diff --git a/.github/policies/prs.triage.generated.yml b/.github/policies/prs.triage.generated.yml
index 40ddf92db..c41d4e2b5 100644
--- a/.github/policies/prs.triage.generated.yml
+++ b/.github/policies/prs.triage.generated.yml
@@ -95,8 +95,9 @@ configuration:
               - addLabel:
                   label: emitter:client:java
           - if:
-              - filesMatchPattern:
-                  pattern: packages/http-client-python/.*
+              - includesModifiedFiles:
+                  files:
+                    - packages/http-client-python/**/*
             then:
               - addLabel:
                   label: emitter:client:python
diff --git a/CONTRIBUTING.md b/CONTRIBUTING.md
index d2b8b8114..060f863e3 100644
--- a/CONTRIBUTING.md
+++ b/CONTRIBUTING.md
@@ -301,29 +301,30 @@ TypeSpec repo use labels to help categorize and manage issues and PRs. The follo
 
 Area of the codebase
 
-| Name                         | Color   | Description                                                      |
-| ---------------------------- | ------- | ---------------------------------------------------------------- |
-| `compiler:core`              | #453261 | Issues for @typespec/compiler                                    |
-| `compiler:emitter-framework` | #453261 | Issues for the emitter framework                                 |
-| `ide`                        | #846da1 | Issues for VS, VSCode, Monaco, etc.                              |
-| `lib:http`                   | #c7aee6 |                                                                  |
-| `lib:openapi`                | #c7aee6 |                                                                  |
-| `lib:rest`                   | #c7aee6 |                                                                  |
-| `lib:versioning`             | #c7aee6 |                                                                  |
-| `meta:blog`                  | #007dc8 | Blog updates                                                     |
-| `meta:website`               | #007dc8 | TypeSpec.io updates                                              |
-| `tspd`                       | #004185 | Issues for the tspd tool                                         |
-| `emitter:client:csharp`      | #e1b300 | Issue for the C# client emitter: @typespec/emitter-client-csharp |
-| `emitter:client:java`        | #e1b300 | Issue for the Java client emitter: @typespec/emitter-client-java |
-| `emitter:json-schema`        | #957300 |                                                                  |
-| `emitter:protobuf`           | #957300 | The protobuf emitter                                             |
-| `emitter:openapi3`           | #957300 | Issues for @typespec/openapi3 emitter                            |
-| `openapi3:converter`         | #957300 | Issues for @typespec/openapi3 openapi to typespec converter      |
-| `emitter:service:csharp`     | #967200 |                                                                  |
-| `emitter:service:js`         | #967200 |                                                                  |
-| `eng`                        | #65bfff |                                                                  |
-| `ui:playground`              | #3256a8 |                                                                  |
-| `ui:type-graph-viewer`       | #3256a8 |                                                                  |
+| Name                         | Color   | Description                                                       |
+| ---------------------------- | ------- | ----------------------------------------------------------------- |
+| `compiler:core`              | #453261 | Issues for @typespec/compiler                                     |
+| `compiler:emitter-framework` | #453261 | Issues for the emitter framework                                  |
+| `ide`                        | #846da1 | Issues for VS, VSCode, Monaco, etc.                               |
+| `lib:http`                   | #c7aee6 |                                                                   |
+| `lib:openapi`                | #c7aee6 |                                                                   |
+| `lib:rest`                   | #c7aee6 |                                                                   |
+| `lib:versioning`             | #c7aee6 |                                                                   |
+| `meta:blog`                  | #007dc8 | Blog updates                                                      |
+| `meta:website`               | #007dc8 | TypeSpec.io updates                                               |
+| `tspd`                       | #004185 | Issues for the tspd tool                                          |
+| `emitter:client:csharp`      | #e1b300 | Issue for the C# client emitter: @typespec/http-client-csharp     |
+| `emitter:client:java`        | #e1b300 | Issue for the Java client emitter: @typespec/http-client-java     |
+| `emitter:client:python`      | #e1b300 | Issue for the Python client emitter: @typespec/http-client-python |
+| `emitter:json-schema`        | #957300 |                                                                   |
+| `emitter:protobuf`           | #957300 | The protobuf emitter                                              |
+| `emitter:openapi3`           | #957300 | Issues for @typespec/openapi3 emitter                             |
+| `openapi3:converter`         | #957300 | Issues for @typespec/openapi3 openapi to typespec converter       |
+| `emitter:service:csharp`     | #967200 |                                                                   |
+| `emitter:service:js`         | #967200 |                                                                   |
+| `eng`                        | #65bfff |                                                                   |
+| `ui:playground`              | #3256a8 |                                                                   |
+| `ui:type-graph-viewer`       | #3256a8 |                                                                   |
 
 #### issue_kinds