diff --git a/.github/workflows/audit.yml b/.github/workflows/audit.yml
index ad179b2..efccb8b 100644
--- a/.github/workflows/audit.yml
+++ b/.github/workflows/audit.yml
@@ -31,7 +31,7 @@ jobs:
           cache-to: type=gha,mode=max
       - name: Run Test Container
         run: |
-          docker run --rm -d -e SSHD_PORT=2222 -p 2222:2222 --name jumpbox jumpbox:policy-test
+          docker run --rm -d -e SSHD_PORT=2222 -p 2222:2222 --name jumpbox jumpbox:policy-test && sleep 10
       - name: Setup Python
         uses: actions/setup-python@v4
         with:
diff --git a/.github/workflows/fail2ban.yml b/.github/workflows/fail2ban.yml
new file mode 100644
index 0000000..5fd2c27
--- /dev/null
+++ b/.github/workflows/fail2ban.yml
@@ -0,0 +1,54 @@
+name: Release Fail2Ban
+
+on:
+  workflow_dispatch:
+  schedule:
+    - cron: "0 2 1 * *"
+  push:
+    tags:
+      - "v*"
+
+jobs:
+  docker-release:
+    name: Fail2Ban Docker Release
+    runs-on: ubuntu-latest
+    steps:
+      - name: Checkout
+        uses: actions/checkout@v3
+      - name: Setup QEMU
+        uses: docker/setup-qemu-action@v2
+      - name: Setup Docker Buildx
+        uses: docker/setup-buildx-action@v2
+      - name: Login to GitHub Container Registry
+        uses: docker/login-action@v2
+        with:
+          registry: ghcr.io
+          username: ${{ github.actor }}
+          password: ${{ secrets.GITHUB_TOKEN }}
+      - name: Container Metadata
+        id: metadata
+        uses: docker/metadata-action@v4
+        with:
+          images: |
+            ghcr.io/${{ github.repository_owner }}/jumpbox-fail2ban
+          flavor: |
+            latest=false
+            prefix=
+            suffix=
+          tags: |
+            type=raw,value=latest,enable={{is_default_branch}}
+            type=ref,event=branch
+            type=semver,pattern={{version}}
+            type=semver,pattern={{major}}.{{minor}}
+            type=semver,pattern={{major}}
+      - name: Build and Push Container
+        uses: docker/build-push-action@v4
+        with:
+          context: .
+          file: build/fail2ban.Dockerfile
+          push: true
+          platforms: linux/amd64,linux/386,linux/arm64,linux/arm/v6,linux/arm/v7
+          tags: ${{ steps.metadata.outputs.tags }}
+          labels: ${{ steps.metadata.outputs.labels }}
+          cache-from: type=gha
+          cache-to: type=gha,mode=max
diff --git a/.github/workflows/release.yml b/.github/workflows/release.yml
index c7d6903..7b9e648 100644
--- a/.github/workflows/release.yml
+++ b/.github/workflows/release.yml
@@ -1,4 +1,4 @@
-name: Release
+name: Release Jumpbox
 
 on:
   workflow_dispatch:
diff --git a/.gitignore b/.gitignore
index cd172d9..24d79fa 100644
--- a/.gitignore
+++ b/.gitignore
@@ -1,2 +1,3 @@
 example/*
-!example/authorized_keys.json
+!example/.env
+!example/docker-compose.yml
diff --git a/README.md b/README.md
index 40dd25b..276ea53 100644
--- a/README.md
+++ b/README.md
@@ -19,6 +19,8 @@ Whilst the objective of this project was to keep things simple (a large motivato
 
 - **Policy**: To ensure the SSH server being deployed is hardened as desired, you can use [`ssh-audit`](https://github.com/jtesta/ssh-audit), a tool that can check if an SSH server meets a given configuration security policy. Included is a good starting policy for an SSH server using OpenSSH 9, ensuring all and only the recommended key types (Host, Kex, Macs) are supported.
 
