diff --git a/.github/workflows/test-e2e-windows.yml b/.github/workflows/test-e2e-windows.yml
index 9c697c8ae06..a71574602a3 100644
--- a/.github/workflows/test-e2e-windows.yml
+++ b/.github/workflows/test-e2e-windows.yml
@@ -69,6 +69,10 @@ jobs:
         with:
           node-version-file: .nvmrc
 
+      - name: Transform to Playwright tags $PW_TAGS
+        run: bash scripts/pr-tags-transform.sh "e2e-windows" "${{ inputs.grep }}"
+        shell: bash
+
       - name: Install System Level Python
         uses: actions/setup-python@v5
         with:
@@ -137,15 +141,12 @@ jobs:
           role-to-assume: ${{ secrets.QA_AWS_RO_ROLE }}
           aws-region: ${{ secrets.QA_AWS_REGION }}
 
-      - name: Transform to Playwright tags $PW_TAGS
-        run: bash scripts/pr-tags-transform.sh "e2e-windows" "${{ inputs.grep }}"
-        shell: bash
-
       - name: Send Results to GH Summary
         uses: ./.github/actions/gen-report-dir
         if: ${{ !cancelled() }}
 
       - name: Run Tests on Windows (Electron)
+        shell: bash
         env:
           POSITRON_PY_VER_SEL: 3.10.10
           POSITRON_R_VER_SEL: 4.4.0
diff --git a/.github/workflows/test-pull-request.yml b/.github/workflows/test-pull-request.yml
index d663bbfa0e8..cb84ae80172 100644
--- a/.github/workflows/test-pull-request.yml
+++ b/.github/workflows/test-pull-request.yml
@@ -16,6 +16,9 @@ jobs:
     runs-on: ubuntu-latest
     outputs:
       tags: ${{ steps.pr-tags.outputs.tags }}
+      win_tag_found: ${{ steps.pr-tags.outputs.win_tag_found }}
+      web_tag_found: ${{ steps.pr-tags.outputs.web_tag_found }}
+
     steps:
       - uses: actions/checkout@v4
 
@@ -27,7 +30,7 @@ jobs:
           GITHUB_REPOSITORY: ${{ github.repository }}
           GITHUB_EVENT_PULL_REQUEST_NUMBER: ${{ github.event.pull_request.number }}
 
-  e2e-electron:
+  e2e-linux-electron:
     name: e2e
     uses: ./.github/workflows/test-e2e-linux.yml
     needs: pr-tags
@@ -38,6 +41,31 @@ jobs:
       report_testrail: false
     secrets: inherit
 
+  e2e-windows-electron:
+    needs: pr-tags
+    if: ${{ needs.pr-tags.outputs.win_tag_found == 'true' }}
+    name: e2e
+    uses: ./.github/workflows/test-e2e-windows.yml
+    with:
+      grep: ${{ needs.pr-tags.outputs.tags }}
+      display_name: "electron (windows)"
+      currents_tags: "pull-request,electron/windows,${{ needs.pr-tags.outputs.tags }}"
+      report_testrail: false
+    secrets: inherit
+
+  e2e-linux-browser:
+    needs: pr-tags
+    if: ${{ needs.pr-tags.outputs.web_tag_found == 'true' }}
+    name: e2e
+    uses: ./.github/workflows/test-e2e-linux.yml
+    with:
+      grep: ${{ needs.pr-tags.outputs.tags }}
+      display_name: "browser (linux)"
+      project: "e2e-browser"
+      currents_tags: "pull-request,browser/linux,${{ needs.pr-tags.outputs.tags }}"
+      report_testrail: false
+    secrets: inherit
+
   unit-tests:
     name: test
     uses: ./.github/workflows/test-unit.yml
@@ -47,6 +75,3 @@ jobs:
     name: test
     uses: ./.github/workflows/test-integration.yml
     secrets: inherit
-
-
-
diff --git a/build/secrets/.secrets.baseline b/build/secrets/.secrets.baseline
index a541c8595b6..04a5ccd82c8 100644
--- a/build/secrets/.secrets.baseline
+++ b/build/secrets/.secrets.baseline
@@ -133,230 +133,230 @@
     }
   ],
   "results": {
-    ".github/workflows/test-full-suite.yml": [
+    ".github\\workflows\\test-full-suite.yml": [
       {
         "type": "Secret Keyword",
-        "filename": ".github/workflows/test-full-suite.yml",
+        "filename": ".github\\workflows\\test-full-suite.yml",
         "hashed_secret": "3e26d6750975d678acb8fa35a0f69237881576b0",
         "is_verified": false,
         "line_number": 53,
         "is_secret": false
       }
     ],
-    ".github/workflows/test-merge.yml": [
+    ".github\\workflows\\test-merge.yml": [
       {
         "type": "Secret Keyword",
-        "filename": ".github/workflows/test-merge.yml",
+        "filename": ".github\\workflows\\test-merge.yml",
         "hashed_secret": "3e26d6750975d678acb8fa35a0f69237881576b0",
         "is_verified": false,
         "line_number": 18,
         "is_secret": false
       }
     ],
-    ".github/workflows/test-pull-request.yml": [
+    ".github\\workflows\\test-pull-request.yml": [
       {
         "type": "Secret Keyword",
-        "filename": ".github/workflows/test-pull-request.yml",
