diff --git a/utils/build/docker/dotnet/weblog/Controllers/FeatureFlagEvaluatorController.cs b/utils/build/docker/dotnet/weblog/Controllers/FeatureFlagEvaluatorController.cs
index 183cd1bcf9f..4fd9ca6d826 100644
--- a/utils/build/docker/dotnet/weblog/Controllers/FeatureFlagEvaluatorController.cs
+++ b/utils/build/docker/dotnet/weblog/Controllers/FeatureFlagEvaluatorController.cs
@@ -7,6 +7,7 @@
 using OpenFeature.Model;
 using System;
 using System.Collections.Generic;
+using System.Linq;
 using System.Text.Json;
 using System.Text.Json.Serialization;
 using System.Threading.Tasks;
@@ -53,6 +54,12 @@ public async Task<IActionResult> Evaluate([FromBody] EvaluateRequest request)
 
             try
             {
+                if (targetingKeys.Count > 1)
+                {
+                    // Start burst tests in a fresh aggregation window, not just before a periodic flush.
+                    await Datadog.Trace.Tracer.Instance.ForceFlushAsync();
+                }
+
                 value = request.DefaultValue;
                 foreach (var targetingKey in targetingKeys)
                 {
@@ -139,14 +146,12 @@ private static EvaluationContext CreateContext(EvaluateRequest request, string t
             {
                 foreach (var attr in request.Attributes)
                 {
-                    // System.Text.Json deserializes to JsonElement, not string
+                    // Preserve JSON types so the SDK receives the context the test sent.
                     var value = attr.Value switch
                     {
-                        JsonElement jsonElement => jsonElement.ValueKind == JsonValueKind.String
-                            ? jsonElement.GetString()
-                            : jsonElement.ToString(),
-                        string s => s,
-                        _ => attr.Value?.ToString()
+                        JsonElement jsonElement => JsonElementToValue(jsonElement),
+                        string s => new Value(s),
+                        _ => new Value(attr.Value?.ToString())
                     };
                     builder.Set(attr.Key, value);
                 }
@@ -154,6 +159,21 @@ private static EvaluationContext CreateContext(EvaluateRequest request, string t
             return builder.Build();
         }
 
+        private static Value JsonElementToValue(JsonElement element)
+        {
+            return element.ValueKind switch
+            {
+                JsonValueKind.String => new Value(element.GetString()),
+                JsonValueKind.Number => new Value(element.GetDouble()),
+                JsonValueKind.True => new Value(true),
+                JsonValueKind.False => new Value(false),
+                JsonValueKind.Array => new Value(element.EnumerateArray().Select(JsonElementToValue).ToList()),
+                JsonValueKind.Object => new Value(new Structure(element.EnumerateObject()
+                    .ToDictionary(property => property.Name, property => JsonElementToValue(property.Value)))),
+                _ => new Value()
+            };
+        }
+
         public class EvaluateRequest
         {
             [JsonPropertyName("flag")]