+- **Fail2Ban**: Writes logs to a file via a syslog server, in turn allowing [Fail2Ban](https://www.fail2ban.org/wiki/index.php/Main_Page) to block malicious connections. As Fail2Ban is expected to exist outside the jumpbox container (either on the host system or in a different container), the jumpbox itself needs no extra permissions to support this. See the example [docker-compose](./example/docker-compose.yml) for a way to set this up.
+
 - **Actions**: The dockerized jumpbox here, along with [`watchtower`](https://containrrr.dev/watchtower/) can create an SSH server managed by GitHub Actions. Provided the SSH users and keys are [baked in](#full-usage), the Release workflow provided with this repository will:
    - Validate the `authorized_keys` JSON file
    - Ensure all provided users are valid usernames
@@ -108,7 +110,7 @@ This is perhaps the best way to use Jumpbox, especially if it is for an organiza
 
 ## Configuration
 
-- **SSH Server**: Configure the SSH server by modifying the [`sshd_config`](sshd/sshd_config) file. Included is a sensible default for a Jumpbox host as of November 2022. To modify the internal port used for the SSH server, make sure to use the `SSHD_PORT` environment variable.
+- **SSH Server**: Configure the SSH server by modifying the [`sshd_config`](sshd/sshd_config) file. Included is a sensible default for a Jumpbox host as of November 2022. To modify the internal port used for the SSH server, make sure to use the `SSHD_PORT` environment variable. Also, always ensure that the internal SSH server port is the same as the exposed port. Having a port mapping where the internal and external ports are different will break some features. See the example docker-compose file for more on how to do this easily.
 
 - **Users & Keys**: Regardless of if you are using baked in keys or mounted, the format anc common issues are the same. See [here](./example/keys/README.md) for more.
 
diff --git a/build/Dockerfile b/build/Dockerfile
index 5284074..532e42d 100644
--- a/build/Dockerfile
+++ b/build/Dockerfile
@@ -1,4 +1,4 @@
-FROM alpine:3.17 as endlessh-builder
+FROM alpine:3.18 as endlessh-builder
 
 RUN apk add --no-cache build-base git
 WORKDIR /src
@@ -6,13 +6,20 @@ ARG ENDLESSH_VERSION=1.1
 RUN git clone -b ${ENDLESSH_VERSION} https://github.com/skeeto/endlessh .
 RUN make
 
-FROM alpine:3.17
 
-RUN apk add --no-cache curl \
+FROM alpine:3.18
+
+RUN apk add --no-cache --progress --quiet \
+  bash \
+  curl \
   gettext \
   jq \
   openssh-server \
-  shadow
+  rsyslog \
+  shadow \
+  tzdata
+
+RUN sed -i '/imklog/s/^/#/' /etc/rsyslog.conf
 
 COPY --from=endlessh-builder /src/endlessh /usr/local/bin/endlessh
 
@@ -27,7 +34,8 @@ COPY sshd/sshd_config /etc/ssh/sshd_config_template
 COPY keys/authorized_keys.json /etc/ssh/keys.d/authorized_keys.json
 RUN chown nobody:nogroup /etc/ssh/keys.d/authorized_keys.json
 
-ENV SSHD_PORT 2222
-ENV ENDLESSH_PORT 22
+ENV TZ=Europe/London
+ENV SSHD_PORT=2222
+ENV ENDLESSH_PORT=22
 
 ENTRYPOINT [ "/usr/local/bin/entrypoint.sh" ]
diff --git a/build/entrypoint.sh b/build/entrypoint.sh
index fa25b94..6789654 100644
--- a/build/entrypoint.sh
+++ b/build/entrypoint.sh
@@ -1,5 +1,15 @@
-#!/bin/ash
-set -e
+#!/usr/bin/env bash
+set -o errexit
+set -o nounset
+set -o pipefail
+if [[ "${TRACE-0}" == "1" ]]; then
+  set -o xtrace
+fi
+
+echo "Setting timezone..."
+TZ=${TZ:-UTC}
+ln -snf "/usr/share/zoneinfo/${TZ}" /etc/localtime
+echo "${TZ}" > /etc/timezone
 
 echo "Setting up host keys..."
 hostkeys_dir=/etc/ssh/hostkeys.d
@@ -10,6 +20,7 @@ for t in ed25519 rsa-sha2-256 rsa-sha2-512; do
     echo "Generating ${t} host key"
     rm -f "${file_name}" "${file_name}.pub"
     ssh-keygen -t $t -h -q -N "" -C "" -f "$file_name"
+    chmod 0600 "${file_name}"
   fi
 done
 
@@ -17,20 +28,23 @@ echo "Setting up users..."
 keys_dir=/etc/ssh/keys.d
 mkdir -p ${keys_dir}
 echo "Creating users..."
-jq -r 'keys_unsorted[]' ${keys_dir}/authorized_keys.json | while read u; do
+jq -r 'keys_unsorted[]' ${keys_dir}/authorized_keys.json | while read -r u; do
   echo "Creating user ${u}"
   adduser -D -H -s /sbin/nologin "${u}"
-  sed -i s/${u}:!/"${u}:*"/g /etc/shadow
+  sed -i s/"${u}:!"/"${u}:*"/g /etc/shadow
 done
 
 echo "Creating sshd configuration..."
 envsubst < /etc/ssh/sshd_config_template > /etc/ssh/sshd_config_envsubst
 mv /etc/ssh/sshd_config_envsubst /etc/ssh/sshd_config
 