+        "filename": ".github\\workflows\\test-pull-request.yml",
         "hashed_secret": "3e26d6750975d678acb8fa35a0f69237881576b0",
         "is_verified": false,
-        "line_number": 39,
+        "line_number": 42,
         "is_secret": false
       }
     ],
-    "build/azure-pipelines/alpine/product-build-alpine.yml": [
+    "build\\azure-pipelines\\alpine\\product-build-alpine.yml": [
       {
         "type": "Secret Keyword",
-        "filename": "build/azure-pipelines/alpine/product-build-alpine.yml",
+        "filename": "build\\azure-pipelines\\alpine\\product-build-alpine.yml",
         "hashed_secret": "6bca595fb7e6690f8bacc9e0c1e056cd60e4b7cb",
         "is_verified": false,
         "line_number": 23,
         "is_secret": false
       }
     ],
-    "build/azure-pipelines/cli/cli-darwin-sign.yml": [
+    "build\\azure-pipelines\\cli\\cli-darwin-sign.yml": [
       {
         "type": "Secret Keyword",
-        "filename": "build/azure-pipelines/cli/cli-darwin-sign.yml",
+        "filename": "build\\azure-pipelines\\cli\\cli-darwin-sign.yml",
         "hashed_secret": "70519fad4f6f57675a71ca41a152d4acb087bd21",
         "is_verified": false,
         "line_number": 12,
         "is_secret": false
       }
     ],
-    "build/azure-pipelines/cli/cli-win32-sign.yml": [
+    "build\\azure-pipelines\\cli\\cli-win32-sign.yml": [
       {
         "type": "Secret Keyword",
-        "filename": "build/azure-pipelines/cli/cli-win32-sign.yml",
+        "filename": "build\\azure-pipelines\\cli\\cli-win32-sign.yml",
         "hashed_secret": "70519fad4f6f57675a71ca41a152d4acb087bd21",
         "is_verified": false,
         "line_number": 12,
         "is_secret": false
       }
     ],
-    "build/azure-pipelines/darwin/product-build-darwin-sign.yml": [
+    "build\\azure-pipelines\\darwin\\product-build-darwin-sign.yml": [
       {
         "type": "Secret Keyword",
-        "filename": "build/azure-pipelines/darwin/product-build-darwin-sign.yml",
+        "filename": "build\\azure-pipelines\\darwin\\product-build-darwin-sign.yml",
         "hashed_secret": "70519fad4f6f57675a71ca41a152d4acb087bd21",
         "is_verified": false,
         "line_number": 21,
         "is_secret": false
       }
     ],
-    "build/azure-pipelines/darwin/product-build-darwin-universal.yml": [
+    "build\\azure-pipelines\\darwin\\product-build-darwin-universal.yml": [
       {
         "type": "Secret Keyword",
-        "filename": "build/azure-pipelines/darwin/product-build-darwin-universal.yml",
+        "filename": "build\\azure-pipelines\\darwin\\product-build-darwin-universal.yml",
         "hashed_secret": "d8368fc8fec27a14a70083cc2cd6d959085086a9",
         "is_verified": false,
         "line_number": 15,
         "is_secret": false
       }
     ],
-    "build/azure-pipelines/darwin/product-build-darwin.yml": [
+    "build\\azure-pipelines\\darwin\\product-build-darwin.yml": [
       {
         "type": "Secret Keyword",
-        "filename": "build/azure-pipelines/darwin/product-build-darwin.yml",
+        "filename": "build\\azure-pipelines\\darwin\\product-build-darwin.yml",
         "hashed_secret": "d8368fc8fec27a14a70083cc2cd6d959085086a9",
         "is_verified": false,
         "line_number": 33,
         "is_secret": false
       }
     ],
-    "build/azure-pipelines/distro/download-distro.yml": [
+    "build\\azure-pipelines\\distro\\download-distro.yml": [
       {
         "type": "Secret Keyword",
-        "filename": "build/azure-pipelines/distro/download-distro.yml",
+        "filename": "build\\azure-pipelines\\distro\\download-distro.yml",
         "hashed_secret": "6bca595fb7e6690f8bacc9e0c1e056cd60e4b7cb",
         "is_verified": false,
         "line_number": 7,
         "is_secret": false
       }
     ],
-    "build/azure-pipelines/linux/product-build-linux-legacy-server.yml": [
+    "build\\azure-pipelines\\linux\\product-build-linux-legacy-server.yml": [
       {
         "type": "Secret Keyword",
-        "filename": "build/azure-pipelines/linux/product-build-linux-legacy-server.yml",
+        "filename": "build\\azure-pipelines\\linux\\product-build-linux-legacy-server.yml",
         "hashed_secret": "6bca595fb7e6690f8bacc9e0c1e056cd60e4b7cb",
         "is_verified": false,
         "line_number": 23,
         "is_secret": false
       }
     ],
-    "build/azure-pipelines/linux/product-build-linux.yml": [
