diff --git a/manifests/o/OctopusDeploy/Tentacle/6.0.559/OctopusDeploy.Tentacle.installer.yaml b/manifests/o/OctopusDeploy/Tentacle/6.0.559/OctopusDeploy.Tentacle.installer.yaml
new file mode 100644
index 000000000..c16ca2f3b
--- /dev/null
+++ b/manifests/o/OctopusDeploy/Tentacle/6.0.559/OctopusDeploy.Tentacle.installer.yaml
@@ -0,0 +1,17 @@
+# yaml-language-server: $schema=https://aka.ms/winget-manifest.installer.1.0.0.schema.json
+PackageIdentifier: OctopusDeploy.Tentacle
+PackageVersion: 6.0.559
+Installers:
+- Architecture: x64
+  InstallerUrl: https://download.octopusdeploy.com/octopus/Octopus.Tentacle.6.0.559-x64.msi
+  InstallerSha256: FCCFC6641DE6708B72668ABBB26E362751CDD7DA4786E5BCE4D67E9CEA25999B
+  InstallerType: msi
+  ProductCode: "{CF3B36BC-8135-4727-BA0C-728C25B0F5DF}"
+- Architecture: x86
+  InstallerUrl: https://download.octopusdeploy.com/octopus/Octopus.Tentacle.6.0.559.msi
+  InstallerSha256: 0CF0542E68EDDD3EEEB00DBBBB40404A7DDE5944A96C7EB4498BBDD3CC6A2A37
+  InstallerType: msi
+  ProductCode: "{3D903A61-5858-4968-84AD-773299D19A3B}"
+ManifestType: installer
+ManifestVersion: 1.0.0
+
diff --git a/manifests/o/OctopusDeploy/Tentacle/6.0.559/OctopusDeploy.Tentacle.locale.en-US.yaml b/manifests/o/OctopusDeploy/Tentacle/6.0.559/OctopusDeploy.Tentacle.locale.en-US.yaml
new file mode 100644
index 000000000..4ce3bcec8
--- /dev/null
+++ b/manifests/o/OctopusDeploy/Tentacle/6.0.559/OctopusDeploy.Tentacle.locale.en-US.yaml
@@ -0,0 +1,21 @@
+# yaml-language-server: $schema=https://aka.ms/winget-manifest.defaultlocale.1.0.0.schema.json
+PackageIdentifier: OctopusDeploy.Tentacle
+PackageVersion: 6.0.559
+PackageLocale: en-US
+LicenseUrl: https://octopus.com/legal/customer-agreement
+Moniker: octopus-server
+Tags:
+- dotnet
+- octopus
+- build
+- deploy
+- devops
+- tentacle
+PackageUrl: https://octopus.com/docs/infrastructure/deployment-targets/windows-targets
+Publisher: Octopus Deploy
+PackageName: Octopus Tentacle
+License: Copyright © 2021 Octopus Deploy
+ShortDescription: Tentacle is the deployment agent for Octopus, a deployment system for .NET developers.
+ManifestType: defaultLocale
+ManifestVersion: 1.0.0
+
diff --git a/manifests/o/OctopusDeploy/Tentacle/6.0.559/OctopusDeploy.Tentacle.yaml b/manifests/o/OctopusDeploy/Tentacle/6.0.559/OctopusDeploy.Tentacle.yaml
new file mode 100644
index 000000000..a0daa60b9
--- /dev/null
+++ b/manifests/o/OctopusDeploy/Tentacle/6.0.559/OctopusDeploy.Tentacle.yaml
@@ -0,0 +1,7 @@
+# yaml-language-server: $schema=https://aka.ms/winget-manifest.version.1.0.0.schema.json
+PackageIdentifier: OctopusDeploy.Tentacle
+PackageVersion: 6.0.559
+DefaultLocale: en-US
+ManifestType: version
+ManifestVersion: 1.0.0
+