diff --git a/.github/dependabot.yml b/.github/dependabot.yml
new file mode 100644
index 0000000..2a21467
--- /dev/null
+++ b/.github/dependabot.yml
@@ -0,0 +1,19 @@
+# Please see the documentation for all configuration options:
+# https://docs.github.com/code-security/dependabot/dependabot-version-updates/configuration-options-for-the-dependabot.yml-file
+
+version: 2
+updates:
+  # To monitor pyproject.toml / Poetry.lock files
+  - package-ecosystem: "pip"
+    directory: "/"
+    schedule:
+      interval: "daily"
+  # For keeping workflows up-to-date.
+  - package-ecosystem: "github-actions"
+    directory: "/"
+    schedule:
+      interval: "daily"
+    labels:
+      - "CI/CD"
+    commit-message:
+      prefix: ci
diff --git a/.github/workflows/make-test.yml b/.github/workflows/make-test.yml
index dd0e455..ffa1a43 100644
--- a/.github/workflows/make-test.yml
+++ b/.github/workflows/make-test.yml
@@ -22,7 +22,7 @@ jobs:
 
       - name: Set up python
         id: setup-python
-        uses: actions/setup-python@v5
+        uses: actions/setup-python@v5.3.0
         with:
           python-version: '3.11'
 
@@ -31,7 +31,7 @@ jobs:
       #----------------------------------------------
       - name: Load cached Poetry installation
         id: cached-poetry
-        uses: actions/cache@v3
+        uses: actions/cache@v4.1.2
         with:
           path: ~/.local  # the path depends on the OS
           key: poetry-0  # increment to reset cache
@@ -49,7 +49,7 @@ jobs:
       #----------------------------------------------
       - name: Load cached venv
         id: cached-poetry-dependencies
-        uses: actions/cache@v3
+        uses: actions/cache@v4.1.2
         with:
           path: .venv
           key: venv-${{ runner.os }}-${{ steps.setup-python.outputs.python-version }}-${{ hashFiles('**/poetry.lock') }}
diff --git a/.gitignore b/.gitignore
index 12af726..0beaa84 100644
--- a/.gitignore
+++ b/.gitignore
@@ -9,3 +9,5 @@ __pycache__/
 *.egg-info/
 build/
 dist/
+# Contains files which are automatically generated by the documentation build process.
+docs/source/_autogenerated
diff --git a/Makefile b/Makefile
index 4fb50a7..a7aa6b0 100644
--- a/Makefile
+++ b/Makefile
@@ -11,8 +11,9 @@ container:
 clean:
 	set -o pipefail
 
-	@echo '[.] Removing built packages ...'
+	@echo '[.] Removing built packages and documentation ...'
 	rm -rf dist/
+	make --directory=./docs/ clean
 
 	@echo '[.] Cleaning __pycache__ directories ...'
 	find . -type d -name '__pycache__' | xargs rm -rf
@@ -50,6 +51,12 @@ endif
 dist: clean
 	poetry build
 
+# Builds the Sphinx HTML documentation -- Shortcut for `cd docs && make html`
+.PHONY: docs
+docs: develop
+	poetry install --with=docs --sync
+	poetry run make --directory=./docs/ html
+
 # Applies fixable errors, and formats code
 .PHONY: format
 format:
diff --git a/README.md b/README.md
index c1b77e7..1e5d18e 100644
--- a/README.md
+++ b/README.md
@@ -1,6 +1,8 @@
 Boardwalk
 =========
+<div id="boardwalk-readme-icon">
 <img src="src/boardwalkd/static/boardwalk_icon.jpg" style="width: 25%;" align="right" alt="A picture of a boardwalk through a forest."/>
+</div>
 
 Boardwalk is an open-source linear [Ansible](https://www.ansible.com/) workflow engine. It's
 purpose-built to help systems engineers automate low-and-slow background jobs
@@ -17,9 +19,11 @@ stopping and resuming long-running Ansible workflows easy and efficient.
 💥 __Boardwalk is alpha software. Interfaces and behaviors may change between
 updates.__ 💥
 
-<!-- toc -->
+
+<!-- README.md-Table-of-Contents_Before -->
 # Table of Contents
 - [Motivation & Goals](#motivation--goals)
+- [Installation](#installation)
 - [Open-Source License](#open-source-license)
 - [Contributing](#contributing)
 - [Concepts](#concepts)
@@ -29,11 +33,12 @@ updates.__ 💥
     - [Local State](#local-state)
     - [Remote State](#remote-state)
 - [Usage](#usage)
-    - [Installation](#installation)
     - [The `Boardwalkfile.py`](#the-boardwalkfilepy)
 - [Command-line Interface](#environment-variables)
 - [`boardwalkd` Server](#boardwalkd-server)
 
+<!-- README.md-Table-of-Contents_After -->
+
 # Motivation & Goals
 
 Ansible is already a very capable agentless, modular, remote execution engine.
@@ -70,13 +75,71 @@ interface used by [AWX](https://github.com/ansible/awx).
   own secret management system, because Ansible already has solutions to those
   areas.
 
+# Installation
+<!-- README.md_Installation_Section_Before -->
+
+We recommend installing `boardwalk` in a [`pipx`](https://pipx.pypa.io/stable/)
+environment, to ensure that your system or user pip packages are not affected by
+Boardwalk's dependencies. Refer to `pipx`'s documentation for how to install it,
+and then execute the following commands:
+```sh
+# Boardwalk depends on `ansible` in order to run.
+pipx install ansible>=6.5.0
+# Inject Boardwalk into the environment so it can use Ansible. Optionally,
+# appending an @<git reference> allows for installing specific commits,
+# branches, or tags.
+pipx inject ansible git+ssh://git@github.com/Backblaze/boardwalk.git
+```
+
+__Note__:
+Boardwalk should be designed to be compatible with the current stable Python3
+release, minus 1 minor version. So, if the current stable version is `3.22.x`,
+Boardwalk should work with `3.21.x`. Consider using
+[`pyenv`](https://github.com/pyenv/pyenv) to maintain fresh python environment.
+
+## Shell Completion
+
+To enable shell completion for `boardwalk` and `boardwalkd`, the following set
+of commands will generate the completion script and add them to your shell (a
+shell restart will be needed):
+
+### Bash
+```bash
+_BOARDWALK_COMPLETE=bash_source boardwalk > ~/.boardwalk-complete.bash
+_BOARDWALKD_COMPLETE=bash_source boardwalkd > ~/.boardwalkd-complete.bash
+echo '. ~/.boardwalk-complete.bash' >> ~/.bashrc
+echo '. ~/.boardwalkd-complete.bash' >> ~/.bashrc
+```
+
+### Zsh
+```zsh
+_BOARDWALK_COMPLETE=zsh_source boardwalk > ~/.boardwalk-complete.zsh
+_BOARDWALKD_COMPLETE=zsh_source boardwalkd > ~/.boardwalkd-complete.zsh
+echo '. ~/.boardwalk-complete.zsh' >> ~/.zshrc
+echo '. ~/.boardwalkd-complete.zsh' >> ~/.zshrc
+```
+
+### Fish
+```sh
+_BOARDWALK_COMPLETE=fish_source boardwalk > ~/.config/fish/completions/boardwalk.fish
+_BOARDWALKD_COMPLETE=fish_source boardwalkd > ~/.config/fish/completions/boardwalkd.fish
+```
+
+## Container Install
+
+Boardwalk may be built as a container image by running `make container`.
+
+The entrypoint is simply `python -m` so either `boardwalk` or `boardwalkd`
+must be specified as the command when running.
+<!-- README.md_Installation_Section_After -->
+
 # Open-Source License
 
-Boardwalk is open source, licensed under the terms of the [MIT license](LICENSE).
+Boardwalk is open source, licensed under the terms of the [MIT license](https://github.com/Backblaze/boardwalk/blob/main/LICENSE).
 
 # Contributing
 
-See [CONTRIBUTING.md](./CONTRIBUTING.md).
+See [CONTRIBUTING.md](https://github.com/Backblaze/boardwalk/blob/main/CONTRIBUTING.md).
 
 # Concepts
 
@@ -88,7 +151,7 @@ Workspaces define isolated configurations and state for working on projects with
 Boardwalk. They define the Ansible host pattern Boardwalk should target, the
 Workflow Boardwalk will use, and some essential configuration options.
 
