diff --git a/.github/workflows/mcp-inspector.lock.yml b/.github/workflows/mcp-inspector.lock.yml
index 4eef8f439b3..2c996184978 100644
--- a/.github/workflows/mcp-inspector.lock.yml
+++ b/.github/workflows/mcp-inspector.lock.yml
@@ -1000,7 +1000,7 @@ jobs:
                 "url": "https://mcp.datadoghq.com/api/unstable/mcp-server/mcp?toolsets=core",
                 "headers": {
                   "DD_API_KEY": "\${DD_API_KEY}",
-                  "DD_APPLICATION_KEY": "\${DD_APP_KEY}",
+                  "DD_APPLICATION_KEY": "\${DD_APPLICATION_KEY}",
                   "DD_SITE": "\${DD_SITE}"
                 },
                 "tools": [
diff --git a/.github/workflows/smoke-otel-backends.lock.yml b/.github/workflows/smoke-otel-backends.lock.yml
index 092ac357201..6f51faa9a84 100644
--- a/.github/workflows/smoke-otel-backends.lock.yml
+++ b/.github/workflows/smoke-otel-backends.lock.yml
@@ -773,7 +773,7 @@ jobs:
                 "url": "https://mcp.datadoghq.com/api/unstable/mcp-server/mcp?toolsets=core",
                 "headers": {
                   "DD_API_KEY": "\${DD_API_KEY}",
-                  "DD_APPLICATION_KEY": "\${DD_APP_KEY}",
+                  "DD_APPLICATION_KEY": "\${DD_APPLICATION_KEY}",
                   "DD_SITE": "\${DD_SITE}"
                 },
                 "tools": [
diff --git a/actions/setup/js/model_multipliers.json b/actions/setup/js/model_multipliers.json
index be51d11a918..934da8d0e97 100644
--- a/actions/setup/js/model_multipliers.json
+++ b/actions/setup/js/model_multipliers.json
@@ -131,6 +131,7 @@
     "gemini-3.1-flash-lite-preview": 0.1,
     "gemini-3.1-flash-image-preview": 0.33,
     "gemini-3.1-flash-tts-preview": 0.1,
+    "gemini-3.5-flash": 14.0,
     "gemini-2.5-computer-use-preview": 0.2,
     "gemini-2.5-computer-use-preview-10-2025": 0.2,
     "gemini-robotics-er-1.5-preview": 0.2,
diff --git a/pkg/cli/data/model_multipliers.json b/pkg/cli/data/model_multipliers.json
index be51d11a918..934da8d0e97 100644
--- a/pkg/cli/data/model_multipliers.json
+++ b/pkg/cli/data/model_multipliers.json
@@ -131,6 +131,7 @@
     "gemini-3.1-flash-lite-preview": 0.1,
     "gemini-3.1-flash-image-preview": 0.33,
     "gemini-3.1-flash-tts-preview": 0.1,
+    "gemini-3.5-flash": 14.0,
     "gemini-2.5-computer-use-preview": 0.2,
     "gemini-2.5-computer-use-preview-10-2025": 0.2,
     "gemini-robotics-er-1.5-preview": 0.2,
diff --git a/pkg/cli/effective_tokens_test.go b/pkg/cli/effective_tokens_test.go
index 6ce89bcbb2b..fa7b440f9c4 100644
--- a/pkg/cli/effective_tokens_test.go
+++ b/pkg/cli/effective_tokens_test.go
@@ -109,6 +109,14 @@ func TestModelMultipliersInventoryUpdate20260519(t *testing.T) {
 	assert.InDelta(t, 1.0, loadedMultipliers["gpt-5-chat-latest"], 1e-9, "gpt-5-chat-latest should be present")
 }
 
+func TestModelMultipliersInventoryUpdate20260520(t *testing.T) {
+	loadedMultipliers = nil
+	initMultipliers()
+
+	require.NotNil(t, loadedMultipliers, "multipliers should be loaded from embedded JSON")
+	assert.InDelta(t, 14.0, loadedMultipliers["gemini-3.5-flash"], 1e-9, "gemini-3.5-flash should use the documented premium multiplier")
+}
+
 func TestPopulateEffectiveTokensWithCustomWeights(t *testing.T) {
 	loadedMultipliers = nil