+    "build\\azure-pipelines\\linux\\product-build-linux.yml": [
       {
         "type": "Secret Keyword",
-        "filename": "build/azure-pipelines/linux/product-build-linux.yml",
+        "filename": "build\\azure-pipelines\\linux\\product-build-linux.yml",
         "hashed_secret": "256e334e9cc8b59bb08501110e1c729c9b2edec4",
         "is_verified": false,
         "line_number": 35,
         "is_secret": false
       }
     ],
-    "build/azure-pipelines/product-compile.yml": [
+    "build\\azure-pipelines\\product-compile.yml": [
       {
         "type": "Secret Keyword",
-        "filename": "build/azure-pipelines/product-compile.yml",
+        "filename": "build\\azure-pipelines\\product-compile.yml",
         "hashed_secret": "6bca595fb7e6690f8bacc9e0c1e056cd60e4b7cb",
         "is_verified": false,
         "line_number": 20,
         "is_secret": false
       }
     ],
-    "build/azure-pipelines/product-publish.yml": [
+    "build\\azure-pipelines\\product-publish.yml": [
       {
         "type": "Secret Keyword",
-        "filename": "build/azure-pipelines/product-publish.yml",
+        "filename": "build\\azure-pipelines\\product-publish.yml",
         "hashed_secret": "76f5d6eed49e94461f8e5f88ad74dc253578d3ac",
         "is_verified": false,
         "line_number": 16,
         "is_secret": false
       }
     ],
-    "build/azure-pipelines/web/product-build-web.yml": [
+    "build\\azure-pipelines\\web\\product-build-web.yml": [
       {
         "type": "Secret Keyword",
-        "filename": "build/azure-pipelines/web/product-build-web.yml",
+        "filename": "build\\azure-pipelines\\web\\product-build-web.yml",
         "hashed_secret": "6bca595fb7e6690f8bacc9e0c1e056cd60e4b7cb",
         "is_verified": false,
         "line_number": 15,
         "is_secret": false
       }
     ],
-    "build/azure-pipelines/win32/product-build-win32.yml": [
+    "build\\azure-pipelines\\win32\\product-build-win32.yml": [
       {
         "type": "Secret Keyword",
-        "filename": "build/azure-pipelines/win32/product-build-win32.yml",
+        "filename": "build\\azure-pipelines\\win32\\product-build-win32.yml",
         "hashed_secret": "256e334e9cc8b59bb08501110e1c729c9b2edec4",
         "is_verified": false,
         "line_number": 40,
         "is_secret": false
       }
     ],
-    "build/azure-pipelines/win32/sdl-scan-win32.yml": [
+    "build\\azure-pipelines\\win32\\sdl-scan-win32.yml": [
       {
         "type": "Secret Keyword",
-        "filename": "build/azure-pipelines/win32/sdl-scan-win32.yml",
+        "filename": "build\\azure-pipelines\\win32\\sdl-scan-win32.yml",
         "hashed_secret": "6bca595fb7e6690f8bacc9e0c1e056cd60e4b7cb",
         "is_verified": false,
         "line_number": 26,
         "is_secret": false
       }
     ],
-    "build/lib/stylelint/vscode-known-variables.json": [
+    "build\\lib\\stylelint\\vscode-known-variables.json": [
       {
         "type": "Base64 High Entropy String",
-        "filename": "build/lib/stylelint/vscode-known-variables.json",
+        "filename": "build\\lib\\stylelint\\vscode-known-variables.json",
         "hashed_secret": "bebac042cf8ae1cf5954a7f233759a1373a1bd5b",
         "is_verified": false,
         "line_number": 737,
         "is_secret": false
       }
     ],
-    "build/secrets/README.md": [
+    "build\\secrets\\README.md": [
       {
         "type": "Secret Keyword",
-        "filename": "build/secrets/README.md",
+        "filename": "build\\secrets\\README.md",
         "hashed_secret": "7585d1f7ceb90fd0b1ab42d0a6ca39fcf55065c7",
         "is_verified": false,
         "line_number": 25,
         "is_secret": false
       }
     ],
-    "cli/Cargo.toml": [
+    "cli\\Cargo.toml": [
       {
         "type": "Hex High Entropy String",
-        "filename": "cli/Cargo.toml",
+        "filename": "cli\\Cargo.toml",
         "hashed_secret": "c9f4c5531397166586187c7c9fac98fc1f5624e6",
         "is_verified": false,
         "line_number": 37,
         "is_secret": false
       }
     ],
-    "cli/src/auth.rs": [
+    "cli\\src\\auth.rs": [
       {
         "type": "Hex High Entropy String",
-        "filename": "cli/src/auth.rs",
+        "filename": "cli\\src\\auth.rs",
         "hashed_secret": "b1ca527b736010b3f3125ce314832b9d92311cb2",
         "is_verified": false,
         "line_number": 72,
         "is_secret": false
       }
