Create Type
                         Type proxyType = proxyTypeBuilder!.CreateTypeInfo()!.AsType();
+                        if (!dryRun)
+                        {
+                            DuckTypeReporter.ReportDuckType(proxyDefinitionType, targetType);
+                        }
+
                         return new CreateTypeResult(proxyDefinitionType, proxyType, targetType, GetCreateProxyInstanceDelegate(moduleBuilder, proxyDefinitionType, proxyType, targetType), null);
                     }
                 }
@@ -306,6 +311,11 @@ private static CreateTypeResult CreateReverseProxyType(Type typeToDeriveFrom, Ty
 
                     // Create Type
                     Type? proxyType = proxyTypeBuilder!.CreateTypeInfo()!.AsType();
+                    if (!dryRun)
+                    {
+                        DuckTypeReporter.ReportDuckType(typeToDeriveFrom, typeToDelegateTo);
+                    }
+
                     return new CreateTypeResult(typeToDeriveFrom, proxyType, typeToDelegateTo, GetCreateProxyInstanceDelegate(moduleBuilder, typeToDeriveFrom, proxyType, typeToDelegateTo), null);
                 }
                 catch (DuckTypeException ex)
diff --git a/tracer/src/Datadog.Trace/DuckTyping/DuckTypeReporter.cs b/tracer/src/Datadog.Trace/DuckTyping/DuckTypeReporter.cs
new file mode 100644
index 000000000000..807b6e3778aa
--- /dev/null
+++ b/tracer/src/Datadog.Trace/DuckTyping/DuckTypeReporter.cs
@@ -0,0 +1,328 @@
+// <copyright file="DuckTypeReporter.cs" company="Datadog">
+// Unless explicitly stated otherwise all files in this repository are licensed under the Apache 2 License.
+// This product includes software developed at Datadog (https://www.datadoghq.com/). Copyright 2017 Datadog, Inc.
+// </copyright>
+
+#nullable enable
+using System;
+using System.Collections.Generic;
+using System.Net.Http;
+using System.Text;
+using System.Threading;
+using System.Threading.Tasks;
+using Datadog.Trace.Logging;
+using Datadog.Trace.Vendors.Newtonsoft.Json;
+
+namespace Datadog.Trace.DuckTyping;
+
+internal static class DuckTypeReporter
+{
+    private const int MaxBufferBytes = 1 * 1024 * 1024;
+    private static readonly IDatadogLogger Log = DatadogLogging.GetLoggerFor(typeof(DuckTypeReporter));
+    private static readonly Uri Endpoint = ResolveEndpoint();
+    private static readonly TimeSpan FlushInterval = TimeSpan.FromSeconds(5);
+    private static readonly HttpClient HttpClient = new();
+    private static readonly object SyncRoot = new();
+    private static readonly List<RecordPayload> Buffer = new();
+    private static readonly Timer FlushTimer = new(_ => Task.Run(() => FlushInternalAsync(CancellationToken.None)), null, FlushInterval, FlushInterval);
+
+    private static readonly JsonSerializerSettings SerializerSettings = new()
+    {
+        NullValueHandling = NullValueHandling.Include
+    };
+
+    private static readonly Task CompletedTask = Task.FromResult(0);
+
+    private static int _bufferBytes;
+    private static bool _flushInFlight;
+
+    static DuckTypeReporter()
+    {
+        LifetimeManager.Instance.AddAsyncShutdownTask(_ => FlushAsync());
+    }
+
+    public static void ReportDuckType(Type proxyType, Type targetType)
+    {
+        if (proxyType == null)
+        {
+            throw new ArgumentNullException(nameof(proxyType));
+        }
+
+        if (targetType == null)
+        {
+            throw new ArgumentNullException(nameof(targetType));
+        }
+
+        var parentType = ResolveParentType(targetType);
+
+        var proxyAssemblyQualifiedName = proxyType.AssemblyQualifiedName ?? proxyType.FullName ?? string.Empty;
+        var targetAssemblyName = targetType.Assembly.GetName().Name ?? string.Empty;
+        var targetTypeName = targetType.FullName ?? targetType.Name ?? string.Empty;
+
+        var parentTargetAssemblyName = string.Empty;
+        var parentTargetTypeName = string.Empty;
+        if (parentType != null)
+        {
+            var parentAssemblyName = parentType.Assembly.GetName().Name;
+            if (!string.IsNullOrEmpty(parentAssemblyName))
+            {
+                parentTargetAssemblyName = parentAssemblyName;
+            }
+
