diff --git a/Dockerfile b/Dockerfile
index 240468f..6533e49 100644
--- a/Dockerfile
+++ b/Dockerfile
@@ -20,7 +20,7 @@ RUN groupmod \
 # Rename the first non-root user to jackson
 RUN usermod \
   --home $HOME \
-  --groups docker \
+  --groups $USER,docker \
   --login $USER \
   --move-home \
   $BASE_USER
@@ -49,7 +49,7 @@ RUN apt update && apt install --yes \
 
 # Add user to groups required to run chrome
 RUN groupadd --system chrome && \
-  usermod --groups audio,chrome,video $USER
+  usermod --append --groups audio,chrome,video $USER
 
 # Install vs code
 RUN echo 'deb http://au.archive.ubuntu.com/ubuntu/ xenial main restricted universe' > /etc/apt/sources.list && \
@@ -70,24 +70,6 @@ RUN apt install --yes \
 # Enable password-less sudo for user
 RUN echo "$USER ALL=(ALL) NOPASSWD:ALL" >> /etc/sudoers
 
-# Clear and re-cache zsh plugins
-RUN zsh -c "source antigen.zsh; antigen reset; source $HOME/.zshrc"
-
-# Clone dotfiles configuration
-RUN alias https-to-git="sed 's;https://github.com/\(.*\);git@github.com:\1.git;'"
-RUN git clone https://github.com/sabrehagen/dotfiles-alacritty
-RUN git clone https://github.com/sabrehagen/dotfiles-code
-RUN git clone https://github.com/sabrehagen/dotfiles-git
-RUN git clone https://github.com/sabrehagen/dotfiles-scripts
-RUN git clone https://github.com/sabrehagen/dotfiles-tmux
-RUN git clone https://github.com/sabrehagen/dotfiles-vcsh
-RUN git clone https://github.com/sabrehagen/dotfiles-zsh
-
-# Add program configurations
-COPY config/tmuxinator $HOME/.config/tmuxinator
-COPY config/zsh/.zshenv $HOME/.zshenv.desktop
-RUN sed -i '1s;^;source $HOME/.zshenv.desktop\n\n;' $HOME/.zshenv
-
 # Add custom binaries
 COPY bin /usr/local/bin
 
@@ -105,5 +87,19 @@ ENV CONTAINER_IMAGE_NAME sabrehagen/desktop-environment
 USER $USER
 WORKDIR $HOME
 
+# Remove base container configuration and clone dotfiles configuration
+RUN alias https-to-git="sed 's;https://github.com/\(.*\);git@github.com:\1.git;'"
+RUN vcsh clone https://github.com/sabrehagen/dotfiles-alacritty && \
+  vcsh clone https://github.com/sabrehagen/dotfiles-code && \
+  vcsh clone https://github.com/sabrehagen/dotfiles-scripts
+
+# Add program configurations
+COPY config/tmuxinator $HOME/.config/tmuxinator
+COPY config/zsh/.zshenv $HOME/.zshenv.desktop
+RUN sed -i '1s;^;source $HOME/.zshenv.desktop\n\n;' $HOME/.zshenv
+
+# Clear and re-cache zsh plugins
+RUN zsh -c "source antigen.zsh; antigen reset; source $HOME/.zshrc"
+
 # Start the long-lived tmux session
-CMD zsh -c "tmux new-session -d -s $STEMN_TMUX_SESSION && sleep infinity"
+CMD zsh
diff --git a/config/zsh/.zshenv b/config/zsh/.zshenv
index 69475fb..2e83fb2 100644
--- a/config/zsh/.zshenv
+++ b/config/zsh/.zshenv
@@ -4,4 +4,7 @@ touch $CONTAINER_TMUX_SOCKET
 alias tmux="tmux -u -S $CONTAINER_TMUX_SOCKET"
 
 # Change to the most frequently used directory
-cd $HOME/repositories/stemn/stemn-backend
+STARTUP_DIR=$HOME/repositories/stemn/stemn-backend
+if [ -d $STARTUP_DIR ]; then
+  cd $STARTUP_DIR
+fi
diff --git a/scripts/bootstrap-host.sh b/scripts/bootstrap-host.sh
index 9a94eba..3946d7b 100755
--- a/scripts/bootstrap-host.sh
+++ b/scripts/bootstrap-host.sh
@@ -1,28 +1,51 @@
+# Script is run as root to create the host user
+if [ $USER != "root" ]; then
+  echo "Host configuration script must be run as root!"
+  exit 1
+fi
+
 # Host user configuration
-HOST_USER=$(whoami)
-HOST_HOME=$HOME
+HOST_USER=jackson
+HOST_USER_ID=1000
+HOST_HOME=/$HOST_USER/home
 
-# Container user configuration
-CONTAINER_USER=jackson
-CONTAINER_HOME=/$CONTAINER_USER/home
+# Make the host user home directory
+mkdir -p $HOST_HOME
 
