diff --git a/.bashrc b/.bashrc
index 0549e39..24a1498 100644
--- a/.bashrc
+++ b/.bashrc
@@ -156,6 +156,13 @@ if ! shopt -oq posix; then
 fi
 
 
+# Enable completions for various tools
+command_exists invoke && eval "$(invoke --print-completion-script=bash)"
+command_exists nox && eval "$(register-python-argcomplete nox)"
+command_exists pip && eval "$(pip completion --bash)"
+command_exists pipx && eval "$(register-python-argcomplete pipx)"
+command_exists poetry && eval "$(poetry completions bash)"
+
 
 # ============
 # Key Bindings
@@ -234,5 +241,22 @@ _prompt_jobs() {
       (( $(jobs -rp | wc -l) )) && echo -e "\033[0;32m %\033[0m"
 }
 
-PS1='${chroot:+($_debian_chroot)}\w$(_prompt_git)$(_prompt_jobs) > '
+# Mimic zsh's pyenv/venv integration
+_prompt_pyenv() {
+    if [ -n "$VIRTUAL_ENV" ]; then
+        echo -e "\033[0;36m py $(python -c "import os, sys; (hasattr(sys, 'real_prefix') or (hasattr(sys, 'base_prefix') and sys.base_prefix != sys.prefix)) and print(os.path.basename(sys.prefix))")\033[0m"
+    elif [ -n "$PYENV_VERSION" ]; then
+        if [ "$PYENV_VERSION" != "system" ]; then
+            echo -e "\033[0;36m py $PYENV_VERSION\033[0m"
+        fi
+    elif [ -f "$(pwd)/.python-version" ]; then
+        echo -e "\033[0;36m py $(cat .python-version | sed ':a;N;$!ba;s/\n/:/g')\033[0m"
+    fi
+}
+
+# Disable the default prompts set by pyenv and venv
+export PYENV_VIRTUALENV_DISABLE_PROMPT=1
+export VIRTUAL_ENV_DISABLE_PROMPT=1
+
+PS1='${chroot:+($_debian_chroot)}\w$(_prompt_git)$(_prompt_jobs)$(_prompt_pyenv) > '
 PS2='... '
diff --git a/.config/pypoetry/config.toml b/.config/pypoetry/config.toml
new file mode 100644
index 0000000..53b35d3
--- /dev/null
+++ b/.config/pypoetry/config.toml
@@ -0,0 +1,3 @@
+[virtualenvs]
+create = true
+in-project = true
diff --git a/.config/shell/aliases.sh b/.config/shell/aliases.sh
index bec47d9..7dafcb1 100644
--- a/.config/shell/aliases.sh
+++ b/.config/shell/aliases.sh
@@ -80,6 +80,23 @@ alias more='less'
 alias tree='tree -C --dirsfirst'
 
 
+# Make working with Python more convenient
+
+alias py='python'
+alias ipy='ipython'
+
+if command_exists poetry; then
+    alias pr='poetry run'
+fi
+
+if command_exists pyenv; then
+    alias pyvenvs='pyenv virtualenvs --bare --skip-aliases'
+    alias pyver='pyenv version'
+    alias pyvers='pyenv versions --skip-aliases'
+    alias pywhich='pyenv which'
+fi
+
+
 # Aliases for various utilities
 alias datetime='date +"%Y-%m-%d %H:%M:%S %z (%Z)"'
 alias datetime-iso='date --iso-8601=seconds'
diff --git a/.config/shell/init_dotfiles.sh b/.config/shell/init_dotfiles.sh
index c7a1749..18d84fc 100755
--- a/.config/shell/init_dotfiles.sh
+++ b/.config/shell/init_dotfiles.sh
@@ -20,7 +20,7 @@ git clone --bare git@git.webartifex.biz:alexander/dotfiles.git "$HOME/.dotfiles"
 
 # Backup old dotfiles
 rm -rf "$HOME/.dotfiles.bak" >/dev/null
-mkdir -p $HOME/.dotfiles.bak/.config/{bat,flameshot,git,Nextcloud,pop-system-updater,psql,shell} && \
+mkdir -p $HOME/.dotfiles.bak/.config/{bat,flameshot,git,Nextcloud,pop-system-updater,psql,pypoetry,shell} && \
 mkdir -p $HOME/.dotfiles.bak/.vim/{after/ftplugin,backup,swap,undo} && \
 /usr/bin/git --git-dir=$HOME/.dotfiles/ --work-tree=$HOME checkout 2>&1 | egrep "\s+\." | awk {'print $1'} | \
 xargs -I{} mv {} "$HOME/.dotfiles.bak"/{}
diff --git a/.config/shell/utils.sh b/.config/shell/utils.sh
index ab3ccd4..92f22b1 100644
--- a/.config/shell/utils.sh
+++ b/.config/shell/utils.sh
@@ -12,6 +12,16 @@ in_zsh() {
     [ -n "$ZSH_VERSION" ]
 }
 