     ],
-    "cli/src/desktop/version_manager.rs": [
+    "cli\\src\\desktop\\version_manager.rs": [
       {
         "type": "Base64 High Entropy String",
-        "filename": "cli/src/desktop/version_manager.rs",
+        "filename": "cli\\src\\desktop\\version_manager.rs",
         "hashed_secret": "4f29d0426d3ecc42e70ac2127ee3d7fd9d23f5c7",
         "is_verified": false,
         "line_number": 329,
         "is_secret": false
       }
     ],
-    "cli/src/tunnels/socket_signal.rs": [
+    "cli\\src\\tunnels\\socket_signal.rs": [
       {
         "type": "Base64 High Entropy String",
-        "filename": "cli/src/tunnels/socket_signal.rs",
+        "filename": "cli\\src\\tunnels\\socket_signal.rs",
         "hashed_secret": "9d594c96ec4c8eb6d9ec54efd05ceca6052a8259",
         "is_verified": false,
         "line_number": 353,
@@ -364,7 +364,7 @@
       },
       {
         "type": "Base64 High Entropy String",
-        "filename": "cli/src/tunnels/socket_signal.rs",
+        "filename": "cli\\src\\tunnels\\socket_signal.rs",
         "hashed_secret": "ede64ff4b2c5d298f40c0639b8dffeb241596cca",
         "is_verified": false,
         "line_number": 354,
@@ -372,27 +372,27 @@
       },
       {
         "type": "Base64 High Entropy String",
-        "filename": "cli/src/tunnels/socket_signal.rs",
+        "filename": "cli\\src\\tunnels\\socket_signal.rs",
         "hashed_secret": "8758646166da378eb67718f0780b967bd1b0d5d2",
         "is_verified": false,
         "line_number": 355,
         "is_secret": false
       }
     ],
-    "extensions/cpp/syntaxes/platform.tmLanguage.json": [
+    "extensions\\cpp\\syntaxes\\platform.tmLanguage.json": [
       {
         "type": "Base64 High Entropy String",
-        "filename": "extensions/cpp/syntaxes/platform.tmLanguage.json",
+        "filename": "extensions\\cpp\\syntaxes\\platform.tmLanguage.json",
         "hashed_secret": "f4f4522002ae0895566ebbc726b9ebc6064b5003",
         "is_verified": false,
         "line_number": 213,
         "is_secret": false
       }
     ],
-    "extensions/git/src/test/git.test.ts": [
+    "extensions\\git\\src\\test\\git.test.ts": [
       {
         "type": "Hex High Entropy String",
-        "filename": "extensions/git/src/test/git.test.ts",
+        "filename": "extensions\\git\\src\\test\\git.test.ts",
         "hashed_secret": "3100a15f2a0660239142c51a09a9860091a57eb6",
         "is_verified": false,
         "line_number": 284,
@@ -400,7 +400,7 @@
       },
       {
         "type": "Hex High Entropy String",
-        "filename": "extensions/git/src/test/git.test.ts",
+        "filename": "extensions\\git\\src\\test\\git.test.ts",
         "hashed_secret": "b3820b8646425e7ce86d52a14f0545675f5a0fb8",
         "is_verified": false,
         "line_number": 286,
@@ -408,7 +408,7 @@
       },
       {
         "type": "Hex High Entropy String",
-        "filename": "extensions/git/src/test/git.test.ts",
+        "filename": "extensions\\git\\src\\test\\git.test.ts",
         "hashed_secret": "1bba808164c2bd2606270fd338b1bcfcbfb9972c",
         "is_verified": false,
         "line_number": 310,
@@ -416,7 +416,7 @@
       },
       {
         "type": "Hex High Entropy String",
-        "filename": "extensions/git/src/test/git.test.ts",
+        "filename": "extensions\\git\\src\\test\\git.test.ts",
         "hashed_secret": "0026ab5726869f2f8d8d2b1e8c4ab07e66f75a98",
         "is_verified": false,
         "line_number": 463,
@@ -424,7 +424,7 @@
       },
       {
         "type": "Hex High Entropy String",
-        "filename": "extensions/git/src/test/git.test.ts",
+        "filename": "extensions\\git\\src\\test\\git.test.ts",
         "hashed_secret": "15b70898ca2a438c30384441f139b460590fbe8a",
         "is_verified": false,
         "line_number": 465,
@@ -432,7 +432,7 @@
       },
       {
         "type": "Hex High Entropy String",
-        "filename": "extensions/git/src/test/git.test.ts",
+        "filename": "extensions\\git\\src\\test\\git.test.ts",
         "hashed_secret": "4f4330cffae54a0d08fb33b66c533b2ee961accb",
         "is_verified": false,
         "line_number": 546,
@@ -440,7 +440,7 @@
       },
       {
         "type": "Hex High Entropy String",
-        "filename": "extensions/git/src/test/git.test.ts",
+        "filename": "extensions\\git\\src\\test\\git.test.ts",
         "hashed_secret": "a3da0860baf4244389064b16f6788dafcf030d1f",
