diff --git a/release/servicing/centos7/docker/Dockerfile b/release/servicing/centos7/docker/Dockerfile
index a68dc88f8..d77c97cb7 100644
--- a/release/servicing/centos7/docker/Dockerfile
+++ b/release/servicing/centos7/docker/Dockerfile
@@ -28,6 +28,8 @@ RUN curl -sSL ${PS_PACKAGE_URL} -o /tmp/powershell.rpm \
       gssntlmssp \
       # less is required for help in powershell
       less \
+      # PowerShell remoting over SSH dependencies
+      openssh-clients \
     && yum upgrade-minimal -y --security \
     && yum clean all \
     && localedef --charmap=UTF-8 --inputfile=en_US $LANG \
diff --git a/release/servicing/debian9/docker/Dockerfile b/release/servicing/debian9/docker/Dockerfile
index 29954e8d9..f6653e269 100644
--- a/release/servicing/debian9/docker/Dockerfile
+++ b/release/servicing/debian9/docker/Dockerfile
@@ -27,6 +27,8 @@ RUN apt-get update \
     # required for SSL
         ca-certificates \
         gss-ntlmssp \
+    # PowerShell remoting over SSH dependencies
+        openssh-client \
     # Download the Linux package and save it
     && echo ${PS_PACKAGE_URL} \
     && curl -sSL ${PS_PACKAGE_URL} -o /tmp/powershell.deb \
diff --git a/release/servicing/opensuse423/docker/Dockerfile b/release/servicing/opensuse423/docker/Dockerfile
index 55d851800..4c848c848 100644
--- a/release/servicing/opensuse423/docker/Dockerfile
+++ b/release/servicing/opensuse423/docker/Dockerfile
@@ -60,6 +60,8 @@ RUN zypper --non-interactive update --skip-interactive \
         libicu \
         openssl \
         less \
+        # PowerShell remoting over SSH dependencies
+        openssh-clients \
     && localedef --charmap=UTF-8 --inputfile=en_US $LANG \
     # Create the pwsh symbolic link that points to powershell
     && ln -s ${PS_INSTALL_FOLDER}/pwsh /usr/bin/pwsh \
diff --git a/release/servicing/ubuntu16.04/docker/Dockerfile b/release/servicing/ubuntu16.04/docker/Dockerfile
index ada151996..94072afab 100644
--- a/release/servicing/ubuntu16.04/docker/Dockerfile
+++ b/release/servicing/ubuntu16.04/docker/Dockerfile
@@ -27,6 +27,8 @@ RUN apt-get update \
     # required for SSL
         ca-certificates \
         gss-ntlmssp \
+    # PowerShell remoting over SSH dependencies
+        openssh-client \
     # Download the Linux package and save it
     && echo ${PS_PACKAGE_URL} \
     && curl -sSL ${PS_PACKAGE_URL} -o /tmp/powershell.deb \
diff --git a/release/servicing/ubuntu18.04/docker/Dockerfile b/release/servicing/ubuntu18.04/docker/Dockerfile
index 2f48a4b50..184c5aec6 100644
--- a/release/servicing/ubuntu18.04/docker/Dockerfile
+++ b/release/servicing/ubuntu18.04/docker/Dockerfile
@@ -27,6 +27,8 @@ RUN apt-get update \
     # required for SSL
         ca-certificates \
         gss-ntlmssp \
+    # PowerShell remoting over SSH dependencies
+        openssh-client \
     # Download the Linux package and save it
     && echo ${PS_PACKAGE_URL} \
     && curl -sSL ${PS_PACKAGE_URL} -o /tmp/powershell.deb \