-Workspaces are defined in the [Boardwalkfile.py](#the-boardwalkfile-py). The
+Workspaces are defined in the [Boardwalkfile.py](#the-boardwalkfilepy). The
 active Workspace is selected with `boardwalk workspace use <workspace name>`.
 
 ## Workflow
@@ -100,7 +163,7 @@ purpose of a Workflow is to mutate a host from one state to another. Typically
 Workflows depend upon some Ansible fact(s) having changed after the Workflow has
 completed all of its Jobs.
 
-Workflows are defined in the [Boardwalkfile.py](#the-boardwalkfile-py).
+Workflows are defined in the [Boardwalkfile.py](#the-boardwalkfilepy).
 Workflows can be dry-run with `boardwalk check`, which runs Ansible in `--check`
 mode. Workflows are run with `boardwalk run`.
 
@@ -111,7 +174,7 @@ that are run against hosts. They accept options that can be passed into them and
 used in tasks. They define preconditions that a host must meet before a Workflow
 will run against it.
 
-Jobs are defined in the [Boardwalkfile.py](#the-boardwalkfile-py).
+Jobs are defined in the [Boardwalkfile.py](#the-boardwalkfilepy).
 
 ### Job Preconditions
 
@@ -160,62 +223,6 @@ Boardwalk.
 
 # Usage
 
-## Installation
-
-We recommend installing `boardwalk` in a [`pipx`](https://pipx.pypa.io/stable/)
-environment, to ensure that your system or user pip packages are not affected by
-Boardwalk's dependencies. Refer to `pipx`'s documentation for how to install it,
-and then execute the following commands:
-```sh
-# Boardwalk depends on `ansible` in order to run.
-pipx install ansible>=6.5.0
-# Inject Boardwalk into the environment so it can use Ansible. Optionally,
-# appending an @<git reference> allows for installing specific commits,
-# branches, or tags.
-pipx inject ansible git+ssh://git@github.com/Backblaze/boardwalk.git
-```
-
-__Note__:
-Boardwalk should be designed to be compatible with the current stable Python3
-release, minus 1 minor version. So, if the current stable version is `3.22.x`,
-Boardwalk should work with `3.21.x`. Consider using
-[`pyenv`](https://github.com/pyenv/pyenv) to maintain fresh python environment.
-
-### Shell Completion
-
-To enable shell completion for `boardwalk` and `boardwalkd`, the following set
-of commands will generate the completion script and add them to your shell (a
-shell restart will be needed):
-
-#### Bash
-```bash
-_BOARDWALK_COMPLETE=bash_source boardwalk > ~/.boardwalk-complete.bash
-_BOARDWALKD_COMPLETE=bash_source boardwalkd > ~/.boardwalkd-complete.bash
-echo '. ~/.boardwalk-complete.bash' >> ~/.bashrc
-echo '. ~/.boardwalkd-complete.bash' >> ~/.bashrc
-```
-
-#### Zsh
-```zsh
-_BOARDWALK_COMPLETE=zsh_source boardwalk > ~/.boardwalk-complete.zsh
-_BOARDWALKD_COMPLETE=zsh_source boardwalkd > ~/.boardwalkd-complete.zsh
-echo '. ~/.boardwalk-complete.zsh' >> ~/.zshrc
-echo '. ~/.boardwalkd-complete.zsh' >> ~/.zshrc
-```
-
-#### Fish
-```sh
-_BOARDWALK_COMPLETE=fish_source boardwalk > ~/.config/fish/completions/boardwalk.fish
-_BOARDWALKD_COMPLETE=fish_source boardwalkd > ~/.config/fish/completions/boardwalkd.fish
-```
-
-### Container Install
-
-Boardwalk may be built as a container image by running `make container`.
-
-The entrypoint is simply `python -m` so either `boardwalk` or `boardwalkd`
-must be specified as the command when running.
-
 ## The `Boardwalkfile.py`
 