         "is_verified": false,
         "line_number": 547,
@@ -448,7 +448,7 @@
       },
       {
         "type": "Hex High Entropy String",
-        "filename": "extensions/git/src/test/git.test.ts",
+        "filename": "extensions\\git\\src\\test\\git.test.ts",
         "hashed_secret": "30140192774a074079e5307bf65630ac4308a503",
         "is_verified": false,
         "line_number": 548,
@@ -456,7 +456,7 @@
       },
       {
         "type": "Hex High Entropy String",
-        "filename": "extensions/git/src/test/git.test.ts",
+        "filename": "extensions\\git\\src\\test\\git.test.ts",
         "hashed_secret": "f339565b20b0740f51b54166570867fbcf37da8b",
         "is_verified": false,
         "line_number": 549,
@@ -464,7 +464,7 @@
       },
       {
         "type": "Hex High Entropy String",
-        "filename": "extensions/git/src/test/git.test.ts",
+        "filename": "extensions\\git\\src\\test\\git.test.ts",
         "hashed_secret": "26bbee0ec44b5cb456171b8032b8494002b536d1",
         "is_verified": false,
         "line_number": 550,
@@ -472,7 +472,7 @@
       },
       {
         "type": "Hex High Entropy String",
-        "filename": "extensions/git/src/test/git.test.ts",
+        "filename": "extensions\\git\\src\\test\\git.test.ts",
         "hashed_secret": "8cc5973678f7bed6507ba5440f0f7c132626affe",
         "is_verified": false,
         "line_number": 551,
@@ -480,7 +480,7 @@
       },
       {
         "type": "Hex High Entropy String",
-        "filename": "extensions/git/src/test/git.test.ts",
+        "filename": "extensions\\git\\src\\test\\git.test.ts",
         "hashed_secret": "eafa4b025ed67291f5076bb171668e801c36b20e",
         "is_verified": false,
         "line_number": 552,
@@ -488,7 +488,7 @@
       },
       {
         "type": "Hex High Entropy String",
-        "filename": "extensions/git/src/test/git.test.ts",
+        "filename": "extensions\\git\\src\\test\\git.test.ts",
         "hashed_secret": "2a0c0db2b79ee31c56309a893c2360be13f79f28",
         "is_verified": false,
         "line_number": 553,
@@ -496,7 +496,7 @@
       },
       {
         "type": "Hex High Entropy String",
-        "filename": "extensions/git/src/test/git.test.ts",
+        "filename": "extensions\\git\\src\\test\\git.test.ts",
         "hashed_secret": "832e7e6717a35ffb092345019499f9c9c1db2eef",
         "is_verified": false,
         "line_number": 555,
@@ -504,7 +504,7 @@
       },
       {
         "type": "Hex High Entropy String",
-        "filename": "extensions/git/src/test/git.test.ts",
+        "filename": "extensions\\git\\src\\test\\git.test.ts",
         "hashed_secret": "9b93e1d1a6c8e61ec6243d19841b85e081edc956",
         "is_verified": false,
         "line_number": 556,
@@ -512,67 +512,67 @@
       },
       {
         "type": "Hex High Entropy String",
-        "filename": "extensions/git/src/test/git.test.ts",
+        "filename": "extensions\\git\\src\\test\\git.test.ts",
         "hashed_secret": "1d744d5f622cf01c4cb6d97dae876e634dc9b065",
         "is_verified": false,
         "line_number": 578,
         "is_secret": false
       }
     ],
-    "extensions/github-authentication/src/config.ts": [
+    "extensions\\github-authentication\\src\\config.ts": [
       {
         "type": "Hex High Entropy String",
-        "filename": "extensions/github-authentication/src/config.ts",
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         "type": "Base64 High Entropy String",
-        "filename": "src/vs/workbench/contrib/terminalContrib/suggest/test/browser/testRawPwshCompletions.ts",
+        "filename": "src\\vs\\workbench\\contrib\\terminalContrib\\suggest\\test\\browser\\testRawPwshCompletions.ts",
         "hashed_secret": "4ab1f4e77420967d1b6d2ca93c64e23fc7e2b897",
         "is_verified": false,
         "line_number": 35063,
@@ -1768,7 +1752,7 @@
       },
       {
         "type": "Base64 High Entropy String",
-        "filename": "src/vs/workbench/contrib/terminalContrib/suggest/test/browser/testRawPwshCompletions.ts",
+        "filename": "src\\vs\\workbench\\contrib\\terminalContrib\\suggest\\test\\browser\\testRawPwshCompletions.ts",
         "hashed_secret": "8a0868ebaa3efc482fcc6aa5bd37b69074153cca",
         "is_verified": false,
         "line_number": 35087,
@@ -1776,7 +1760,7 @@
       },
       {
         "type": "Base64 High Entropy String",
