diff --git a/debian/jessie/Dockerfile b/debian/jessie/Dockerfile
new file mode 100644
index 0000000..19ca13e
--- /dev/null
+++ b/debian/jessie/Dockerfile
@@ -0,0 +1,43 @@
+FROM debian:jessie
+LABEL maintainer="TwinDB Development Team <dev@twindb.com>"
+EXPOSE 22
+EXPOSE 3306
+
+# Install packages
+RUN \
+    apt-get update; \
+    apt-get -y install curl lsb-release wget netcat sudo \
+        openssh-client openssh-server
+
+# Install Oracle Repo
+RUN mysql_repo=mysql-apt-config_0.8.9-1_all.deb ; \
+    curl --location https://dev.mysql.com/get/${mysql_repo} > /tmp/${mysql_repo} ; \
+    DEBIAN_FRONTEND=noninteractive dpkg -i /tmp/${mysql_repo} ; \
+    apt-get update
+
+
+# Install/start sshd
+RUN \
+    mkdir /var/run/sshd ; \
+    mkdir -p /root/.ssh/ ; \
+    /bin/chown root:root /root/.ssh ; \
+    /bin/chmod 700 /root/.ssh/ ; \
+    /usr/sbin/sshd
+
+COPY id_rsa.pub /root/.ssh/authorized_keys
+RUN \
+    /bin/chmod 600 /root/.ssh/authorized_keys ; \
+    /bin/chown root:root /root/.ssh/authorized_keys
+
+# Install/start MySQL
+RUN mkdir -p /etc/mysql
+ADD my-master-legacy.cnf /etc/mysql/my.cnf
+
+RUN DEBIAN_FRONTEND=noninteractive \
+    apt-get -y install mysql-community-server mysql-community-client
+
+COPY docker-entrypoint.sh /usr/local/bin/
+RUN /bin/chmod 755 /usr/local/bin/docker-entrypoint.sh
+ENTRYPOINT ["/usr/local/bin/docker-entrypoint.sh"]
+
+CMD ["mysqld", "--user=root"]
diff --git a/debian/jessie/docker-entrypoint.sh b/debian/jessie/docker-entrypoint.sh
new file mode 100644
index 0000000..9a97e1e
--- /dev/null
+++ b/debian/jessie/docker-entrypoint.sh
@@ -0,0 +1,11 @@
+#!/usr/bin/env bash
+DATADIR="/var/lib/mysql"
+
+rm -rf ${DATADIR}
+mkdir -p ${DATADIR}
+
+mysqld --initialize-insecure --user=root
+/bin/chown -R mysql:mysql "${DATADIR}" /var/run/mysqld
+/bin/chown 777 /var/run/mysqld
+
+exec mysqld --user=root
\ No newline at end of file
diff --git a/debian/jessie/id_rsa.pub b/debian/jessie/id_rsa.pub
new file mode 100644
index 0000000..f9e3b80
--- /dev/null
+++ b/debian/jessie/id_rsa.pub
@@ -0,0 +1 @@
+ssh-rsa AAAAB3NzaC1yc2EAAAABIwAAAQEAyXxAjPShNGAedbaEtltFI6A7RlsyI+4evxTq6uQrgbJ6Hm+pHBXshXQYXDyVjvytaM+6GKF+r+6+C+6Wc5Xz4lLO/ZiSCdPbyEgqw1JoHrgPNpc6wmCtjJExxjzvpwSVgbZg3xOdqW1y+TyqeUkXEg/Lm4VZhN1Q/KyGCgBlWuAXoOYRGhaNWqcnr/Wn5YzVHAx2yJNrurtKLVYVMIkGcN/6OUaPpWqKZLaXiK/28PSZ5GdTDmxRg4W0pdyGEYQndpPlpLF4w5gNUEhVZM8hWVE29+DIW3XXVYGYchxmkhU7wrGxxZR+k5AT+7g8VspVS8zNMXM9Z27w55EQuluNMQ== root@testdriver.box
\ No newline at end of file
diff --git a/debian/jessie/my-master-legacy.cnf b/debian/jessie/my-master-legacy.cnf
new file mode 100644
index 0000000..bebbf2b
--- /dev/null
+++ b/debian/jessie/my-master-legacy.cnf
@@ -0,0 +1,14 @@
+[mysqld]
+user=root
+datadir=/var/lib/mysql
+socket=/var/lib/mysql/mysql.sock
+# Disabling symbolic-links is recommended to prevent assorted security risks
+symbolic-links=0
+
+server_id=100
+log-bin=mysql-bin
+log-slave-updates
+
+[mysqld_safe]
+log-error=/var/log/mysqld.log
+pid-file=/var/run/mysqld/mysqld.pid