 Boardwalk is both a python library and command-line tool. The `boardwalk`
diff --git a/docs/Boardwalkfile.py b/docs/Boardwalkfile.py
new file mode 100644
index 0000000..12c22f5
--- /dev/null
+++ b/docs/Boardwalkfile.py
@@ -0,0 +1,10 @@
+# Dummy file to let help be generated...
+# TODO: Figure out how to let things like the below work without erroring; it should "just work"
+#
+# rich-click --output html boardwalk workspace --help
+# 2024-10-31 16:33:18.521 | INFO     | boardwalk.cli:cli:77 - Log level is INFO
+
+# ╭─ Error ─────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────╮
+# │ No Boardwalkfile.py found                                                                                                                                                                                                                       │
+# ╰─────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────────╯
+# (boardwalk-py3.12) asullivan@MBP-NT9RPG2XV7 boardwalk %
diff --git a/docs/Makefile b/docs/Makefile
new file mode 100644
index 0000000..2e53837
--- /dev/null
+++ b/docs/Makefile
@@ -0,0 +1,36 @@
+# Minimal makefile for Sphinx documentation
+#
+
+# You can set these variables from the command line, and also
+# from the environment for the first two.
+SPHINXOPTS    ?=
+SPHINXBUILD   ?= sphinx-build
+SOURCEDIR     = source
+BUILDDIR      = build
+
+# Put it first so that "make" without argument is like "make help".
+.PHONY: help Makefile
+help:
+	@$(SPHINXBUILD) -M help "$(SOURCEDIR)" "$(BUILDDIR)" $(SPHINXOPTS) $(O)
+
+# Define some build targets manually, since we also have the auto-generated documentation to handle
+.PHONY: clean
+clean:
+	@$(SPHINXBUILD) -M $@ "$(SOURCEDIR)" "$(BUILDDIR)" $(SPHINXOPTS) $(O)
+	-rm -r source/_autogenerated
+
+.PHONY: generate_cli_help_page_sources
+generate_cli_help_page_sources:
+	./build_cli_help_pages.sh
+
+.PHONY: html
+html: generate_cli_help_page_sources
+	@$(SPHINXBUILD) -M $@ "$(SOURCEDIR)" "$(BUILDDIR)" $(SPHINXOPTS) $(O)
+
+# Catch-all target: route all unknown targets to Sphinx using the new
+# "make mode" option.  $(O) is meant as a shortcut for $(SPHINXOPTS).
+%: Makefile
+	@$(SPHINXBUILD) -M $@ "$(SOURCEDIR)" "$(BUILDDIR)" $(SPHINXOPTS) $(O)
+
+livehtml: generate_cli_help_page_sources
+	sphinx-autobuild "$(SOURCEDIR)" "$(BUILDDIR)" $(SPHINXOPTS) $(O)
diff --git a/docs/build_cli_help_pages.sh b/docs/build_cli_help_pages.sh
new file mode 100755
index 0000000..b5f3351
--- /dev/null
+++ b/docs/build_cli_help_pages.sh
@@ -0,0 +1,69 @@
+#!/bin/bash
+
+# TODO / Possibility: Integrate rich-click into boardwalk/boardwalkd directly,
+# so this workaround isn't needed to generate a pretty help text.
+
+commands=(
+    "boardwalk"
+    "boardwalk catch"
+    "boardwalk check"
+    "boardwalk init"
+    "boardwalk login"
+    "boardwalk release"
+    "boardwalk run"
+    "boardwalk version"
+    "boardwalk workspace"
+    "boardwalk workspace dump"
+    "boardwalk workspace list"
+    "boardwalk workspace reset"
+    "boardwalk workspace show"
+    "boardwalk workspace use"
+
+    "boardwalkd"
+    "boardwalkd serve"
+    "boardwalkd version"
+)
+
+OUTPUT_WIDTH_COLUMMNS=110
+
+GET_PAGE_NAME() {
+    echo '`'"$1"'`'
+}
+
+AUTO_GEN_DIR=source/_autogenerated/cli_helpdocs
+mkdir -p "$AUTO_GEN_DIR"
+mkdir -p "$AUTO_GEN_DIR/boardwalk"
+mkdir -p "$AUTO_GEN_DIR/boardwalkd"
+
+for cmd in "${commands[@]}"; do
+    # Define regular expression patterns for 'boardwalk' and 'boardwalkd', so we
+    # can sort them into the correct subdirectories. Note that we need to use
+    # POSIX-compliant EREs, here, since this is portable between MacOS/Linux.
+    # See: https://stackoverflow.com/a/12696899
+    # This is, effectively, '\bboardwalk\b' and '\bboardwalkd\b'
+    BOARDWALK_REGEX="^[[:<:]]boardwalk[[:>:]]"
+    BOARDWALKD_REGEX="^[[:<:]]boardwalkd[[:>:]]"
+    if [[ $cmd =~ $BOARDWALK_REGEX ]]; then
+        SUBDIR=boardwalk
+    elif [[ $cmd =~ $BOARDWALKD_REGEX ]]; then
+        SUBDIR=boardwalkd
+    else
+        # Don't assume if we cannot correctly parse the command being generated
+        echo "[!] Skipping generation for $cmd; is this a boardwalk or boardwalkd command?"
+        continue
+    fi
+    FILENAME=$AUTO_GEN_DIR/$SUBDIR/$(echo "$cmd" | tr ' ' _).md
+    echo "[+] Generating doc page for $cmd"
+    touch "$FILENAME"
+    {
+        echo "# $(GET_PAGE_NAME "$cmd")"
+        echo ""
+        echo '<div class="full-width" id="cmd-help-text">'
+        echo '<pre>'
+        # shellcheck disable=SC2086  # We actually want word splitting, here
+        COLUMNS=$OUTPUT_WIDTH_COLUMMNS rich-click --output html $cmd --help
+        echo '</pre>'
+        echo '</div>'
+        echo ''
+    }  > "$FILENAME"
+done
diff --git a/docs/source/_img/diagrams b/docs/source/_img/diagrams
new file mode 120000
index 0000000..dd2b380
--- /dev/null
+++ b/docs/source/_img/diagrams
@@ -0,0 +1 @@
+../../../diagrams
\ No newline at end of file
diff --git a/docs/source/_img/src/boardwalkd/static/boardwalk_icon.jpg b/docs/source/_img/src/boardwalkd/static/boardwalk_icon.jpg
new file mode 120000
index 0000000..80a4bb8
--- /dev/null
+++ b/docs/source/_img/src/boardwalkd/static/boardwalk_icon.jpg
@@ -0,0 +1 @@
+../../../../../../src/boardwalkd/static/boardwalk_icon.jpg
\ No newline at end of file
diff --git a/docs/source/_static/custom.css b/docs/source/_static/custom.css
new file mode 100644
index 0000000..4ae01bb
--- /dev/null
+++ b/docs/source/_static/custom.css
@@ -0,0 +1,3 @@
+div#boardwalk-readme-icon {
+    max-width: 200px;
+}
\ No newline at end of file
diff --git a/docs/source/_templates/.gitkeep b/docs/source/_templates/.gitkeep
new file mode 100644
index 0000000..e69de29
diff --git a/docs/source/cli_helpdocs/boardwalk/index.md b/docs/source/cli_helpdocs/boardwalk/index.md
new file mode 100644
index 0000000..dbb054c
--- /dev/null
+++ b/docs/source/cli_helpdocs/boardwalk/index.md
@@ -0,0 +1,26 @@
+<!--
+# This page is used to generate the toctree, and to link to the referenced auto-generated files.
+-->
+
+# `boardwalk`
+
+This section contains auto-generated CLI manual pages for `boardwalk`.
+
+```{toctree}
+:titlesonly:
+
+../../_autogenerated/cli_helpdocs/boardwalk/boardwalk.md
+../../_autogenerated/cli_helpdocs/boardwalk/boardwalk_catch.md
+../../_autogenerated/cli_helpdocs/boardwalk/boardwalk_check.md
+../../_autogenerated/cli_helpdocs/boardwalk/boardwalk_init.md
+../../_autogenerated/cli_helpdocs/boardwalk/boardwalk_login.md
+../../_autogenerated/cli_helpdocs/boardwalk/boardwalk_release.md
+../../_autogenerated/cli_helpdocs/boardwalk/boardwalk_run.md
+../../_autogenerated/cli_helpdocs/boardwalk/boardwalk_version.md
+../../_autogenerated/cli_helpdocs/boardwalk/boardwalk_workspace.md
+../../_autogenerated/cli_helpdocs/boardwalk/boardwalk_workspace_dump.md
+../../_autogenerated/cli_helpdocs/boardwalk/boardwalk_workspace_list.md
+../../_autogenerated/cli_helpdocs/boardwalk/boardwalk_workspace_reset.md
+../../_autogenerated/cli_helpdocs/boardwalk/boardwalk_workspace_show.md
+../../_autogenerated/cli_helpdocs/boardwalk/boardwalk_workspace_use.md
+```
diff --git a/docs/source/cli_helpdocs/boardwalkd/index.md b/docs/source/cli_helpdocs/boardwalkd/index.md
new file mode 100644
index 0000000..a8a92dc
--- /dev/null
+++ b/docs/source/cli_helpdocs/boardwalkd/index.md
@@ -0,0 +1,15 @@
+<!--
+# This page is used to generate the toctree, and to link to the referenced auto-generated files.
+-->
+
+# `boardwalkd`
+
+This section contains auto-generated CLI manual pages for `boardwalkd`.
+
+```{toctree}
+:titlesonly:
+
+../../_autogenerated/cli_helpdocs/boardwalkd/boardwalkd.md
+../../_autogenerated/cli_helpdocs/boardwalkd/boardwalkd_serve.md
+../../_autogenerated/cli_helpdocs/boardwalkd/boardwalkd_version.md
+```
diff --git a/docs/source/cli_helpdocs/index.md b/docs/source/cli_helpdocs/index.md
new file mode 100644
index 0000000..5fbdbc4
--- /dev/null
+++ b/docs/source/cli_helpdocs/index.md
@@ -0,0 +1,16 @@
+<!--
+# This page is used to generate the toctree, and to link to the referenced auto-generated files.
+-->
+
+# Command-line help reference
+
+This section contains auto-generated CLI manual pages.[^1]
+
+```{toctree}
+:titlesonly:
+
+boardwalk/index.md
+boardwalkd/index.md
+```
+
+[^1]: Auto-generated via the script at `docs/build_cli_help_pages.sh`.
diff --git a/docs/source/conf.py b/docs/source/conf.py
new file mode 100644
index 0000000..df9d505
--- /dev/null
+++ b/docs/source/conf.py
@@ -0,0 +1,150 @@
+# Configuration file for the Sphinx documentation builder.
+#
+# For the full list of built-in configuration values, see the documentation:
+# https://www.sphinx-doc.org/en/master/usage/configuration.html
+
+import subprocess
+from datetime import UTC, datetime
+from importlib.metadata import version as lib_version
+
+# -- Project information -----------------------------------------------------
+# https://www.sphinx-doc.org/en/master/usage/configuration.html#project-information
+
+project = "Boardwalk"
+copyright = f"{datetime.now(tz=UTC).year}, Backblaze"
+author = "Backblaze"
+VERSION: str = lib_version("boardwalk")
+release = f"v{VERSION}"
+version = VERSION
+
+# -- Helper functions -----------------------------------------------------
+
+
+def get_git_revision_short_hash() -> str:
+    return subprocess.check_output(["git", "rev-parse", "--short", "HEAD"]).decode("ascii").strip()
+
+
+# -- General configuration ---------------------------------------------------
+# https://www.sphinx-doc.org/en/master/usage/configuration.html#general-configuration
+
+extensions = [
+    "sphinx.ext.duration",
+    "sphinx.ext.intersphinx",
+    "sphinx.ext.doctest",
+    "sphinx.ext.autosummary",
+    "sphinx.ext.napoleon",
+    "autodoc2",
+    "myst_parser",
+    "sphinx_copybutton",
+]
+
+exclude_patterns = ["_build", "Thumbs.db", ".DS_Store"]
+
+nitpicky = True
+nitpick_ignore = [
+    # I think these are just by virtue of the fact we have these behind an `if TYPE_CHECKING:` line? Need to (eventually) figure these out.
+    ("py:class", "boardwalk.ansible.AnsibleFacts"),
+    ("py:class", "boardwalk.ansible.AnsibleTasksType"),
+    ("py:class", "boardwalk.ansible.InventoryData"),
+    ("py:class", "boardwalk.ansible.InventoryHostVars"),
+    ("py:class", "boardwalk.ansible.HostVarsType"),
+]
+nitpick_ignore_regex = [
+    # Ignore the reference; the (myst-syntax)= for an explicit link works, but that's not supported
+    # by GFM, so it would be rendered in the markdown; so just silence the warning.
+    ("myst", "the-boardwalkfilepy"),
+    # slack_sdk and slack_bolt don't use Sphinx
+    ("py:class", "slack_bolt.*"),
+    ("py:class", "slack_sdk.*"),
+    # Neither does pydantic
+    ("py:class", "pydantic.*"),
+    ("py:obj", "pydantic.*"),
+    # TODO: Pretty sure we need to update some type references, here; ignoring these for now
+    ("py:class", "ansible_runner.*"),
+]
+
+suppress_warnings = [
+    # Can Sphinx have a more granular suppression than just ignore _everything_?
+    "image.not_readable",
+]
+
+templates_path = ["_templates"]
+
+intersphinx_mapping = {
+    "python": ("https://docs.python.org/3/", None),
+    "tornado": ("https://www.tornadoweb.org/en/stable/", None),
+    "click": ("https://click.palletsprojects.com/en/stable/", None),
+    "ansible_runner": ("https://ansible.readthedocs.io/projects/runner/en/latest/", None),
+}
+
+# -- sphinx-autodoc2 configuration ---------------------------------------------------
+# https://sphinx-autodoc2.readthedocs.io/en/stable/config.html
+
+autodoc2_index_template = """Auto-generated API
+==================
+
+This section contains auto-generated API reference documentation [#f1]_.
+
+.. toctree::
+   :titlesonly:
+{% for package in top_level %}
+   {{ package }}
+{%- endfor %}
+
+.. [#f1] Created with `sphinx-autodoc2 <https://github.com/chrisjsewell/sphinx-autodoc2>`_
+
+"""  # The blank line above lets us avoid a blank line at the end of the generated file.
+
+autodoc2_output_dir = "_autogenerated/apidocs"
+autodoc2_packages = [
+    {"path": "../../src/boardwalk", "module": "boardwalk"},
+    {"path": "../../src/boardwalkd", "module": "boardwalkd"},
+]
+autodoc2_render_plugin = "myst"
+
+# -- Options for HTML output -------------------------------------------------
+# https://www.sphinx-doc.org/en/master/usage/configuration.html#options-for-html-output
+
+html_theme = "sphinx_book_theme"
+html_extra_path = [
+    "_img/",
+]
+html_static_path = ["_static"]
+html_logo = "_img/src/boardwalkd/static/boardwalk_icon.jpg"
+# html_favicon = "_static/logo-square.svg"
+html_title = f"Boardwalk v{VERSION} ({get_git_revision_short_hash()})"
+html_theme_options = {
+    "home_page_in_toc": True,
+    "logo": {
+        "alt_text": "Boardwalk documentation - Home",
+        "text": f"Boardwalk, a linear Ansible workflow engine <br /><sub>v{VERSION}</sub>",
+    },
+    "repository_branch": "main",
+    "repository_url": "https://github.com/Backblaze/boardwalk/",
+    "path_to_docs": "docs",
+    "use_edit_page_button": True,
+    "use_issues_button": True,
+    "use_repository_button": True,
+    "use_source_button": True,
+}
+html_last_updated_fmt = ""
+
+# -- Options for MyST Configuration -------------------------------------------------
+# https://myst-parser.readthedocs.io/en/latest/syntax/optional.html
+# myst_gfm_only = True
+myst_enable_extensions = [
+    "amsmath",
+    "attrs_inline",
+    "colon_fence",
+    "deflist",
+    "dollarmath",
+    "fieldlist",
+    "html_admonition",
+    "html_image",
+    "linkify",
+    "replacements",
+    "smartquotes",
+    "strikethrough",
+    "substitution",
+    "tasklist",
+]
diff --git a/docs/source/index.md b/docs/source/index.md
new file mode 100644
index 0000000..272a0a5
--- /dev/null
+++ b/docs/source/index.md
@@ -0,0 +1,33 @@
+-------
+# Using GitHub flavored Markdown here, as we're including portions of the README.md, which is used on GitHub.
+gfm_only: True
+-------
+
+```{include} ../../README.md
+:end-before: <!-- README.md-Table-of-Contents_Before -->
+```
+
+```{toctree}
+:includehidden:
+:maxdepth: 1
+:caption: General
+
+overview.md
+installation.md
+```
+
+```{toctree}
+:includehidden:
+:maxdepth: 1
+:caption: Command-line applications
+
+cli_helpdocs/index.md
+```
+
+```{toctree}
+:includehidden:
+:maxdepth: 1
+:caption: API Reference
+
+_autogenerated/apidocs/index.rst
+```
diff --git a/docs/source/installation.md b/docs/source/installation.md
new file mode 100644
index 0000000..338df10
--- /dev/null
+++ b/docs/source/installation.md
@@ -0,0 +1,11 @@
+-------
+# Using GitHub flavored Markdown here, as we're including portions of the README.md, which is used on GitHub.
+gfm_only: True
+-------
+
+# Installation
+
+```{include} ../../README.md
+:start-after: <!-- README.md_Installation_Section_Before -->
+:end-before: <!-- README.md_Installation_Section_After -->
+```
diff --git a/docs/source/overview.md b/docs/source/overview.md
new file mode 100644
index 0000000..01b1843
--- /dev/null
+++ b/docs/source/overview.md
@@ -0,0 +1,10 @@
+-------
+# Using GitHub flavored Markdown here, as we're including portions of the README.md, which is used on GitHub.
+gfm_only: True
+-------
+
+# Overview
+
+```{include} ../../README.md
+:start-after: <!-- README.md-Table-of-Contents_After -->
+```
diff --git a/poetry.lock b/poetry.lock
index 84555ae..ca339e7 100644
--- a/poetry.lock
+++ b/poetry.lock
@@ -1,5 +1,23 @@
 # This file is automatically @generated by Poetry 1.8.3 and should not be changed by hand.
 