+            var parentFullName = parentType.FullName;
+            if (!string.IsNullOrEmpty(parentFullName))
+            {
+                parentTargetTypeName = parentFullName;
+            }
+            else if (!string.IsNullOrEmpty(parentType.Name))
+            {
+                parentTargetTypeName = parentType.Name;
+            }
+        }
+
+        var record = new RecordPayload
+        {
+            ProxyAssemblyQualifiedName = proxyAssemblyQualifiedName,
+            TargetAssemblyName = targetAssemblyName,
+            TargetTypeName = targetTypeName,
+            ParentTargetAssemblyName = parentTargetAssemblyName,
+            ParentTargetTypeName = parentTargetTypeName,
+        };
+
+        var recordBytes = EstimateSize(record);
+
+        List<RecordPayload>? toFlush = null;
+
+        lock (SyncRoot)
+        {
+            Buffer.Add(record);
+            _bufferBytes += recordBytes;
+
+            if (_bufferBytes >= MaxBufferBytes)
+            {
+                toFlush = DrainBuffer();
+            }
+        }
+
+        if (toFlush != null)
+        {
+            _ = Task.Run(() => SendWithRetryAsync(toFlush, CancellationToken.None))
+                    .ContinueWith(
+                         t =>
+                         {
+                             if (t.IsFaulted)
+                             {
+                                 var exception = t.Exception?.Flatten();
+                                 var message = exception is { InnerException: not null } ? exception.InnerException.Message : "unknown error";
+                                 Log.Error(exception, "DuckTypeReporter flush failed: {0}", message);
+                             }
+                         },
+                         TaskScheduler.Default);
+        }
+    }
+
+    public static Task FlushAsync(CancellationToken cancellationToken = default(CancellationToken))
+    {
+        List<RecordPayload>? toFlush;
+
+        lock (SyncRoot)
+        {
+            toFlush = DrainBuffer();
+            if (toFlush == null || toFlush.Count == 0)
+            {
+                return CompletedTask;
+            }
+        }
+
+        return SendWithRetryAsync(toFlush, cancellationToken);
+    }
+
+    private static Task FlushInternalAsync(CancellationToken cancellationToken)
+    {
+        List<RecordPayload>? toFlush;
+
+        lock (SyncRoot)
+        {
+            if (_flushInFlight)
+            {
+                return CompletedTask;
+            }
+
+            toFlush = DrainBuffer();
+            if (toFlush == null || toFlush.Count == 0)
+            {
+                return CompletedTask;
+            }
+
+            _flushInFlight = true;
+        }
+
+        return SendWithRetryAsync(toFlush, cancellationToken)
+           .ContinueWith(
+                task =>
+                {
+                    lock (SyncRoot)
+                    {
+                        _flushInFlight = false;
+                    }
+
+                    if (task.IsFaulted)
+                    {
+                        var exception = task.Exception?.Flatten();
+                        var message = exception is { InnerException: not null }
+                                             ? exception.InnerException.Message
+                                             : "unknown error";
+                        Log.Error(exception, "DuckTypeReporter flush failed: {0}", message);
+                    }
+                },
+                TaskScheduler.Default);
+    }
+
+    private static async Task SendWithRetryAsync(List<RecordPayload> payload, CancellationToken cancellationToken)
+    {
+        if (payload.Count == 0)
+        {
+            return;
+        }
+
+        const int maxAttempts = 5;
+        var delay = TimeSpan.FromSeconds(1);
+        var json = JsonConvert.SerializeObject(payload, SerializerSettings);
+        var payloadBytes = Encoding.UTF8.GetByteCount(json);
+
+        for (var attempt = 1; attempt <= maxAttempts; attempt++)
+        {
+            using (var content = new StringContent(json, Encoding.UTF8, "application/json"))
+            {
+                try
+                {
+                    using (var request = new HttpRequestMessage(HttpMethod.Post, Endpoint))