+# Prepend a folder to $PATH if it is not already there
+_prepend_to_path () {
+    if [ -d "$1" ] ; then
+        case :$PATH: in
+            *:$1:*) ;;
+            *) PATH=$1:$PATH ;;
+        esac
+    fi
+}
+
 
 
 # =========================
@@ -30,6 +40,13 @@ fi
 command_exists lesspipe && eval "$(SHELL=/bin/sh lesspipe)"
 
 
+# Initialize pyenv if it is installed
+if command_exists pyenv; then
+    eval "$(pyenv init -)"
+    eval "$(pyenv virtualenv-init -)"
+fi
+
+
 # Configure the keyboard:
 #  - make right alt and menu keys the compose key, e.g., for umlauts
 #  - make caps lock a ctrl modifier and Esc key
@@ -38,6 +55,32 @@ command_exists xcape && xcape -e "Caps_Lock=Escape"
 
 
 
+# ==========================
+# Command not found handlers
+# ==========================
+
+
+# Check if an unknown command is in a local Python venv
+command_not_found_handle() {
+    if [ -x ".venv/bin/$1" ]; then
+        echo 'You forgot to activate the virtualenv' 1>&2
+        exe=".venv/bin/$1"
+        shift
+        "$exe" "$@"
+        return $?
+    else
+        echo "$1: command not found" 1>&2
+        return 127
+    fi
+}
+
+# zsh uses another name for the handler
+command_not_found_handler() {
+    command_not_found_handle "$@"
+}
+
+
+
 # ==============================
 # Working with files and folders
 # ==============================
@@ -194,6 +237,89 @@ genemail() {
 
 
 
+# ===================================================
+# Set up & maintain the Python (develop) environments
+# ===================================================
+
+
+# TODO: This needs to be updated regularly (or find an automated solution)
+# The Python versions `pyenv` creates (in descending order)
+_py3_versions=('3.10.5' '3.9.13' '3.8.13' '3.7.13')
+_py2_version='2.7.18'
+
+# Each Python environment uses its own `poetry` installation to avoid
+# integration problems between `pyenv` and `poetry`
+# Source: https://github.com/python-poetry/poetry/issues/5252#issuecomment-1055697424
+_py3_site_packages=('poetry')
+
+# The pyenv virtualenv "utils" contains some globally available tools (e.g., `mackup`)
+_py3_utils=('mackup')
+
+install-pyenv() {
+    echo -e "\nInstalling pyenv\n"
+
+    # The official installer does a bit more than the `git clone`s below
+    # `curl https://pyenv.run | bash`
+    git clone https://github.com/pyenv/pyenv.git "$HOME/.pyenv"
+    git clone https://github.com/pyenv/pyenv-doctor.git "$HOME/.pyenv/plugins/pyenv-doctor"
+    git clone https://github.com/pyenv/pyenv-update.git "$HOME/.pyenv/plugins/pyenv-update"
+    git clone https://github.com/pyenv/pyenv-virtualenv.git "$HOME/.pyenv/plugins/pyenv-virtualenv"
+    git clone https://github.com/pyenv/pyenv-which-ext.git "$HOME/.pyenv/plugins/pyenv-which-ext"
+
+    # On a first install, "$PYENV_ROOT/bin" is NOT on the $PATH
+    _prepend_to_path "$PYENV_ROOT/bin"
+}
+
+re-install-pyenv() {
+    echo -e "\nRemoving pyenv\n"
+    rm -rf "$HOME/.pyenv" >/dev/null
+    install-pyenv
+}
+
+create-or-update-python-envs() {
+    command_exists pyenv || install-pyenv
+
+    eval "$(pyenv init --path)"
+
+    # Keep a legacy Python 2.7, just in case
+    echo -e "\nInstalling/updating Python $_py2_version\n"
+    pyenv install --skip-existing $_py2_version
+    PYENV_VERSION=$_py2_version pip install --upgrade pip setuptools
+    PYENV_VERSION=$_py2_version python -c "import sys; print sys.version"
+
+    for version in ${_py3_versions[@]}; do
+        echo -e "\nInstalling/updating Python $version\n"
+        pyenv install --skip-existing $version
+
+        # Start the new environment with the latest `pip` and `setuptools` versions
+        PYENV_VERSION=$version pip install --upgrade pip setuptools
+
+        # Put the specified utilities in the fresh environments (or update them)
+        for lib in ${_py3_site_packages[@]}; do
+            PYENV_VERSION=$version pip install --upgrade $lib
+        done
+    done
+
+    # Create a virtualenv based off the latest Python version to host global utilities
+    echo -e "\nInstalling/updating global Python utilities\n"
+    pyenv virtualenv $_py3_versions[1] 'utils'
+    PYENV_VERSION='utils' pip install --upgrade pip setuptools
+    for util in ${_py3_utils[@]}; do
+        PYENV_VERSION='utils' pip install --upgrade $util
+    done
+
+    # Create a virtualenv based off the latest Python version for interactive usage
+    # (This virtualenv is empty and is the target of accidental `pip install`s)
+    echo -e "\nInstalling/updating the default/interactive Python environment\n"
+    pyenv virtualenv $_py3_versions[1] 'interactive'
+    PYENV_VERSION='interactive' pip install --upgrade pip setuptools
+
+    # Put all Python binaries and the utilities on the $PATH
+    pyenv global 'interactive' $_py3_versions 'utils' $_py2_version
+}
+
+
+
 # =============================
 # Automate the update machinery
 # =============================
@@ -278,6 +404,28 @@ update-zsh() {
 }
 