-        "filename": "src/vs/workbench/contrib/terminalContrib/suggest/test/browser/testRawPwshCompletions.ts",
+        "filename": "src\\vs\\workbench\\contrib\\terminalContrib\\suggest\\test\\browser\\testRawPwshCompletions.ts",
         "hashed_secret": "cb9d2061a8358a6afa918ff9d5ed61f45f693ab9",
         "is_verified": false,
         "line_number": 35240,
@@ -1784,7 +1768,7 @@
       },
       {
         "type": "Base64 High Entropy String",
-        "filename": "src/vs/workbench/contrib/terminalContrib/suggest/test/browser/testRawPwshCompletions.ts",
+        "filename": "src\\vs\\workbench\\contrib\\terminalContrib\\suggest\\test\\browser\\testRawPwshCompletions.ts",
         "hashed_secret": "5bc12fe46e396a421f0710f0f5d1a412d6d184d1",
         "is_verified": false,
         "line_number": 35243,
@@ -1792,7 +1776,7 @@
       },
       {
         "type": "Base64 High Entropy String",
-        "filename": "src/vs/workbench/contrib/terminalContrib/suggest/test/browser/testRawPwshCompletions.ts",
+        "filename": "src\\vs\\workbench\\contrib\\terminalContrib\\suggest\\test\\browser\\testRawPwshCompletions.ts",
         "hashed_secret": "78b37ecbbb05229abf6e291ca96a90cbe783f8a8",
         "is_verified": false,
         "line_number": 36026,
@@ -1800,7 +1784,7 @@
       },
       {
         "type": "Base64 High Entropy String",
-        "filename": "src/vs/workbench/contrib/terminalContrib/suggest/test/browser/testRawPwshCompletions.ts",
+        "filename": "src\\vs\\workbench\\contrib\\terminalContrib\\suggest\\test\\browser\\testRawPwshCompletions.ts",
         "hashed_secret": "1ba83bbf068a3386569ab310b0b67ca72b5feaa7",
         "is_verified": false,
         "line_number": 36029,
@@ -1808,7 +1792,7 @@
       },
       {
         "type": "Base64 High Entropy String",
-        "filename": "src/vs/workbench/contrib/terminalContrib/suggest/test/browser/testRawPwshCompletions.ts",
+        "filename": "src\\vs\\workbench\\contrib\\terminalContrib\\suggest\\test\\browser\\testRawPwshCompletions.ts",
         "hashed_secret": "38e2c4ac1a5f6516db6f56e59a5470df019e97e6",
         "is_verified": false,
         "line_number": 41660,
@@ -1816,7 +1800,7 @@
       },
       {
         "type": "Base64 High Entropy String",
-        "filename": "src/vs/workbench/contrib/terminalContrib/suggest/test/browser/testRawPwshCompletions.ts",
+        "filename": "src\\vs\\workbench\\contrib\\terminalContrib\\suggest\\test\\browser\\testRawPwshCompletions.ts",
         "hashed_secret": "835889eaf31f2e6b8037b26e4b7b16417b0b76d0",
         "is_verified": false,
         "line_number": 41663,
@@ -1824,7 +1808,7 @@
       },
       {
         "type": "Base64 High Entropy String",
-        "filename": "src/vs/workbench/contrib/terminalContrib/suggest/test/browser/testRawPwshCompletions.ts",
+        "filename": "src\\vs\\workbench\\contrib\\terminalContrib\\suggest\\test\\browser\\testRawPwshCompletions.ts",
         "hashed_secret": "fd8e61f5fe203cda32be8d55a8f27e8c8d998ad8",
         "is_verified": false,
         "line_number": 41669,
@@ -1832,7 +1816,7 @@
       },
       {
         "type": "Base64 High Entropy String",
-        "filename": "src/vs/workbench/contrib/terminalContrib/suggest/test/browser/testRawPwshCompletions.ts",
+        "filename": "src\\vs\\workbench\\contrib\\terminalContrib\\suggest\\test\\browser\\testRawPwshCompletions.ts",
         "hashed_secret": "a9591116d2140cb9486b0663d28ab1c38f99c34f",
         "is_verified": false,
         "line_number": 41813,
@@ -1840,7 +1824,7 @@
       },
       {
         "type": "Base64 High Entropy String",
-        "filename": "src/vs/workbench/contrib/terminalContrib/suggest/test/browser/testRawPwshCompletions.ts",
+        "filename": "src\\vs\\workbench\\contrib\\terminalContrib\\suggest\\test\\browser\\testRawPwshCompletions.ts",
         "hashed_secret": "8384ecb1b5977812a434b10f290985fd5d69cab9",
         "is_verified": false,
         "line_number": 41819,
@@ -1848,7 +1832,7 @@
       },
       {
         "type": "Base64 High Entropy String",
-        "filename": "src/vs/workbench/contrib/terminalContrib/suggest/test/browser/testRawPwshCompletions.ts",
+        "filename": "src\\vs\\workbench\\contrib\\terminalContrib\\suggest\\test\\browser\\testRawPwshCompletions.ts",
         "hashed_secret": "6f0bef3c78fffbd70d9c9cb8e6210425d39687bf",
         "is_verified": false,