-# Install docker on the host
-apt update && apt install --yes \
-  docker.io
+# Create the host user group
+groupadd \
+  --gid $HOST_USER_ID \
+  $HOST_USER
 
-# Add the container user to the docker group on the host
-usermod -aG docker $CONTAINER_USER
+# Create the host user
+useradd \
+  --gid $HOST_USER_ID \
+  --uid $HOST_USER_ID \
+  $HOST_USER
+
+# Add the host user to the docker group
+usermod -aG docker $HOST_USER
 
 # Allow connections from docker containers to the host's X server
 xhost local:docker
 
-# Enable password-less sudo for the container user on the host
-echo "$HOST_USER ALL=(ALL) NOPASSWD:ALL" | sudo tee -a /etc/sudoers
+# Install utilities
+apt update && apt install --yes && \
+  docker.io && \
+  vcsh
+
+# Enable password-less sudo for the host user
+echo "$HOST_USER ALL=(ALL) NOPASSWD:ALL" | tee -a /etc/sudoers
 
 # Install alacritty on the host
-wget -q -O alacritty.deb https://github.com/jwilm/alacritty/releases/download/v0.2.5/Alacritty-v0.2.5_amd64.deb && \
+wget -O alacritty.deb https://github.com/jwilm/alacritty/releases/download/v0.2.5/Alacritty-v0.2.5_amd64.deb && \
   dpkg -i alacritty.deb && \
   rm alacritty.deb
 
-# Install the latest alacritty config on the host
-wget -q -O $HOST_HOME/.config/alacritty/alacritty.yml https://raw.githubusercontent.com/sabrehagen/dotfiles-alacritty/master/.config/alacritty/alacritty.yml
+# Take ownership of all files under the user's directory
+chown $HOST_USER:$HOST_USER /$HOST_USER
+
+# Install dotfiles configuration for host user
+su $HOST_USER
+vcsh clone https://github.com/sabrehagen/dotfiles-alacritty.git
+vcsh clone https://github.com/sabrehagen/dotfiles-scripts.git
diff --git a/scripts/bootstrap-volumes.sh b/scripts/bootstrap-volumes.sh
index 50b8884..3cdd0b3 100755
--- a/scripts/bootstrap-volumes.sh
+++ b/scripts/bootstrap-volumes.sh
@@ -2,6 +2,7 @@
 CONTAINER_USER=jackson
 JACKSON_CONFIG_CHROME=/$CONTAINER_USER/home/.config/google-chrome
 JACKSON_CONFIG_CODE=/$CONTAINER_USER/home/.config/Code
+JACKSON_CONFIG_GITHUB=/$CONTAINER_USER/home/.config/hub
 
 # Give the container user ownership of the JACKSON_CONFIG_CHROME volume
 docker run \
@@ -18,3 +19,11 @@ docker run \
   --volume JACKSON_CONFIG_CODE:$JACKSON_CONFIG_CODE \
   sabrehagen/desktop-environment:latest \
   chown -R $CONTAINER_USER:$CONTAINER_USER $JACKSON_CONFIG_CODE
+
+# Give the container user ownership of the JACKSON_CONFIG_GITHUB volume
+docker run \
+  --rm \
+  --user root \
+  --volume JACKSON_CONFIG_GITHUB:$JACKSON_CONFIG_GITHUB \
+  sabrehagen/desktop-environment:latest \
+  chown -R $CONTAINER_USER:$CONTAINER_USER $JACKSON_CONFIG_GITHUB
diff --git a/scripts/clean-hard.sh b/scripts/clean-hard.sh
index c4db9d5..594df2b 100755
--- a/scripts/clean-hard.sh
+++ b/scripts/clean-hard.sh
@@ -6,3 +6,4 @@ sh $REPO_ROOT/scripts/clean.sh
 # Remove volumes that can be recreated from scratch, but require manual configuration in app
 docker volume rm JACKSON_CONFIG_CODE
 docker volume rm JACKSON_CONFIG_CHROME
+docker volume rm JACKSON_CONFIG_GITHUB
diff --git a/scripts/start.sh b/scripts/start.sh
index 7f21dfd..a18eb2c 100755
--- a/scripts/start.sh
+++ b/scripts/start.sh
@@ -15,6 +15,7 @@ docker run \
   --env SSH_AUTH_SOCK=$JACKSON_HOME/.ssh/auth.sock \
   --env STEMN_GIT_EMAIL="$(git config --get user.email)" \
   --env STEMN_GIT_NAME="$(git config --get user.name)" \
+  --env STEMN_TMUX_SESSION=desktop-session \
   --group-add audio \
   --group-add video \
   --interactive \
@@ -24,6 +25,7 @@ docker run \
   --security-opt seccomp:$REPO_ROOT/config/chrome/chrome.json \
   --tty \
   --volume /dev/shm:/dev/shm \
+  --volume /etc/hosts:/etc/hosts \
   --volume /etc/localtime:/etc/localtime:ro \
   --volume /tmp/.X11-unix:/tmp/.X11-unix \
   --volume /var/run/docker.sock:/var/run/docker.sock \