+[[package]]
+name = "accessible-pygments"
+version = "0.0.5"
+description = "A collection of accessible pygments styles"
+optional = false
+python-versions = ">=3.9"
+files = [
+    {file = "accessible_pygments-0.0.5-py3-none-any.whl", hash = "sha256:88ae3211e68a1d0b011504b2ffc1691feafce124b845bd072ab6f9f66f34d4b7"},
+    {file = "accessible_pygments-0.0.5.tar.gz", hash = "sha256:40918d3e6a2b619ad424cb91e556bd3bd8865443d9f22f1dcdf79e33c8046872"},
+]
+
+[package.dependencies]
+pygments = ">=1.5"
+
+[package.extras]
+dev = ["pillow", "pkginfo (>=1.10)", "playwright", "pre-commit", "setuptools", "twine (>=5.0)"]
+tests = ["hypothesis", "pytest"]
+
 [[package]]
 name = "aiohappyeyeballs"
 version = "2.4.3"
@@ -136,6 +154,17 @@ files = [
 [package.dependencies]
 frozenlist = ">=1.1.0"
 
+[[package]]
+name = "alabaster"
+version = "1.0.0"
+description = "A light, configurable Sphinx theme"
+optional = false
+python-versions = ">=3.10"
+files = [
+    {file = "alabaster-1.0.0-py3-none-any.whl", hash = "sha256:fc6786402dc3fcb2de3cabd5fe455a2db534b371124f1f21de8731783dec828b"},
+    {file = "alabaster-1.0.0.tar.gz", hash = "sha256:c00dca57bca26fa62a6d7d0a9fcce65f3e026e9bfe33e9c538fd3fbb2144fd9e"},
+]
+
 [[package]]
 name = "annotated-types"
 version = "0.7.0"
@@ -184,6 +213,17 @@ doc = ["Sphinx (>=7.4,<8.0)", "packaging", "sphinx-autodoc-typehints (>=1.2.0)",
 test = ["anyio[trio]", "coverage[toml] (>=7)", "exceptiongroup (>=1.2.0)", "hypothesis (>=4.0)", "psutil (>=5.9)", "pytest (>=7.0)", "pytest-mock (>=3.6.1)", "trustme", "truststore (>=0.9.1)", "uvloop (>=0.21.0b1)"]
 trio = ["trio (>=0.26.1)"]
 