         "line_number": 48059,
@@ -1856,7 +1840,7 @@
       },
       {
         "type": "Base64 High Entropy String",
-        "filename": "src/vs/workbench/contrib/terminalContrib/suggest/test/browser/testRawPwshCompletions.ts",
+        "filename": "src\\vs\\workbench\\contrib\\terminalContrib\\suggest\\test\\browser\\testRawPwshCompletions.ts",
         "hashed_secret": "fb943ab04cf008ad965b009e69df769f15d0aa04",
         "is_verified": false,
         "line_number": 48119,
@@ -1864,47 +1848,47 @@
       },
       {
         "type": "Base64 High Entropy String",
-        "filename": "src/vs/workbench/contrib/terminalContrib/suggest/test/browser/testRawPwshCompletions.ts",
+        "filename": "src\\vs\\workbench\\contrib\\terminalContrib\\suggest\\test\\browser\\testRawPwshCompletions.ts",
         "hashed_secret": "845ad00f44983f3dfb12f62465e5c2c15466d5c8",
         "is_verified": false,
         "line_number": 49073,
         "is_secret": false
       }
     ],
-    "src/vs/workbench/contrib/webview/browser/pre/index.html": [
+    "src\\vs\\workbench\\contrib\\webview\\browser\\pre\\index.html": [
       {
         "type": "Base64 High Entropy String",
-        "filename": "src/vs/workbench/contrib/webview/browser/pre/index.html",
+        "filename": "src\\vs\\workbench\\contrib\\webview\\browser\\pre\\index.html",
         "hashed_secret": "18e28cb104e16a9281ba04f02b3d657de3110053",
         "is_verified": false,
         "line_number": 9,
         "is_secret": false
       }
     ],
-    "src/vs/workbench/services/environment/browser/environmentService.ts": [
+    "src\\vs\\workbench\\services\\environment\\browser\\environmentService.ts": [
       {
         "type": "Hex High Entropy String",
-        "filename": "src/vs/workbench/services/environment/browser/environmentService.ts",
+        "filename": "src\\vs\\workbench\\services\\environment\\browser\\environmentService.ts",
         "hashed_secret": "3a8f125da17a2c187d430daf0045e0fdfa707bdd",
         "is_verified": false,
         "line_number": 276,
         "is_secret": false
       }
     ],
-    "src/vs/workbench/services/extensions/worker/webWorkerExtensionHostIframe.html": [
+    "src\\vs\\workbench\\services\\extensions\\worker\\webWorkerExtensionHostIframe.html": [
       {
         "type": "Base64 High Entropy String",
-        "filename": "src/vs/workbench/services/extensions/worker/webWorkerExtensionHostIframe.html",
+        "filename": "src\\vs\\workbench\\services\\extensions\\worker\\webWorkerExtensionHostIframe.html",
         "hashed_secret": "76e4a11f0ba2f563c70f196469eb86bc12172ae4",
         "is_verified": false,
         "line_number": 8,
         "is_secret": false
       }
     ],
-    "src/vs/workbench/test/browser/webview.test.ts": [
+    "src\\vs\\workbench\\test\\browser\\webview.test.ts": [
       {
         "type": "Base64 High Entropy String",
-        "filename": "src/vs/workbench/test/browser/webview.test.ts",
+        "filename": "src\\vs\\workbench\\test\\browser\\webview.test.ts",
         "hashed_secret": "bd86be67e83058d60b6ae73f8264b0e0f4a53faf",
         "is_verified": false,
         "line_number": 14,
@@ -1912,17 +1896,17 @@
       },
       {
         "type": "Base64 High Entropy String",
-        "filename": "src/vs/workbench/test/browser/webview.test.ts",
+        "filename": "src\\vs\\workbench\\test\\browser\\webview.test.ts",
         "hashed_secret": "2cb6f8318e394386a6a2b875eca55c07e2af7045",
         "is_verified": false,
         "line_number": 19,
         "is_secret": false
       }
     ],
-    "test/integration/browser/src/index.ts": [
+    "test\\integration\\browser\\src\\index.ts": [
       {
         "type": "Hex High Entropy String",
-        "filename": "test/integration/browser/src/index.ts",
+        "filename": "test\\integration\\browser\\src\\index.ts",
         "hashed_secret": "3a8f125da17a2c187d430daf0045e0fdfa707bdd",
         "is_verified": false,
         "line_number": 134,
@@ -1930,5 +1914,5 @@
       }
     ]
   },
-  "generated_at": "2024-12-18T19:29:32Z"
+  "generated_at": "2025-01-10T22:58:49Z"
 }
diff --git a/scripts/pr-tags-parse.sh b/scripts/pr-tags-parse.sh
index 7665001386b..74ab9ceb00b 100644
--- a/scripts/pr-tags-parse.sh
+++ b/scripts/pr-tags-parse.sh
@@ -36,6 +36,14 @@ if echo "$PR_BODY" | grep -q "@:all"; then
   echo "Found @:all tag in PR body. Setting tags to run all tests."
