diff --git a/src/Framework/Discovery/ValueObjects/DiscoveryContext.php b/src/Framework/Discovery/ValueObjects/DiscoveryContext.php
index c7b4412f..964e41dc 100644
--- a/src/Framework/Discovery/ValueObjects/DiscoveryContext.php
+++ b/src/Framework/Discovery/ValueObjects/DiscoveryContext.php
@@ -64,12 +64,12 @@ final class DiscoveryContext
 
     public function getCacheKey(): CacheKey
     {
-        // Include execution context in cache key if available
-        $contextString = $this->executionContext
-            ? $this->executionContext->getType()->value
-            : null;
-
-        return DiscoveryCacheIdentifiers::discoveryKey($this->paths, $this->scanType, $contextString);
+        // FIXED: Remove execution context from cache key to ensure consistent Discovery results
+        // between WEB and CLI contexts. Discovery results should be the same regardless of
+        // execution context - the same PHP files should produce the same attributes.
+        // Context-dependent caching was causing RequestFactory to be missing in WEB context.
+        
+        return DiscoveryCacheIdentifiers::discoveryKey($this->paths, $this->scanType, null);
     }
 
     public function isIncremental(): bool
diff --git a/tests/debug/clear-discovery-cache.php b/tests/debug/clear-discovery-cache.php
new file mode 100644
index 00000000..5afb8eac
--- /dev/null
+++ b/tests/debug/clear-discovery-cache.php
@@ -0,0 +1,46 @@
+<?php
+
+declare(strict_types=1);
+
+echo "=== Clearing Discovery Cache ===\n";
+
+$cacheDir = __DIR__ . '/../../storage/cache';
+if (!is_dir($cacheDir)) {
+    echo "Cache directory does not exist: $cacheDir\n";
+    exit(0);
+}
+
+// Find all cache files that might be related to discovery
+$patterns = [
+    $cacheDir . '/discovery*',
+    $cacheDir . '/*discovery*',
+    $cacheDir . '/routes*',
+    $cacheDir . '/attr*'
+];
+
+$deletedCount = 0;
+$totalSize = 0;
+
+foreach ($patterns as $pattern) {
+    $files = glob($pattern);
+    foreach ($files as $file) {
+        if (is_file($file)) {
+            $size = filesize($file);
+            if (unlink($file)) {
+                echo "Deleted: " . basename($file) . " (" . number_format($size) . " bytes)\n";
+                $deletedCount++;
+                $totalSize += $size;
+            } else {
+                echo "Failed to delete: " . basename($file) . "\n";
+            }
+        }
+    }
+}
+
+if ($deletedCount === 0) {
+    echo "No cache files found to delete.\n";
+} else {
+    echo "\nDeleted $deletedCount files, freed " . number_format($totalSize) . " bytes.\n";
+}
+
+echo "Cache clearing complete.\n";
\ No newline at end of file
diff --git a/tests/debug/debug-discovery-context-differences.php b/tests/debug/debug-discovery-context-differences.php
new file mode 100644
index 00000000..452ba82d
--- /dev/null
+++ b/tests/debug/debug-discovery-context-differences.php
@@ -0,0 +1,165 @@
+<?php
+
+declare(strict_types=1);
+
+require_once __DIR__ . '/../../vendor/autoload.php';
+
+use App\Framework\Context\ContextType;
+use App\Framework\Context\ExecutionContext;
+use App\Framework\Core\AppBootstrapper;
+use App\Framework\DI\Initializer;
+use App\Framework\Performance\EnhancedPerformanceCollector;
+use App\Framework\DateTime\SystemClock;
+use App\Framework\DateTime\SystemHighResolutionClock;
+use App\Framework\Performance\MemoryMonitor;
+
+echo "=== Discovery Context Debugging ===\n";
+
+// Clear any existing caches first
+$cacheDir = __DIR__ . '/../../storage/cache';
+if (is_dir($cacheDir)) {
+    $files = glob($cacheDir . '/discovery*');
+    foreach ($files as $file) {
+        if (is_file($file)) {
+            unlink($file);
+            echo "Cleared cache file: " . basename($file) . "\n";
+        }
+    }
+}
+
+echo "\n=== Testing WEB Context ===\n";
+
+// Create bootstrapper (same as web)
+$clock = new SystemClock();
+$highResClock = new SystemHighResolutionClock();
+$memoryMonitor = new MemoryMonitor();
+$collector = new EnhancedPerformanceCollector($clock, $highResClock, $memoryMonitor, enabled: false);
+$webBootstrapper = new AppBootstrapper(__DIR__ . '/../..', $collector, $memoryMonitor);
+
+// Get container from web application
+$webApp = $webBootstrapper->bootstrapWeb();
+$webContainer = $webApp->getContainer(); // Assuming this method exists