-if [[ ${ENDLESSH_PORT} -ne "0" ]]; then
+echo  "Running syslog..."
+rsyslogd
+
+if [[ "${ENDLESSH_PORT}" -ne "0" ]]; then
   echo "Running endlessh server..."
-  /usr/local/bin/endlessh -p ${ENDLESSH_PORT} -v &
+  /usr/local/bin/endlessh -p "${ENDLESSH_PORT}" -v &
 fi
 
 echo "Running SSH server..."
-/usr/sbin/sshd -D -f /etc/ssh/sshd_config -e -p ${SSHD_PORT}
+/usr/sbin/sshd -D -f /etc/ssh/sshd_config -p "${SSHD_PORT}"
diff --git a/build/fail2ban.Dockerfile b/build/fail2ban.Dockerfile
new file mode 100644
index 0000000..3146f57
--- /dev/null
+++ b/build/fail2ban.Dockerfile
@@ -0,0 +1,24 @@
+FROM alpine:3.18
+
+RUN apk add --no-cache --progress --quiet \
+  bash \
+  fail2ban \
+  ipset \
+  iptables \
+  ip6tables \
+  kmod \
+  nftables \
+  tzdata
+
+RUN rm -r /etc/fail2ban/jail.d/* && \
+  rm -rf /etc/fail2ban/action.d/nftables-common.local
+COPY fail2ban/jail.d/* /etc/fail2ban/jail.d/
+COPY fail2ban/action.d/nftables-common.local /etc/fail2ban/action.d/nftables-common.local
+
+COPY build/fail2ban.entrypoint.sh /usr/local/bin/entrypoint.sh
+RUN chmod +x /usr/local/bin/entrypoint.sh
+
+ENV TZ=Europe/London
+ENV SSHD_PORT=2222
+
+ENTRYPOINT [ "/usr/local/bin/entrypoint.sh" ]
diff --git a/build/fail2ban.entrypoint.sh b/build/fail2ban.entrypoint.sh
new file mode 100644
index 0000000..ca0f3f7
--- /dev/null
+++ b/build/fail2ban.entrypoint.sh
@@ -0,0 +1,18 @@
+#!/usr/bin/env bash
+set -o errexit
+set -o nounset
+set -o pipefail
+if [[ "${TRACE-0}" == "1" ]]; then
+  set -o xtrace
+fi
+
+echo "Setting timezone..."
+TZ=${TZ:-UTC}
+ln -snf "/usr/share/zoneinfo/${TZ}" /etc/localtime
+echo "${TZ}" > /etc/timezone
+
+echo "Configuring fail2ban..."
+sed -i "s/port = ssh/port = ${SSHD_PORT}/g" /etc/fail2ban/jail.d/sshd.conf
+
+echo "Running fail2ban..."
+fail2ban-server -x -v -f start
diff --git a/example/.env b/example/.env
new file mode 100644
index 0000000..de5a862
--- /dev/null
+++ b/example/.env
@@ -0,0 +1,3 @@
+SSHD_PORT=2222
+ENDLESSH_PORT=22
+TZ=Europe/London
diff --git a/example/docker-compose.yml b/example/docker-compose.yml
index c998961..70f2399 100644
--- a/example/docker-compose.yml
+++ b/example/docker-compose.yml
@@ -4,26 +4,46 @@ services:
   jumpbox:
     container_name: jumpbox
     image: ghcr.io/willfantom/jumpbox:latest
+    restart: unless-stopped
     ports:
-      - 22:22/tcp
-      - 2222:2222/tcp
+      - ${ENDLESSH_PORT}:${ENDLESSH_PORT}/tcp
+      - ${SSHD_PORT}:${SSHD_PORT}/tcp
     volumes:
       - ./hostkeys:/etc/ssh/hostkeys.d
+      - ./logs:/var/log:rw
       # - ./keys:/etc/ssh/keys.d # Include to use mounted keys rather than the ones baked in
     environment:
-      - SSHD_PORT=2222
-      - ENDLESSH_PORT=22
+      - TZ=${TZ}
+      - SSHD_PORT=${SSHD_PORT}
+      - ENDLESSH_PORT=${ENDLESSH_PORT}
     labels:
       - "com.centurylinklabs.watchtower.scope=sshjumpbox"
       - "com.centurylinklabs.watchtower.enable=true"
 