+                    {
+                        request.Content = content;
+
+                        using (var response = await HttpClient.SendAsync(request, cancellationToken).ConfigureAwait(false))
+                        {
+                            if (response.IsSuccessStatusCode)
+                            {
+                                return;
+                            }
+
+                            await HandleErrorAsync(response).ConfigureAwait(false);
+                        }
+                    }
+                }
+                catch (OperationCanceledException) when (cancellationToken.IsCancellationRequested)
+                {
+                    throw;
+                }
+                catch (Exception ex)
+                {
+                    Log.Error<int, string>("DuckTypeReporter attempt {0} failed: {1}", attempt, ex.Message);
+                }
+            }
+
+            if (attempt < maxAttempts)
+            {
+                await Task.Delay(delay, cancellationToken).ConfigureAwait(false);
+                delay = TimeSpan.FromMilliseconds(delay.TotalMilliseconds * 2);
+            }
+        }
+
+        lock (SyncRoot)
+        {
+            Buffer.AddRange(payload);
+            _bufferBytes += payloadBytes;
+        }
+
+        throw new InvalidOperationException("Failed to report duck type payload after multiple attempts.");
+    }
+
+    private static Uri ResolveEndpoint()
+    {
+        var endpoint = Environment.GetEnvironmentVariable("DUCKTYPE_ENDPOINT");
+        if (!string.IsNullOrWhiteSpace(endpoint))
+        {
+            return new Uri(endpoint);
+        }
+
+        var portValue = Environment.GetEnvironmentVariable("DUCKTYPE_PORT") ??
+                        Environment.GetEnvironmentVariable("PORT");
+
+        int port;
+        if (!string.IsNullOrWhiteSpace(portValue) && int.TryParse(portValue, out port) && port > 0)
+        {
+            return new Uri($"http://localhost:{port}/records");
+        }
+
+        return new Uri("https://tough-badgers-kneel.loca.lt/records");
+    }
+
+    private static async Task HandleErrorAsync(HttpResponseMessage response)
+    {
+        var body = await response.Content.ReadAsStringAsync().ConfigureAwait(false);
+        Log.Error<int, string>("DuckTypeReporter received {0}: {1}", (int)response.StatusCode, body);
+    }
+
+    private static List<RecordPayload>? DrainBuffer()
+    {
+        if (Buffer.Count == 0)
+        {
+            return null;
+        }
+
+        var toFlush = new List<RecordPayload>(Buffer);
+        Buffer.Clear();
+        _bufferBytes = 0;
+        return toFlush;
+    }
+
+    private static int EstimateSize(RecordPayload record)
+    {
+        var total = 0;
+
+        total += GetByteCount(record.ProxyAssemblyQualifiedName);
+        total += GetByteCount(record.TargetAssemblyName);
+        total += GetByteCount(record.TargetTypeName);
+        total += GetByteCount(record.ParentTargetAssemblyName);
+        total += GetByteCount(record.ParentTargetTypeName);
+
+        // Rough overhead for JSON quotes, commas, braces, and property names
+        total += 128;
+
+        return total;
+    }
+
+    private static int GetByteCount(string value)
+    {
+        if (string.IsNullOrEmpty(value))
+        {
+            return 0;
+        }
+
+        return Encoding.UTF8.GetByteCount(value);
+    }
+
+    private static Type? ResolveParentType(Type targetType)
+    {
+        if (targetType.BaseType != null && targetType.BaseType != typeof(object))
+        {
+            return targetType.BaseType;
+        }
+
+        var interfaces = targetType.GetInterfaces();
+        return interfaces.Length > 0 ? interfaces[0] : null;
+    }
+
+    private sealed class RecordPayload
+    {
+        public string ProxyAssemblyQualifiedName { get; set; } = string.Empty;
+
+        public string TargetAssemblyName { get; set; } = string.Empty;
+
+        public string TargetTypeName { get; set; } = string.Empty;
+
+        public string ParentTargetAssemblyName { get; set; } = string.Empty;
+
+        public string ParentTargetTypeName { get; set; } = string.Empty;
+    }
+}