+[[package]]
+name = "astroid"
+version = "3.3.5"
+description = "An abstract syntax tree for Python with inference support."
+optional = false
+python-versions = ">=3.9.0"
+files = [
+    {file = "astroid-3.3.5-py3-none-any.whl", hash = "sha256:a9d1c946ada25098d790e079ba2a1b112157278f3fb7e718ae6a9252f5835dc8"},
+    {file = "astroid-3.3.5.tar.gz", hash = "sha256:5cfc40ae9f68311075d27ef68a4841bdc5cc7f6cf86671b49f00607d30188e2d"},
+]
+
 [[package]]
 name = "attrs"
 version = "24.2.0"
@@ -203,6 +243,41 @@ docs = ["cogapp", "furo", "myst-parser", "sphinx", "sphinx-notfound-page", "sphi
 tests = ["cloudpickle", "hypothesis", "mypy (>=1.11.1)", "pympler", "pytest (>=4.3.0)", "pytest-mypy-plugins", "pytest-xdist[psutil]"]
 tests-mypy = ["mypy (>=1.11.1)", "pytest-mypy-plugins"]
 
+[[package]]
+name = "babel"
+version = "2.16.0"
+description = "Internationalization utilities"
+optional = false
+python-versions = ">=3.8"
+files = [
+    {file = "babel-2.16.0-py3-none-any.whl", hash = "sha256:368b5b98b37c06b7daf6696391c3240c938b37767d4584413e8438c5c435fa8b"},
+    {file = "babel-2.16.0.tar.gz", hash = "sha256:d1f3554ca26605fe173f3de0c65f750f5a42f924499bf134de6423582298e316"},
+]
+
+[package.extras]
+dev = ["freezegun (>=1.0,<2.0)", "pytest (>=6.0)", "pytest-cov"]
+
+[[package]]
+name = "beautifulsoup4"
+version = "4.12.3"
+description = "Screen-scraping library"
+optional = false
+python-versions = ">=3.6.0"
+files = [
+    {file = "beautifulsoup4-4.12.3-py3-none-any.whl", hash = "sha256:b80878c9f40111313e55da8ba20bdba06d8fa3969fc68304167741bbf9e082ed"},
+    {file = "beautifulsoup4-4.12.3.tar.gz", hash = "sha256:74e3d1928edc070d21748185c46e3fb33490f22f52a3addee9aee0f4f7781051"},
+]
+
+[package.dependencies]
+soupsieve = ">1.2"
+
+[package.extras]
+cchardet = ["cchardet"]
+chardet = ["chardet"]
+charset-normalizer = ["charset-normalizer"]
+html5lib = ["html5lib"]
+lxml = ["lxml"]
+
 [[package]]
 name = "boltons"
 version = "21.0.0"
@@ -612,13 +687,13 @@ test = ["pytest (>=6)"]
 
 [[package]]
 name = "face"
-version = "22.0.0"
+version = "24.0.0"
 description = "A command-line application framework (and CLI parser). Friendly for users, full-featured for developers."
 optional = false
 python-versions = "*"
 files = [
-    {file = "face-22.0.0-py3-none-any.whl", hash = "sha256:344fe31562d0f6f444a45982418f3793d4b14f9abb98ccca1509d22e0a3e7e35"},
-    {file = "face-22.0.0.tar.gz", hash = "sha256:d5d692f90bc8f5987b636e47e36384b9bbda499aaf0a77aa0b0bbe834c76923d"},
+    {file = "face-24.0.0-py3-none-any.whl", hash = "sha256:0e2c17b426fa4639a4e77d1de9580f74a98f4869ba4c7c8c175b810611622cd3"},
+    {file = "face-24.0.0.tar.gz", hash = "sha256:611e29a01ac5970f0077f9c577e746d48c082588b411b33a0dd55c4d872949f6"},
 ]
 
 [package.dependencies]
@@ -761,6 +836,17 @@ protobuf = ">=3.20.2,<4.21.1 || >4.21.1,<4.21.2 || >4.21.2,<4.21.3 || >4.21.3,<4
 [package.extras]
 grpc = ["grpcio (>=1.44.0,<2.0.0.dev0)"]
 
+[[package]]
+name = "h11"
+version = "0.14.0"
+description = "A pure-Python, bring-your-own-I/O implementation of HTTP/1.1"
+optional = false
+python-versions = ">=3.7"
+files = [
+    {file = "h11-0.14.0-py3-none-any.whl", hash = "sha256:e3fe4ac4b851c468cc8363d500db52c2ead036020723024a109d37346efaa761"},
+    {file = "h11-0.14.0.tar.gz", hash = "sha256:8f19fbbe99e72420ff35c00b27a34cb9937e902a8b810e2c88300c6f0a3b699d"},
+]
+
 [[package]]
 name = "idna"
 version = "3.10"
@@ -775,6 +861,17 @@ files = [
 [package.extras]
 all = ["flake8 (>=7.1.1)", "mypy (>=1.11.2)", "pytest (>=8.3.2)", "ruff (>=0.6.2)"]
 
+[[package]]
+name = "imagesize"
+version = "1.4.1"
+description = "Getting image size from png/jpeg/jpeg2000/gif file"
+optional = false
+python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*"
+files = [
+    {file = "imagesize-1.4.1-py2.py3-none-any.whl", hash = "sha256:0d8d18d08f840c19d0ee7ca1fd82490fdc3729b7ac93f49870406ddde8ef8d8b"},
+    {file = "imagesize-1.4.1.tar.gz", hash = "sha256:69150444affb9cb0d5cc5a92b3676f0b2fb7cd9ae39e947a5e11a36b4497cd4a"},
+]
+
 [[package]]
 name = "importlib-metadata"
 version = "7.1.0"
@@ -805,6 +902,23 @@ files = [
     {file = "iniconfig-2.0.0.tar.gz", hash = "sha256:2d91e135bf72d31a410b17c16da610a82cb55f6b0477d1a902134b24a455b8b3"},
 ]
 
+[[package]]
+name = "jinja2"
+version = "3.1.4"
+description = "A very fast and expressive template engine."
+optional = false
+python-versions = ">=3.7"
+files = [
+    {file = "jinja2-3.1.4-py3-none-any.whl", hash = "sha256:bc5dd2abb727a5319567b7a813e6a2e7318c39f4f487cfe6c89c6f9c7d25197d"},
+    {file = "jinja2-3.1.4.tar.gz", hash = "sha256:4a3aee7acbbe7303aede8e9648d13b8bf88a429282aa6122a993f0ac800cb369"},
+]
+
+[package.dependencies]
+MarkupSafe = ">=2.0"
+
+[package.extras]
+i18n = ["Babel (>=2.7)"]
+
 [[package]]
 name = "jsonschema"
 version = "4.23.0"
@@ -840,6 +954,26 @@ files = [
 [package.dependencies]
 referencing = ">=0.31.0"
 
+[[package]]
+name = "linkify-it-py"
+version = "2.0.3"
+description = "Links recognition library with FULL unicode support."
+optional = false
+python-versions = ">=3.7"
+files = [
+    {file = "linkify-it-py-2.0.3.tar.gz", hash = "sha256:68cda27e162e9215c17d786649d1da0021a451bdc436ef9e0fa0ba5234b9b048"},
+    {file = "linkify_it_py-2.0.3-py3-none-any.whl", hash = "sha256:6bcbc417b0ac14323382aef5c5192c0075bf8a9d6b41820a2b66371eac6b6d79"},
+]
+
+[package.dependencies]
+uc-micro-py = "*"
+
+[package.extras]
+benchmark = ["pytest", "pytest-benchmark"]
+dev = ["black", "flake8", "isort", "pre-commit", "pyproject-flake8"]
+doc = ["myst-parser", "sphinx", "sphinx-book-theme"]
+test = ["coverage", "pytest", "pytest-cov"]
+
 [[package]]
 name = "lockfile"
 version = "0.12.2"
@@ -893,6 +1027,95 @@ profiling = ["gprof2dot"]
 rtd = ["jupyter_sphinx", "mdit-py-plugins", "myst-parser", "pyyaml", "sphinx", "sphinx-copybutton", "sphinx-design", "sphinx_book_theme"]
 testing = ["coverage", "pytest", "pytest-cov", "pytest-regressions"]
 