 
+# Update the entire Python tool chain
+update-python() {
+    echo -e '\nUpdating the Python tool chain\n'
+
+    if command_exists pyenv; then
+        echo -e '\nUpdating pyenv\n'
+        pyenv update
+        echo
+
+        echo -e '\nUpdating Python environments\n'
+        create-or-update-python-envs
+        echo
+    fi
+
+    if command_exists zsh-pip-cache-packages; then
+        echo -e '\nUpdating pip packages cache\n'
+        zsh-pip-clear-cache
+        zsh-pip-cache-packages
+    fi
+}
+
+
 # Wrapper to run several update functions at once
 update-machine() {
     sudo --validate || return
@@ -295,9 +443,14 @@ update-machine() {
         remove-old-snaps
     fi
 
+    update-python
+
     update-dotfiles
     update-zsh
 
+    echo -e '\nUpdating the configs managed by mackup'
+    mackup restore --force
+
     echo -e '\nUpdating password store\n'
     pass git pull
     echo
diff --git a/.profile b/.profile
index 2681a9a..640dc09 100644
--- a/.profile
+++ b/.profile
@@ -34,6 +34,11 @@ export BAT_CONFIG_PATH="$HOME/.config/bat/config"
 
 export LESSHISTFILE="${XDG_CACHE_HOME:-$HOME/.cache}/.lesshst"
 
+export PYENV_ROOT="$HOME/.pyenv"
+_prepend_to_path "$PYENV_ROOT/bin"
+# No need for *.pyc files on a dev machine
+export PYTHONDONTWRITEBYTECODE=1
+
 export PSQLRC="$HOME/.psqlrc"
 
 
diff --git a/.zshrc b/.zshrc
index 0e5b910..eabedc4 100644
--- a/.zshrc
+++ b/.zshrc
@@ -102,7 +102,10 @@ zplug "plugins/command-not-found", from:oh-my-zsh
 zplug "plugins/dotenv", from:oh-my-zsh
 zplug "plugins/dirhistory", from:oh-my-zsh
 zplug "plugins/git-escape-magic", from:oh-my-zsh
+zplug "plugins/invoke", from:oh-my-zsh  # completions for `invoke`
 zplug "plugins/jsontools", from:oh-my-zsh
+zplug "plugins/pip", from:oh-my-zsh  # completions for `pip`
+zplug "plugins/poetry", from:oh-my-zsh  # completions for `poetry`
 zplug "plugins/z", from:oh-my-zsh
 
 zplug "romkatv/powerlevel10k", as:theme, depth:1
@@ -141,6 +144,21 @@ zstyle ':completion:*:warnings' format 'No matches for: %d'
 zstyle ':completion:*' group-name ''
 
 
+# Enable completions for various tools
+
+# invoke -> see plugins above
+# command_exists invoke && eval "$(invoke --print-completion-script=zsh)"
+
+command_exists nox && eval "$(register-python-argcomplete nox)"
+
+# pip -> see plugins above
+# command_exists pip && eval "$(pip completion --zsh)"
+
+command_exists pipx && eval "$(register-python-argcomplete pipx)"
+
+# poetry -> see plugins above
+
+
 
 # ============
 # Key Bindings
diff --git a/README.md b/README.md
index 3625b50..1d262f1 100644
--- a/README.md
+++ b/README.md
@@ -23,3 +23,21 @@ Furthermore, `zsh` is set up with [`oh-my-zsh`](https://ohmyz.sh/) and `zplug`.
 Otherwise, `~/.profile` is probably *not* sourced.
 
 Don't worry: Your current dotfiles are backed up in the `~/.dotfiles.bak` folder!
+
+
+### Python Development Environments
+
+The develop environments for Python are managed by [`pyenv`](https://github.com/pyenv/pyenv).
+
+To set them up, run:
+
+```bash
+install-pyenv && create-or-update-python-envs
+```
+
+Several Python binaries are installed.
+Additionally, two `virtualenv`s, "interactive" and "utils", are also created:
+ - "interactive" is the default environment with *no* libraries installed, and
+ - "utils" hosts globally available utilities.
+
+Use `pyenv local ...` to specify a particular Python binary for a project.