diff --git a/manifests/o/OpenVPNTechnologies/OpenVPN/2.5.036/OpenVPNTechnologies.OpenVPN.installer.yaml b/manifests/o/OpenVPNTechnologies/OpenVPN/2.5.036/OpenVPNTechnologies.OpenVPN.installer.yaml
new file mode 100644
index 0000000000000..13d2414640b0e
--- /dev/null
+++ b/manifests/o/OpenVPNTechnologies/OpenVPN/2.5.036/OpenVPNTechnologies.OpenVPN.installer.yaml
@@ -0,0 +1,36 @@
+# Created using wingetcreate 1.0.4.0
+# yaml-language-server: $schema=https://aka.ms/winget-manifest.installer.1.1.0.schema.json
+
+PackageIdentifier: OpenVPNTechnologies.OpenVPN
+PackageVersion: 2.5.036
+Platform:
+- Windows.Desktop
+MinimumOSVersion: 10.0.0.0
+Scope: machine
+InstallModes:
+- interactive
+- silent
+- silentWithProgress
+UpgradeBehavior: install
+Commands:
+- openvpn.exe
+Installers:
+- Architecture: x64
+  InstallerType: wix
+  InstallerUrl: https://swupdate.openvpn.org/community/releases/OpenVPN-2.5.7-I602-amd64.msi
+  InstallerSha256: 5212A707C137CF8B133A21CAB458A03D81592A4B713CFB7BC668A661E604313F
+  ProductCode: '{C57B257B-3D92-4AC0-8FE8-7D6FF81AEF73}'
+- Architecture: x86
+  InstallerType: wix
+  InstallerUrl: https://swupdate.openvpn.org/community/releases/OpenVPN-2.5.7-I602-x86.msi
+  InstallerSha256: 5C4ACA7C40CE460969AD4590731FBDE42817CEDD036FAC7CDE8E888196D162E6
+  ProductCode: '{C57B257B-3D92-4AC0-8FE8-7D6FF81AEF73}'
+- Architecture: arm64
+  InstallerType: wix
+  InstallerUrl: https://swupdate.openvpn.org/community/releases/OpenVPN-2.5.7-I602-arm64.msi
+  InstallerSha256: 647D7AD2065D7DEF3FE468F4FA4F28BAE7473CD4297DE9EB7B3E0B2E4F2888B2
+  ProductCode: '{C57B257B-3D92-4AC0-8FE8-7D6FF81AEF73}'
+ManifestType: installer
+ManifestVersion: 1.1.0
+ReleaseDate: 2022-05-31
+
diff --git a/manifests/o/OpenVPNTechnologies/OpenVPN/2.5.036/OpenVPNTechnologies.OpenVPN.locale.en-US.yaml b/manifests/o/OpenVPNTechnologies/OpenVPN/2.5.036/OpenVPNTechnologies.OpenVPN.locale.en-US.yaml
new file mode 100644
index 0000000000000..d3c55530b687f
--- /dev/null
+++ b/manifests/o/OpenVPNTechnologies/OpenVPN/2.5.036/OpenVPNTechnologies.OpenVPN.locale.en-US.yaml
@@ -0,0 +1,77 @@
+# Created using wingetcreate 1.0.4.0
+# yaml-language-server: $schema=https://aka.ms/winget-manifest.defaultLocale.1.1.0.schema.json
+
+PackageIdentifier: OpenVPNTechnologies.OpenVPN
+PackageVersion: 2.5.036
+PackageLocale: en-US
+Publisher: OpenVPN, Inc.
+PublisherUrl: https://openvpn.net
+PublisherSupportUrl: https://forums.openvpn.net
+PrivacyUrl: https://openvpn.net/privacy-policy/
+Author: Open VPN Technologies
+PackageName: OpenVPN
+PackageUrl: https://openvpn.net
+License: GNU GPLv2
+LicenseUrl: https://github.com/OpenVPN/openvpn/blob/master/COPYING
+Copyright: Copyright © 2021 OpenVPN Inc
+CopyrightUrl: https://openvpn.net/license/
+ShortDescription: Create secure VPN connections over the internet with this VPN-software
+Description: OpenVPN provides flexible VPN solutions to secure your data communications, whether its for Internet privacy, remote access for employees, securing IoT, or for networking Cloud data centers.
+Moniker: openvpn
+Tags:
+- community
+- connection
+- foss
+- network
+- open-source
+- privacy
+- private
+- private-connection
+- private-network
+- security
+- ssl
+- tunnel
+- virtual-private-connection
+- vpn
+ReleaseNotes: >
+  Antonio Quartulli (4):
+    networking: use OPENVPN_ETH_ALEN instead of ETH_ALEN
+    networking_iproute2: don't pass M_WARN to openvpn_execve_check()
+    t_net.sh: delete dummy iface using iproute command
+    auth-pam.c: add missing include limits.h
+
+  Arne Schwabe (11):
+    Add insecure tls-cert-profile options
+    Refactor early initialisation and uninitialisation into methods
+    Allow loading of non default providers
+    Add ubuntu 22.04 to Github Actions
+    Add macos OpenSSL 3.0 and ASAN builds
+    Add --with-openssl-engine autoconf option (auto|yes|no)
+    Fix allowing/showing unsupported ciphers and digests
+    Remove dependency on BF-CBC existance from test_ncp
+    Add message when decoding PKCS12 file fails.
+    Translate OpenSSL 3.0 digest names to OpenSSL 1.1 digest names
+    Fix client-pending-auth error message to say ERROR instead of SUCCESS
+
+  Gert Doering (1):
+    Preparing release 2.5.7
+
+  Jan Mikkelsen (1):
+    cipher-negotiation.rst missing from doc/Makefile.am
+
+  Lev Stipakov (5):
+    vcpkg-ports\pkcs11-helper: shorten patch filename
+    msvc: adjust build options to harden binaries
+    vcpkg-ports: remove openssl port
+    vcpkg: switch to manifest
+    Fix M_ERRNO behavior on Windows
+
+  Marc Becker (1):
+    vcpkg-ports/pkcs11-helper: bump to release 1.29
+
+  Simon Rozman (1):
+    tapctl: Resolve MSVC C4996 warnings
+ReleaseNotesUrl: https://github.com/OpenVPN/openvpn/releases/tag/v2.5.7
+ManifestType: defaultLocale
+ManifestVersion: 1.1.0
+
diff --git a/manifests/o/OpenVPNTechnologies/OpenVPN/2.5.036/OpenVPNTechnologies.OpenVPN.yaml b/manifests/o/OpenVPNTechnologies/OpenVPN/2.5.036/OpenVPNTechnologies.OpenVPN.yaml
new file mode 100644
index 0000000000000..116db445d9e5f
--- /dev/null
+++ b/manifests/o/OpenVPNTechnologies/OpenVPN/2.5.036/OpenVPNTechnologies.OpenVPN.yaml
@@ -0,0 +1,9 @@
+# Created using wingetcreate 1.0.4.0
+# yaml-language-server: $schema=https://aka.ms/winget-manifest.version.1.1.0.schema.json
+
+PackageIdentifier: OpenVPNTechnologies.OpenVPN
+PackageVersion: 2.5.036
+DefaultLocale: en-US
+ManifestType: version
+ManifestVersion: 1.1.0
+