+[[package]]
+name = "markupsafe"
+version = "3.0.2"
+description = "Safely add untrusted strings to HTML/XML markup."
+optional = false
+python-versions = ">=3.9"
+files = [
+    {file = "MarkupSafe-3.0.2-cp310-cp310-macosx_10_9_universal2.whl", hash = "sha256:7e94c425039cde14257288fd61dcfb01963e658efbc0ff54f5306b06054700f8"},
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+version = "0.4.2"
+description = "Collection of plugins for markdown-it-py"
+optional = false
+python-versions = ">=3.8"
+files = [
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+[package.dependencies]
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+
+[package.extras]
+code-style = ["pre-commit"]
+rtd = ["myst-parser", "sphinx-book-theme"]
+testing = ["coverage", "pytest", "pytest-cov", "pytest-regressions"]
+
 [[package]]
 name = "mdurl"
 version = "0.1.2"
@@ -1005,6 +1228,33 @@ files = [
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+[[package]]
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+version = "4.0.0"
+description = "An extended [CommonMark](https://spec.commonmark.org/) compliant parser,"
+optional = false
+python-versions = ">=3.10"
+files = [
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+[package.dependencies]
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+markdown-it-py = ">=3.0,<4.0"
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+sphinx = ">=7,<9"
+
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+linkify = ["linkify-it-py (>=2.0,<3.0)"]
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+testing-docutils = ["pygments", "pytest (>=8,<9)", "pytest-param-files (>=0.6.0,<0.7.0)"]
+
 [[package]]
 name = "nodeenv"
 version = "1.9.1"
@@ -1479,6 +1729,33 @@ files = [
 [package.dependencies]
 typing-extensions = ">=4.6.0,<4.7.0 || >4.7.0"
 
+[[package]]
+name = "pydata-sphinx-theme"
+version = "0.16.0"
+description = "Bootstrap-based Sphinx theme from the PyData community"
+optional = false
+python-versions = ">=3.9"
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+Babel = "*"
+beautifulsoup4 = "*"
+docutils = "!=0.17.0"
+pygments = ">=2.7"
+sphinx = ">=6.1"
+typing-extensions = "*"
+
+[package.extras]
+a11y = ["pytest-playwright"]
+dev = ["pandoc", "pre-commit", "pydata-sphinx-theme[doc,test]", "pyyaml", "sphinx-theme-builder[cli]", "tox"]
+doc = ["ablog (>=0.11.8)", "colorama", "graphviz", "ipykernel", "ipyleaflet", "ipywidgets", "jupyter_sphinx", "jupyterlite-sphinx", "linkify-it-py", "matplotlib", "myst-parser", "nbsphinx", "numpy", "numpydoc", "pandas", "plotly", "rich", "sphinx-autoapi (>=3.0.0)", "sphinx-copybutton", "sphinx-design", "sphinx-favicon (>=1.0.1)", "sphinx-sitemap", "sphinx-togglebutton", "sphinxcontrib-youtube (>=1.4.1)", "sphinxext-rediraffe", "xarray"]
+i18n = ["Babel", "jinja2"]
+test = ["pytest", "pytest-cov", "pytest-regressions", "sphinx[test]"]
+
 [[package]]
 name = "pygments"
 version = "2.18.0"
@@ -1533,23 +1810,26 @@ dev = ["argcomplete", "attrs (>=19.2)", "hypothesis (>=3.56)", "mock", "pygments
 
 [[package]]
 name = "python-daemon"
-version = "3.0.1"
+version = "3.1.0"
 description = "Library to implement a well-behaved Unix daemon process."
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 setuptools = ">=62.4.0"
 
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-test = ["coverage", "docutils", "testscenarios (>=0.4)", "testtools"]
+build = ["build", "changelog-chug", "docutils", "python-daemon[doc]", "wheel"]
+devel = ["python-daemon[dist,test]"]
+dist = ["python-daemon[build]", "twine"]
+doc = ["Sphinx (>=4.4,<5.0)"]
+static-analysis = ["isort (>=5.13,<6.0)", "pip-check", "pycodestyle (>=2.12,<3.0)", "pydocstyle (>=6.3,<7.0)", "pyupgrade (>=3.17,<4.0)"]
+test = ["coverage", "python-daemon[build,static-analysis]", "testscenarios (>=0.4)", "testtools"]
 
 [[package]]
 name = "pyyaml"
@@ -1667,116 +1947,123 @@ pygments = ">=2.13.0,<3.0.0"
 [package.extras]
 jupyter = ["ipywidgets (>=7.5.1,<9)"]
 
+[[package]]
+name = "rich-click"
+version = "1.8.3"
+description = "Format click help output nicely with rich"
+optional = false
+python-versions = ">=3.7"
+files = [
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+
+[package.dependencies]
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+rich = ">=10.7"
+typing-extensions = "*"
+
+[package.extras]
+dev = ["mypy", "packaging", "pre-commit", "pytest", "pytest-cov", "rich-codex", "ruff", "types-setuptools"]
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+
 [[package]]
 name = "rpds-py"
-version = "0.20.0"
+version = "0.21.0"
 description = "Python bindings to Rust's persistent data structures (rpds)"
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-python-versions = ">=3.8"
+python-versions = ">=3.9"
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+    {file = "semgrep-1.96.0-cp38.cp39.cp310.cp311.py37.py38.py39.py310.py311-none-macosx_11_0_arm64.whl", hash = "sha256:177c43375f19876cbdc159734defa4840f537f7d653c30f3b5efceb2a4e5a067"},
+    {file = "semgrep-1.96.0-cp38.cp39.cp310.cp311.py37.py38.py39.py310.py311-none-musllinux_1_0_aarch64.manylinux2014_aarch64.whl", hash = "sha256:735d72d39eeb03202ce14d7c18e1d23526dbf265e47c3b11ec3cfe7c745083bc"},
+    {file = "semgrep-1.96.0.tar.gz", hash = "sha256:4785bda32d259400ec2f9186a51b0dbc49e0bd09baaa7c672e12277cc90994b5"},
 ]
 
 [package.dependencies]
@@ -1914,33 +2201,33 @@ wcmatch = ">=8.3,<9.0"
 
 [[package]]
 name = "setuptools"
-version = "75.2.0"
+version = "75.3.0"
 description = "Easily download, build, install, upgrade, and uninstall Python packages"
 optional = false
 python-versions = ">=3.8"
 files = [
-    {file = "setuptools-75.2.0-py3-none-any.whl", hash = "sha256:a7fcb66f68b4d9e8e66b42f9876150a3371558f98fa32222ffaa5bced76406f8"},
-    {file = "setuptools-75.2.0.tar.gz", hash = "sha256:753bb6ebf1f465a1912e19ed1d41f403a79173a9acf66a42e7e6aec45c3c16ec"},
+    {file = "setuptools-75.3.0-py3-none-any.whl", hash = "sha256:f2504966861356aa38616760c0f66568e535562374995367b4e69c7143cf6bcd"},
+    {file = "setuptools-75.3.0.tar.gz", hash = "sha256:fba5dd4d766e97be1b1681d98712680ae8f2f26d7881245f2ce9e40714f1a686"},
 ]
 
 [package.extras]
 check = ["pytest-checkdocs (>=2.4)", "pytest-ruff (>=0.2.1)", "ruff (>=0.5.2)"]
-core = ["importlib-metadata (>=6)", "importlib-resources (>=5.10.2)", "jaraco.collections", "jaraco.functools", "jaraco.text (>=3.7)", "more-itertools", "more-itertools (>=8.8)", "packaging", "packaging (>=24)", "platformdirs (>=2.6.2)", "tomli (>=2.0.1)", "wheel (>=0.43.0)"]
+core = ["importlib-metadata (>=6)", "importlib-resources (>=5.10.2)", "jaraco.collections", "jaraco.functools", "jaraco.text (>=3.7)", "more-itertools", "more-itertools (>=8.8)", "packaging", "packaging (>=24)", "platformdirs (>=4.2.2)", "tomli (>=2.0.1)", "wheel (>=0.43.0)"]
 cover = ["pytest-cov"]
 doc = ["furo", "jaraco.packaging (>=9.3)", "jaraco.tidelift (>=1.4)", "pygments-github-lexers (==0.0.5)", "pyproject-hooks (!=1.1)", "rst.linker (>=1.9)", "sphinx (>=3.5)", "sphinx-favicon", "sphinx-inline-tabs", "sphinx-lint", "sphinx-notfound-page (>=1,<2)", "sphinx-reredirects", "sphinxcontrib-towncrier", "towncrier (<24.7)"]
 enabler = ["pytest-enabler (>=2.2)"]
-test = ["build[virtualenv] (>=1.0.3)", "filelock (>=3.4.0)", "ini2toml[lite] (>=0.14)", "jaraco.develop (>=7.21)", "jaraco.envs (>=2.2)", "jaraco.path (>=3.2.0)", "jaraco.test", "packaging (>=23.2)", "pip (>=19.1)", "pyproject-hooks (!=1.1)", "pytest (>=6,!=8.1.*)", "pytest-home (>=0.5)", "pytest-perf", "pytest-subprocess", "pytest-timeout", "pytest-xdist (>=3)", "tomli-w (>=1.0.0)", "virtualenv (>=13.0.0)", "wheel (>=0.44.0)"]
-type = ["importlib-metadata (>=7.0.2)", "jaraco.develop (>=7.21)", "mypy (==1.11.*)", "pytest-mypy"]
+test = ["build[virtualenv] (>=1.0.3)", "filelock (>=3.4.0)", "ini2toml[lite] (>=0.14)", "jaraco.develop (>=7.21)", "jaraco.envs (>=2.2)", "jaraco.path (>=3.2.0)", "jaraco.test (>=5.5)", "packaging (>=23.2)", "pip (>=19.1)", "pyproject-hooks (!=1.1)", "pytest (>=6,!=8.1.*)", "pytest-home (>=0.5)", "pytest-perf", "pytest-subprocess", "pytest-timeout", "pytest-xdist (>=3)", "tomli-w (>=1.0.0)", "virtualenv (>=13.0.0)", "wheel (>=0.44.0)"]
+type = ["importlib-metadata (>=7.0.2)", "jaraco.develop (>=7.21)", "mypy (==1.12.*)", "pytest-mypy"]
 
