diff --git a/.github/workflows/alpine.yml b/.github/workflows/base.yml
similarity index 68%
rename from .github/workflows/alpine.yml
rename to .github/workflows/base.yml
index 2e606c0..3a37190 100644
--- a/.github/workflows/alpine.yml
+++ b/.github/workflows/base.yml
@@ -1,4 +1,4 @@
-name: build alpine
+name: build oses
 on:
   schedule:
     - cron: "0 0 * * 1"
@@ -6,13 +6,17 @@ on:
     branches:
       - master
     paths:
-      - alpine/**
+      - oses/**
 jobs:
   push:
-    name: "yolks:alpine"
+    name: "yolks:${{ matrix.oses }}"
     runs-on: ubuntu-latest
     strategy:
       fail-fast: false
+      matrix:
+        oses:
+          - alpine
+          - debian
     steps:
       - uses: actions/checkout@v2
       - uses: docker/setup-buildx-action@v1
@@ -26,9 +30,9 @@ jobs:
           password: ${{ secrets.REGISTRY_TOKEN }}
       - uses: docker/build-push-action@v2
         with:
-          context: ./alpine
-          file: ./alpine/Dockerfile
+          context: ./oses/${{ matrix.oses }}
+          file: ./oses/${{ matrix.oses }}/Dockerfile
           platforms: linux/amd64
           push: true
           tags: |
-            ghcr.io/pterodactyl/yolks:alpine
+            ghcr.io/pterodactyl/yolks:${{ matrix.oses }}
diff --git a/README.md b/README.md
index 1ea0849..852717e 100644
--- a/README.md
+++ b/README.md
@@ -26,6 +26,10 @@ is tagged correctly.
 
 ## Available Images
 
+* [`alpine`](https://github.com/pterodactyl/yolks/tree/master/oses/alpine)
+  * `ghcr.io/pterodactyl/yolks:alpine`
+* [`debian`](https://github.com/pterodactyl/yolks/tree/master/oses/debian)
+  * `ghcr.io/pterodactyl/yolks:debian`
 * [`fivem`](https://github.com/pterodactyl/yolks/tree/master/games/fivem)
   * `ghcr.io/pterodactyl/games:fivem`
 * [`golang`](https://github.com/pterodactyl/yolks/tree/master/go)
diff --git a/alpine/Dockerfile b/oses/alpine/Dockerfile
similarity index 100%
rename from alpine/Dockerfile
rename to oses/alpine/Dockerfile
diff --git a/alpine/entrypoint.sh b/oses/alpine/entrypoint.sh
similarity index 100%
rename from alpine/entrypoint.sh
rename to oses/alpine/entrypoint.sh
diff --git a/oses/debian/Dockerfile b/oses/debian/Dockerfile
new file mode 100644
index 0000000..ecf0b0f
--- /dev/null
+++ b/oses/debian/Dockerfile
@@ -0,0 +1,23 @@
+FROM        --platform=linux/amd64 debian:buster-slim
+
+LABEL       author="Michael Parker" maintainer="parker@pterodactyl.io"
+
+LABEL       org.opencontainers.image.source="https://github.com/pterodactyl/yolks"
+LABEL       org.opencontainers.image.licenses=MIT
+
+RUN         apt update && apt upgrade -y \
+				&& apt install -y gcc g++ libgcc1 lib32gcc1 libc++-dev gdb libc6 git wget curl tar zip unzip binutils xz-utils liblzo2-2 cabextract iproute2 net-tools netcat telnet libatomic1 libsdl1.2debian libsdl2-2.0-0 \
+    			libfontconfig libicu63 icu-devtools libunwind8 libssl-dev sqlite3 libsqlite3-dev libmariadbclient-dev libduktape203 locales ffmpeg gnupg2 apt-transport-https software-properties-common ca-certificates tzdata \
+    			liblua5.3 libz-dev rapidjson-dev \
+				&& update-locale lang=en_US.UTF-8 \
+				&& dpkg-reconfigure --frontend noninteractive locales \
+				&& useradd -m -d /home/container -s /bin/bash container
+
+USER        container
+ENV         USER=container HOME=/home/container
+ENV         DEBIAN_FRONTEND noninteractive
+
+WORKDIR     /home/container
+
+COPY        ./entrypoint.sh /entrypoint.sh
+CMD         [ "/bin/bash", "/entrypoint.sh" ]
diff --git a/oses/debian/entrypoint.sh b/oses/debian/entrypoint.sh
new file mode 100644
index 0000000..d5cfc60
--- /dev/null
+++ b/oses/debian/entrypoint.sh
@@ -0,0 +1,45 @@
+#!/bin/bash
+
+#
+# Copyright (c) 2021 Matthew Penner
+#
+# Permission is hereby granted, free of charge, to any person obtaining a copy
+# of this software and associated documentation files (the "Software"), to deal
+# in the Software without restriction, including without limitation the rights
+# to use, copy, modify, merge, publish, distribute, sublicense, and/or sell
+# copies of the Software, and to permit persons to whom the Software is
+# furnished to do so, subject to the following conditions:
+#
+# The above copyright notice and this permission notice shall be included in all
+# copies or substantial portions of the Software.
+#
+# THE SOFTWARE IS PROVIDED "AS IS", WITHOUT WARRANTY OF ANY KIND, EXPRESS OR
+# IMPLIED, INCLUDING BUT NOT LIMITED TO THE WARRANTIES OF MERCHANTABILITY,
+# FITNESS FOR A PARTICULAR PURPOSE AND NONINFRINGEMENT. IN NO EVENT SHALL THE
+# AUTHORS OR COPYRIGHT HOLDERS BE LIABLE FOR ANY CLAIM, DAMAGES OR OTHER
+# LIABILITY, WHETHER IN AN ACTION OF CONTRACT, TORT OR OTHERWISE, ARISING FROM,
+# OUT OF OR IN CONNECTION WITH THE SOFTWARE OR THE USE OR OTHER DEALINGS IN THE
+# SOFTWARE.
+#
+
+# Default the TZ environment variable to UTC.
+TZ=${TZ:-UTC}
+export TZ
+
+# Set environment variable that holds the Internal Docker IP
+INTERNAL_IP=$(ip route get 1 | awk '{print $NF;exit}')
+export INTERNAL_IP
+
+# Switch to the container's working directory
+cd /home/container || exit 1
+
+# Convert all of the "{{VARIABLE}}" parts of the command into the expected shell
+# variable format of "${VARIABLE}" before evaluating the string and automatically
+# replacing the values.
+PARSED=$(echo "${STARTUP}" | sed -e 's/{{/${/g' -e 's/}}/}/g' | eval echo "$(cat -)")
+
+# Display the command we're running in the output, and then execute it with the env
+# from the container itself.
+printf "\033[1m\033[33mcontainer@pterodactyl~ \033[0m%s\n" "$PARSED"
+# shellcheck disable=SC2086
+exec env ${PARSED}