-  # Required for auto-pulling updated images from github
   watchtower:
-    container_name: watchtower
+    container_name: jumpbox_watchtower
     image: containrrr/watchtower
+    restart: unless-stopped
     volumes:
       - /var/run/docker.sock:/var/run/docker.sock
     command: --interval 30 --scope sshjumpbox
     labels:
       - "com.centurylinklabs.watchtower.scope=sshjumpbox"
       - "com.centurylinklabs.watchtower.enable=false"
+
+  fail2ban:
+    container_name: jumpbox_fail2ban
+    image: ghcr.io/willfantom/jumpbox-fail2ban:latest
+    restart: unless-stopped
+    cap_add:
+      - NET_ADMIN
+      - NET_RAW
+    network_mode: host
+    volumes:
+      - ./logs:/var/log:rw
+    environment:
+      - TZ=${TZ}
+      - SSHD_PORT=${SSHD_PORT}
+    labels:
+      - "com.centurylinklabs.watchtower.scope=sshjumpbox"
+      - "com.centurylinklabs.watchtower.enable=true"
diff --git a/fail2ban/action.d/nftables-common.local b/fail2ban/action.d/nftables-common.local
new file mode 100644
index 0000000..daf6c62
--- /dev/null
+++ b/fail2ban/action.d/nftables-common.local
@@ -0,0 +1,3 @@
+[Init]
+table = f2b-table-docker
+chain_hook = forward
diff --git a/fail2ban/jail.d/default.conf b/fail2ban/jail.d/default.conf
new file mode 100644
index 0000000..74cf886
--- /dev/null
+++ b/fail2ban/jail.d/default.conf
@@ -0,0 +1,2 @@
+[DEFAULT]
+banaction = nftables[type=multiport]
diff --git a/fail2ban/jail.d/sshd.conf b/fail2ban/jail.d/sshd.conf
new file mode 100644
index 0000000..049b05b
--- /dev/null
+++ b/fail2ban/jail.d/sshd.conf
@@ -0,0 +1,15 @@
+[sshd]
+enabled  = true
+filter   = alpine-sshd
+logpath  = /var/log/messages
+maxretry = 10
+chain = DOCKER-USER
+port = ssh
+
+[sshd-ddos]
+enabled  = true
+filter   = alpine-sshd-ddos
+logpath  = /var/log/messages
+maxretry = 10
+chain = DOCKER-USER
+port = ssh
diff --git a/sshd/authorized_keys.sh b/sshd/authorized_keys.sh
index 37f232e..3957afa 100755
--- a/sshd/authorized_keys.sh
+++ b/sshd/authorized_keys.sh
@@ -1,4 +1,10 @@
-#!/bin/ash
+#!/usr/bin/env bash
+set -o errexit
+set -o nounset
+set -o pipefail
+if [[ "${TRACE-0}" == "1" ]]; then
+  set -o xtrace
+fi
 
 # validate the username, sanitizing the lookup next
 regex="^[a-z_]([a-z0-9_-]{0,31}|[a-z0-9_-]{0,30}\$)$"
@@ -7,7 +13,7 @@ if [[ ! $1 =~ ${regex} ]]; then
 fi
 
 # find keys for given user
-jq -r -c .${1}'[]' /etc/ssh/keys.d/authorized_keys.json | while read k; do
+jq -r -c ."${1}"'[]' /etc/ssh/keys.d/authorized_keys.json | while read -r k; do
   echo "$k"
   exit 0
 done
diff --git a/sshd/banner b/sshd/banner
index 88fea57..db2ce63 100644
--- a/sshd/banner
+++ b/sshd/banner
@@ -10,4 +10,4 @@ F    aaa r    qqq   uuu aaa aaa  ddd
 ------------------------------------
 
 
-|> https://github.com/willfantom/jumpbox <|
\ No newline at end of file
+|> https://github.com/willfantom/jumpbox <|
diff --git a/sshd/sshd_config b/sshd/sshd_config
index 99ff163..ce61910 100644
--- a/sshd/sshd_config
+++ b/sshd/sshd_config
@@ -33,3 +33,6 @@ ClientAliveCountMax 20
 ClientAliveInterval 30
 PrintMotd no
 Banner /etc/ssh/banner
+
+# Use Syslog
+SyslogFacility  AUTH