   TAGS="" # Set to an empty string to indicate all tests should run
 else
+  if echo "$PR_BODY" | grep -q "@:win"; then
+    echo "Found win tag in PR body. Setting to run windows tests."
+    echo "win_tag_found=true" >> "$GITHUB_OUTPUT"
+  fi
+  if echo "$PR_BODY" | grep -q "@:web"; then
+    echo "Found web tag in PR body. Setting to run web tests."
+    echo "web_tag_found=true" >> "$GITHUB_OUTPUT"
+  fi
   # Parse tags starting with '@:' and convert to '@'
   TAGS=$(echo "$PR_BODY" | grep -o "@:[a-zA-Z0-9_-]*" | sed 's/@://g' | sed 's/^/@/' | tr '\n' ',' | sed 's/,$//')
 
diff --git a/scripts/pr-tags-transform.sh b/scripts/pr-tags-transform.sh
index aed42403a58..3fc4c5a6c0e 100644
--- a/scripts/pr-tags-transform.sh
+++ b/scripts/pr-tags-transform.sh
@@ -20,12 +20,28 @@ OUTPUT=""
 if [[ "$PROJECT" == "e2e-windows" ]]; then
   # Remove @win from the tags
   TAGS=$(echo "$TAGS" | tr ',' '\n' | grep -v "@win" | sort -u | tr '\n' ',' | sed 's/,$//')
+	# If @web is present, remove it
+	if echo "$TAGS" | grep -q "@web"; then
+    TAGS=$(echo "$TAGS" | tr ',' '\n' | grep -v "@web" | sort -u | tr '\n' ',' | sed 's/,$//')
+  fi
 elif [[ "$PROJECT" == "e2e-browser" ]]; then
   # Remove @web from the tags
   TAGS=$(echo "$TAGS" | tr ',' '\n' | grep -v "@web" | sort -u | tr '\n' ',' | sed 's/,$//')
+	# If @win is present, remove it
+	if echo "$TAGS" | grep -q "@win"; then
+    TAGS=$(echo "$TAGS" | tr ',' '\n' | grep -v "@win" | sort -u | tr '\n' ',' | sed 's/,$//')
+  fi
 else
   # Deduplicate for other projects
   TAGS=$(echo "$TAGS" | tr ',' '\n' | sort -u | tr '\n' ',' | sed 's/,$//')
+	# If @web is present, remove it
+	if echo "$TAGS" | grep -q "@web"; then
+    TAGS=$(echo "$TAGS" | tr ',' '\n' | grep -v "@web" | sort -u | tr '\n' ',' | sed 's/,$//')
+  fi
+	# If @win is present, remove it
+	if echo "$TAGS" | grep -q "@win"; then
+    TAGS=$(echo "$TAGS" | tr ',' '\n' | grep -v "@win" | sort -u | tr '\n' ',' | sed 's/,$//')
+  fi
 fi
 
 # Determine prefix based on PROJECT
diff --git a/test/e2e/README.md b/test/e2e/README.md
index 2fdf99ab8d6..66e2ec82cb4 100644
--- a/test/e2e/README.md
+++ b/test/e2e/README.md
@@ -202,6 +202,10 @@ To add a test tag:
 
 From that point, all E2E tests linked to the specified tag(s) will run during the test job. For a full list of available tags, see this [file](https://github.com/posit-dev/positron/blob/main/test/e2e/infra/test-runner/test-tags.ts).
 
+To include Windows and Web Browser testing: 
+
+By default, only Linuxe e2e test will run.  You can optionally add `@:win` to your PR description and this will run test on windows as well. As of now, windows tests do take longer to run, so the overall PR test job will take longer to complete. You can also ass `@:web` to run the browser tests.
+
 Note: You can update the tags in the PR description at any time. The PR comment will confirm the parsed tags, and the test job will use the tags present in the PR description at the time of execution.
 
 ## Running Tests in Github Actions
diff --git a/test/e2e/infra/test-runner/test-tags.ts b/test/e2e/infra/test-runner/test-tags.ts
index b6d66b9f423..70a104208a9 100644
--- a/test/e2e/infra/test-runner/test-tags.ts
+++ b/test/e2e/infra/test-runner/test-tags.ts
@@ -9,9 +9,10 @@
  * Each tag corresponds to a specific feature, functionality, or area of the application. Use them
  * thoughtfully to ensure your tests align with the intended scope.
  *
- * Avoid using `@:web` and `@:win` tags, as these are reserved for web and Windows platform-specific tests,
- * which are not currently configured to run in PR workflows.
- */
+ * Add `@:win` tag to enable the tests to run on windows. Add the `@:web` tag to enable a web run.
+ * The default will only run Linux electron e2e tests.
+ *
+*/
 export enum TestTags {
 	EDITOR_ACTION_BAR = '@editor-action-bar',
 	APPS = '@apps',