diff --git a/e2e/vm/install_windows_permission_check.ps1 b/e2e/vm/install_windows_permission_check.ps1
new file mode 100644
index 000000000..e84f6aa1b
--- /dev/null
+++ b/e2e/vm/install_windows_permission_check.ps1
@@ -0,0 +1,8 @@
+param(
+    [Parameter(Mandatory=$true)]
+    $Path
+)
+
+$includeExplicit = $true
+$includeInherited = $false
+(Get-Acl $PATH).GetAccessRules($includeExplicit, $includeInherited, [System.Security.Principal.NTAccount])
diff --git a/e2e/vm/install_windows_test.go b/e2e/vm/install_windows_test.go
new file mode 100644
index 000000000..fbbeb4499
--- /dev/null
+++ b/e2e/vm/install_windows_test.go
@@ -0,0 +1,48 @@
+// Copyright Amazon.com, Inc. or its affiliates. All Rights Reserved.
+// SPDX-License-Identifier: Apache-2.0
+
+//go:build windows
+
+package vm
+
+import (
+	"fmt"
+	"os"
+	"os/exec"
+
+	"github.com/onsi/ginkgo/v2"
+	"github.com/onsi/gomega"
+	"github.com/runfinch/common-tests/option"
+)
+
+func testMSIInstallPermission(_ *option.Option, installed bool) {
+	finchInstallFolder := `C:\Program Files\Finch`
+	finchBin := finchInstallFolder + `\bin\finch.exe`
+	ginkgo.Describe("The Finch Installer", func() {
+		ginkgo.BeforeEach(func() {
+			if !installed {
+				ginkgo.Skip("install permissions are only checked on the installed MSI")
+			}
+		})
+		ginkgo.It("should install finch at "+finchBin, func() {
+			_, err := os.Stat(finchBin)
+			gomega.Expect(err).Should(gomega.BeNil())
+		})
+		ginkgo.DescribeTable("should verify permissions",
+			func(path string) {
+				_, err := os.Stat(path)
+				gomega.Expect(err).Should(gomega.BeNil())
+				path = fmt.Sprintf(`"%s"`, path)
+				cmd := exec.Command("powershell", "-NoProfile", `.\install_windows_permission_check.ps1`, path)
+				out, err := cmd.CombinedOutput()
+				// Verify that there are no explicit permissions meaning we rely on inherited permissions.
+				// Note: this checks the output before checking the error because if there is a failure, the
+				// output will contain the error information and the error itself will be effectively "exit status 1".
+				gomega.Expect(string(out)).Should(gomega.BeEmpty())
+				gomega.Expect(err).Should(gomega.BeNil())
+			},
+			ginkgo.Entry("when the path is the install folder", finchInstallFolder),
+			ginkgo.Entry("when the path is the finch binary", finchBin),
+		)
+	})
+}
diff --git a/e2e/vm/vm_windows_test.go b/e2e/vm/vm_windows_test.go
index 1bdf70fbf..229307175 100644
--- a/e2e/vm/vm_windows_test.go
+++ b/e2e/vm/vm_windows_test.go
@@ -53,6 +53,7 @@ func TestVM(t *testing.T) {
 		testSupportBundle(o)
 		testCredHelper(o, *e2e.Installed, *e2e.Registry)
 		testSoci(o, *e2e.Installed)
+		testMSIInstallPermission(o, *e2e.Installed)
 	})
 
 	gomega.RegisterFailHandler(ginkgo.Fail)