 [[package]]
 name = "slack-bolt"
-version = "1.21.1"
+version = "1.21.2"
 description = "The Bolt Framework for Python"
 optional = false
 python-versions = ">=3.6"
 files = [
-    {file = "slack_bolt-1.21.1-py2.py3-none-any.whl", hash = "sha256:feb3c97ed7c388318d6e007a9c1b50dd88b0d59e64ff1f8c4e770db30e890ec8"},
-    {file = "slack_bolt-1.21.1.tar.gz", hash = "sha256:f0f1e7223f0e5621a768d1efce470058619b4f4eacbec405625c8c813e489c20"},
+    {file = "slack_bolt-1.21.2-py2.py3-none-any.whl", hash = "sha256:6860fc8693ca543b653c5d49a09b8b542f5fb7a02638342a7ddd18d8bc6f3ba0"},
+    {file = "slack_bolt-1.21.2.tar.gz", hash = "sha256:05ac2d454adfddfc629fb63c7a3723bd1432a24373119368bc81f2f52b029cbf"},
 ]
 
 [package.dependencies]
@@ -1948,13 +2235,13 @@ slack-sdk = ">=3.33.1,<4"
 
 [[package]]
 name = "slack-sdk"
-version = "3.33.1"
+version = "3.33.3"
 description = "The Slack API Platform SDK for Python"
 optional = false
 python-versions = ">=3.6"
 files = [
-    {file = "slack_sdk-3.33.1-py2.py3-none-any.whl", hash = "sha256:ef93beec3ce9c8f64da02fd487598a05ec4bc9c92ceed58f122dbe632691cbe2"},
-    {file = "slack_sdk-3.33.1.tar.gz", hash = "sha256:e328bb661d95db5f66b993b1d64288ac7c72201a745b4c7cf8848dafb7b74e40"},
+    {file = "slack_sdk-3.33.3-py2.py3-none-any.whl", hash = "sha256:0515fb93cd03b18de61f876a8304c4c3cef4dd3c2a3bad62d7394d2eb5a3c8e6"},
+    {file = "slack_sdk-3.33.3.tar.gz", hash = "sha256:4cc44c9ffe4bb28a01fbe3264c2f466c783b893a4eca62026ab845ec7c176ff1"},
 ]
 
 [package.extras]
@@ -1971,6 +2258,254 @@ files = [
     {file = "sniffio-1.3.1.tar.gz", hash = "sha256:f4324edc670a0f49750a81b895f35c3adb843cca46f0530f79fc1babb23789dc"},
 ]
 
