diff --git a/packages/server/lib/reporter.js b/packages/server/lib/reporter.js
index 1cb6d2e914bf..e4dba7703186 100644
--- a/packages/server/lib/reporter.js
+++ b/packages/server/lib/reporter.js
@@ -13,6 +13,9 @@ const mochaSymbols = mochaReporters.Base.symbols
 const debug = require('debug')('cypress:server:reporter')
 const Promise = require('bluebird')
 const { overrideRequire } = require('./override_require')
+const { tryToFindPnpFile } = require('./util/search-utils')
+
+const yarnPnpRegistrationPath = new Map()
 
 // override calls to `require('mocha*')` when to always resolve with a mocha we control
 // otherwise mocha will be resolved from project's node_modules and might not work with our code
@@ -669,6 +672,21 @@ class Reporter {
 
     debug('trying to load reporter:', reporterName)
 
+    // we only need to register this once, when the project check dependencies for the first time.
+    if (!yarnPnpRegistrationPath.get(projectRoot)) {
+      const pnpFile = tryToFindPnpFile(projectRoot)
+
+      if (pnpFile) {
+        const pnpapi = require(pnpFile)
+
+        pnpapi.setup()
+        yarnPnpRegistrationPath.set(projectRoot, true)
+      } else {
+        // not using Yarn PnP
+        yarnPnpRegistrationPath.set(projectRoot, false)
+      }
+    }
+
     // Explicitly require this here (rather than dynamically) so that it gets included in the v8 snapshot
     if (reporterName === 'teamcity') {
       debug(`${reporterName} is built-in reporter`)
diff --git a/packages/server/lib/util/search-utils.js b/packages/server/lib/util/search-utils.js
new file mode 100644
index 000000000000..eec6a6dbd51a
--- /dev/null
+++ b/packages/server/lib/util/search-utils.js
@@ -0,0 +1,65 @@
+const findUp = require('find-up')
+const path = require('path')
+const fs = require('fs-extra')
+const Debug = require('debug')
+
+const debug = Debug('cypress:scaffold-config:searchUtils')
+
+const ROOT_PATHS = [
+  '.git',
+  'pnpm-workspace.yaml',
+  'rush.json',
+  'workspace.json',
+  'nx.json',
+  'lerna.json',
+]
+
+function hasWorkspacePackageJson (directory) {
+  try {
+    const pkg = require(path.join(directory, 'package.json'))
+
+    debug('package file for %s: %o', directory, pkg)
+
+    return !!pkg.workspaces
+  } catch (e) {
+    debug('error reading package.json in %s. this is not the repository root', directory)
+
+    return false
+  }
+}
+
+function isRepositoryRoot (directory) {
+  if (ROOT_PATHS.some((rootPath) => fs.existsSync(path.join(directory, rootPath)))) {
+    return true
+  }
+
+  return hasWorkspacePackageJson(directory)
+}
+
+function tryToFindPnpFile (projectPath) {
+  return findUp((directory) => {
+    const isCurrentRepositoryRoot = isRepositoryRoot(directory)
+
+    const file = path.join(directory, '.pnp.cjs')
+    const hasPnpCjs = fs.existsSync(file)
+
+    if (hasPnpCjs) {
+      return file
+    }
+
+    if (isCurrentRepositoryRoot) {
+      debug('stopping search at %s because it is believed to be the repository root', directory)
+
+      return findUp.stop
+    }
+
+    // Return undefined to keep searching
+    return undefined
+  }, { cwd: projectPath })
+}
+
+module.exports = {
+  hasWorkspacePackageJson,
+  isRepositoryRoot,
+  tryToFindPnpFile,
+}