+
+// Get discovery service
+$discovery = $container->get(\App\Framework\Discovery\UnifiedDiscoveryService::class);
+
+// Clear cache and run discovery
+$webResults = $discovery->discover();
+$webInitializers = $webResults->attributes->get(Initializer::class);
+
+echo "WEB Context Results:\n";
+echo "- Total items: " . count($webResults) . "\n";
+echo "- Initializer attributes: " . count($webInitializers) . "\n";
+
+// Look for RequestFactory specifically
+$requestFactoryFound = false;
+foreach ($webInitializers as $result) {
+    if (str_contains($result->className, 'RequestFactory')) {
+        echo "- Found RequestFactory: {$result->className}::{$result->methodName}\n";
+        $requestFactoryFound = true;
+        break;
+    }
+}
+if (!$requestFactoryFound) {
+    echo "- RequestFactory NOT FOUND in WEB context\n";
+}
+
+echo "\n=== Testing CLI Context ===\n";
+
+// Force CLI context
+$cliContext = ExecutionContext::forConsole();
+$bootstrapper2 = AppBootstrapper::createWithContext($cliContext);
+$container2 = $bootstrapper2->bootstrap();
+
+// Get discovery service (should be different container)
+$discovery2 = $container2->get(\App\Framework\Discovery\UnifiedDiscoveryService::class);
+
+// Run discovery again
+$cliResults = $discovery2->discover();
+$cliInitializers = $cliResults->attributes->get(Initializer::class);
+
+echo "CLI Context Results:\n";
+echo "- Total items: " . count($cliResults) . "\n";
+echo "- Initializer attributes: " . count($cliInitializers) . "\n";
+
+// Look for RequestFactory specifically
+$requestFactoryFound = false;
+foreach ($cliInitializers as $result) {
+    if (str_contains($result->className, 'RequestFactory')) {
+        echo "- Found RequestFactory: {$result->className}::{$result->methodName}\n";
+        $requestFactoryFound = true;
+        break;
+    }
+}
+if (!$requestFactoryFound) {
+    echo "- RequestFactory NOT FOUND in CLI context\n";
+}
+
+echo "\n=== Comparison ===\n";
+$webCount = count($webResults);
+$cliCount = count($cliResults);
+echo "Difference: " . abs($webCount - $cliCount) . " items\n";
+
+if ($webCount !== $cliCount) {
+    echo "\n=== Finding Missing Items ===\n";
+    
+    // Convert to comparable arrays
+    $webItems = [];
+    foreach ($webInitializers as $item) {
+        $key = $item->className . '::' . $item->methodName;
+        $webItems[$key] = $item;
+    }
+    
+    $cliItems = [];
+    foreach ($cliInitializers as $item) {
+        $key = $item->className . '::' . $item->methodName;
+        $cliItems[$key] = $item;
+    }
+    
+    $webOnly = array_diff_key($webItems, $cliItems);
+    $cliOnly = array_diff_key($cliItems, $webItems);
+    
+    if (!empty($webOnly)) {
+        echo "Items only in WEB context:\n";
+        foreach ($webOnly as $key => $item) {
+            echo "- $key\n";
+        }
+    }
+    
+    if (!empty($cliOnly)) {
+        echo "Items only in CLI context:\n";
+        foreach ($cliOnly as $key => $item) {
+            echo "- $key\n";
+        }
+    }
+} else {
+    echo "Results are identical - context fix was successful!\n";
+}
+
+echo "\n=== Cache Key Check ===\n";
+
+// Test cache key generation after fix
+$webDiscoveryContext = new \App\Framework\Discovery\ValueObjects\DiscoveryContext(
+    paths: ['/home/michael/dev/michaelschiemer/src'],
+    scanType: \App\Framework\Discovery\ValueObjects\ScanType::FULL,
+    options: new \App\Framework\Discovery\ValueObjects\DiscoveryOptions(),
+    startTime: new DateTimeImmutable(),
+    executionContext: $webContext
+);
+
+$cliDiscoveryContext = new \App\Framework\Discovery\ValueObjects\DiscoveryContext(
+    paths: ['/home/michael/dev/michaelschiemer/src'],
+    scanType: \App\Framework\Discovery\ValueObjects\ScanType::FULL,
+    options: new \App\Framework\Discovery\ValueObjects\DiscoveryOptions(),
+    startTime: new DateTimeImmutable(),
+    executionContext: $cliContext
+);
+
+$webCacheKey = $webDiscoveryContext->getCacheKey();
+$cliCacheKey = $cliDiscoveryContext->getCacheKey();
+
+echo "WEB cache key: " . $webCacheKey->toString() . "\n";
+echo "CLI cache key: " . $cliCacheKey->toString() . "\n";
+echo "Keys are identical: " . ($webCacheKey->toString() === $cliCacheKey->toString() ? 'YES' : 'NO') . "\n";
+
+echo "\nDebugging complete.\n";
\ No newline at end of file