+[[package]]
+name = "snowballstemmer"
+version = "2.2.0"
+description = "This package provides 29 stemmers for 28 languages generated from Snowball algorithms."
+optional = false
+python-versions = "*"
+files = [
+    {file = "snowballstemmer-2.2.0-py2.py3-none-any.whl", hash = "sha256:c8e1716e83cc398ae16824e5572ae04e0d9fc2c6b985fb0f900f5f0c96ecba1a"},
+    {file = "snowballstemmer-2.2.0.tar.gz", hash = "sha256:09b16deb8547d3412ad7b590689584cd0fe25ec8db3be37788be3810cbf19cb1"},
+]
+
+[[package]]
+name = "soupsieve"
+version = "2.6"
+description = "A modern CSS selector implementation for Beautiful Soup."
+optional = false
+python-versions = ">=3.8"
+files = [
+    {file = "soupsieve-2.6-py3-none-any.whl", hash = "sha256:e72c4ff06e4fb6e4b5a9f0f55fe6e81514581fca1515028625d0f299c602ccc9"},
+    {file = "soupsieve-2.6.tar.gz", hash = "sha256:e2e68417777af359ec65daac1057404a3c8a5455bb8abc36f1a9866ab1a51abb"},
+]
+
+[[package]]
+name = "sphinx"
+version = "8.1.3"
+description = "Python documentation generator"
+optional = false
+python-versions = ">=3.10"
+files = [
+    {file = "sphinx-8.1.3-py3-none-any.whl", hash = "sha256:09719015511837b76bf6e03e42eb7595ac8c2e41eeb9c29c5b755c6b677992a2"},
+    {file = "sphinx-8.1.3.tar.gz", hash = "sha256:43c1911eecb0d3e161ad78611bc905d1ad0e523e4ddc202a58a821773dc4c927"},
+]
+
+[package.dependencies]
+alabaster = ">=0.7.14"
+babel = ">=2.13"
+colorama = {version = ">=0.4.6", markers = "sys_platform == \"win32\""}
+docutils = ">=0.20,<0.22"
+imagesize = ">=1.3"
+Jinja2 = ">=3.1"
+packaging = ">=23.0"
+Pygments = ">=2.17"
+requests = ">=2.30.0"
+snowballstemmer = ">=2.2"
+sphinxcontrib-applehelp = ">=1.0.7"
+sphinxcontrib-devhelp = ">=1.0.6"
+sphinxcontrib-htmlhelp = ">=2.0.6"
+sphinxcontrib-jsmath = ">=1.0.1"
+sphinxcontrib-qthelp = ">=1.0.6"
+sphinxcontrib-serializinghtml = ">=1.1.9"
+
+[package.extras]
+docs = ["sphinxcontrib-websupport"]
+lint = ["flake8 (>=6.0)", "mypy (==1.11.1)", "pyright (==1.1.384)", "pytest (>=6.0)", "ruff (==0.6.9)", "sphinx-lint (>=0.9)", "tomli (>=2)", "types-Pillow (==10.2.0.20240822)", "types-Pygments (==2.18.0.20240506)", "types-colorama (==0.4.15.20240311)", "types-defusedxml (==0.7.0.20240218)", "types-docutils (==0.21.0.20241005)", "types-requests (==2.32.0.20240914)", "types-urllib3 (==1.26.25.14)"]
+test = ["cython (>=3.0)", "defusedxml (>=0.7.1)", "pytest (>=8.0)", "setuptools (>=70.0)", "typing_extensions (>=4.9)"]
+
+[[package]]
+name = "sphinx-autobuild"
+version = "2024.10.3"
+description = "Rebuild Sphinx documentation on changes, with hot reloading in the browser."
+optional = false
+python-versions = ">=3.9"
+files = [
+    {file = "sphinx_autobuild-2024.10.3-py3-none-any.whl", hash = "sha256:158e16c36f9d633e613c9aaf81c19b0fc458ca78b112533b20dafcda430d60fa"},
+    {file = "sphinx_autobuild-2024.10.3.tar.gz", hash = "sha256:248150f8f333e825107b6d4b86113ab28fa51750e5f9ae63b59dc339be951fb1"},
+]
+
+[package.dependencies]
+colorama = ">=0.4.6"
+sphinx = "*"
+starlette = ">=0.35"
+uvicorn = ">=0.25"
+watchfiles = ">=0.20"
+websockets = ">=11"
+
+[package.extras]
+test = ["httpx", "pytest (>=6)"]
+
+[[package]]
+name = "sphinx-autodoc2"
+version = "0.5.0"
+description = "Analyse a python project and create documentation for it."
+optional = false
+python-versions = ">=3.8"
+files = [
+    {file = "sphinx_autodoc2-0.5.0-py3-none-any.whl", hash = "sha256:e867013b1512f9d6d7e6f6799f8b537d6884462acd118ef361f3f619a60b5c9e"},
+    {file = "sphinx_autodoc2-0.5.0.tar.gz", hash = "sha256:7d76044aa81d6af74447080182b6868c7eb066874edc835e8ddf810735b6565a"},
+]
+
+[package.dependencies]
+astroid = ">=2.7,<4"
+typing-extensions = "*"
+
+[package.extras]
+cli = ["typer[all]"]
+docs = ["furo", "myst-parser", "sphinx (>=4.0.0)"]
+sphinx = ["sphinx (>=4.0.0)"]
+testing = ["pytest", "pytest-cov", "pytest-regressions", "sphinx (>=4.0.0,<7)"]
+
+[[package]]
+name = "sphinx-book-theme"
+version = "1.1.3"
+description = "A clean book theme for scientific explanations and documentation with Sphinx"
+optional = false
+python-versions = ">=3.9"
+files = [
+    {file = "sphinx_book_theme-1.1.3-py3-none-any.whl", hash = "sha256:a554a9a7ac3881979a87a2b10f633aa2a5706e72218a10f71be38b3c9e831ae9"},
+    {file = "sphinx_book_theme-1.1.3.tar.gz", hash = "sha256:1f25483b1846cb3d353a6bc61b3b45b031f4acf845665d7da90e01ae0aef5b4d"},
+]
+
+[package.dependencies]
+pydata-sphinx-theme = ">=0.15.2"
+sphinx = ">=5"
+
+[package.extras]
+code-style = ["pre-commit"]
+doc = ["ablog", "folium", "ipywidgets", "matplotlib", "myst-nb", "nbclient", "numpy", "numpydoc", "pandas", "plotly", "sphinx-copybutton", "sphinx-design", "sphinx-examples", "sphinx-tabs", "sphinx-thebe", "sphinx-togglebutton", "sphinxcontrib-bibtex", "sphinxcontrib-youtube", "sphinxext-opengraph"]
+test = ["beautifulsoup4", "coverage", "defusedxml", "myst-nb", "pytest", "pytest-cov", "pytest-regressions", "sphinx_thebe"]
+
+[[package]]
+name = "sphinx-copybutton"
+version = "0.5.2"
+description = "Add a copy button to each of your code cells."
+optional = false
+python-versions = ">=3.7"
+files = [
+    {file = "sphinx-copybutton-0.5.2.tar.gz", hash = "sha256:4cf17c82fb9646d1bc9ca92ac280813a3b605d8c421225fd9913154103ee1fbd"},
+    {file = "sphinx_copybutton-0.5.2-py3-none-any.whl", hash = "sha256:fb543fd386d917746c9a2c50360c7905b605726b9355cd26e9974857afeae06e"},
+]
+
+[package.dependencies]
+sphinx = ">=1.8"
+
+[package.extras]
+code-style = ["pre-commit (==2.12.1)"]
+rtd = ["ipython", "myst-nb", "sphinx", "sphinx-book-theme", "sphinx-examples"]
+
+[[package]]
+name = "sphinxcontrib-applehelp"
+version = "2.0.0"
+description = "sphinxcontrib-applehelp is a Sphinx extension which outputs Apple help books"
+optional = false
+python-versions = ">=3.9"
+files = [
+    {file = "sphinxcontrib_applehelp-2.0.0-py3-none-any.whl", hash = "sha256:4cd3f0ec4ac5dd9c17ec65e9ab272c9b867ea77425228e68ecf08d6b28ddbdb5"},
+    {file = "sphinxcontrib_applehelp-2.0.0.tar.gz", hash = "sha256:2f29ef331735ce958efa4734873f084941970894c6090408b079c61b2e1c06d1"},
+]
+
+[package.extras]
+lint = ["mypy", "ruff (==0.5.5)", "types-docutils"]
+standalone = ["Sphinx (>=5)"]
+test = ["pytest"]
+
+[[package]]
+name = "sphinxcontrib-devhelp"
+version = "2.0.0"
+description = "sphinxcontrib-devhelp is a sphinx extension which outputs Devhelp documents"
+optional = false
+python-versions = ">=3.9"
+files = [
+    {file = "sphinxcontrib_devhelp-2.0.0-py3-none-any.whl", hash = "sha256:aefb8b83854e4b0998877524d1029fd3e6879210422ee3780459e28a1f03a8a2"},
+    {file = "sphinxcontrib_devhelp-2.0.0.tar.gz", hash = "sha256:411f5d96d445d1d73bb5d52133377b4248ec79db5c793ce7dbe59e074b4dd1ad"},
+]
+
+[package.extras]
+lint = ["mypy", "ruff (==0.5.5)", "types-docutils"]
+standalone = ["Sphinx (>=5)"]
+test = ["pytest"]
+
+[[package]]
+name = "sphinxcontrib-htmlhelp"
+version = "2.1.0"
+description = "sphinxcontrib-htmlhelp is a sphinx extension which renders HTML help files"
+optional = false
+python-versions = ">=3.9"
+files = [
+    {file = "sphinxcontrib_htmlhelp-2.1.0-py3-none-any.whl", hash = "sha256:166759820b47002d22914d64a075ce08f4c46818e17cfc9470a9786b759b19f8"},
+    {file = "sphinxcontrib_htmlhelp-2.1.0.tar.gz", hash = "sha256:c9e2916ace8aad64cc13a0d233ee22317f2b9025b9cf3295249fa985cc7082e9"},
+]
+
+[package.extras]
+lint = ["mypy", "ruff (==0.5.5)", "types-docutils"]
+standalone = ["Sphinx (>=5)"]
+test = ["html5lib", "pytest"]
+
+[[package]]
+name = "sphinxcontrib-jsmath"
+version = "1.0.1"
+description = "A sphinx extension which renders display math in HTML via JavaScript"
+optional = false
+python-versions = ">=3.5"
+files = [
+    {file = "sphinxcontrib-jsmath-1.0.1.tar.gz", hash = "sha256:a9925e4a4587247ed2191a22df5f6970656cb8ca2bd6284309578f2153e0c4b8"},
+    {file = "sphinxcontrib_jsmath-1.0.1-py2.py3-none-any.whl", hash = "sha256:2ec2eaebfb78f3f2078e73666b1415417a116cc848b72e5172e596c871103178"},
+]
+
+[package.extras]
+test = ["flake8", "mypy", "pytest"]
+
+[[package]]
+name = "sphinxcontrib-qthelp"
+version = "2.0.0"
+description = "sphinxcontrib-qthelp is a sphinx extension which outputs QtHelp documents"
+optional = false
+python-versions = ">=3.9"
+files = [
+    {file = "sphinxcontrib_qthelp-2.0.0-py3-none-any.whl", hash = "sha256:b18a828cdba941ccd6ee8445dbe72ffa3ef8cbe7505d8cd1fa0d42d3f2d5f3eb"},
+    {file = "sphinxcontrib_qthelp-2.0.0.tar.gz", hash = "sha256:4fe7d0ac8fc171045be623aba3e2a8f613f8682731f9153bb2e40ece16b9bbab"},
+]
+
+[package.extras]
+lint = ["mypy", "ruff (==0.5.5)", "types-docutils"]
+standalone = ["Sphinx (>=5)"]
+test = ["defusedxml (>=0.7.1)", "pytest"]
+
+[[package]]
+name = "sphinxcontrib-serializinghtml"
+version = "2.0.0"
+description = "sphinxcontrib-serializinghtml is a sphinx extension which outputs \"serialized\" HTML files (json and pickle)"
+optional = false
+python-versions = ">=3.9"
+files = [
+    {file = "sphinxcontrib_serializinghtml-2.0.0-py3-none-any.whl", hash = "sha256:6e2cb0eef194e10c27ec0023bfeb25badbbb5868244cf5bc5bdc04e4464bf331"},
+    {file = "sphinxcontrib_serializinghtml-2.0.0.tar.gz", hash = "sha256:e9d912827f872c029017a53f0ef2180b327c3f7fd23c87229f7a8e8b70031d4d"},
+]
+
+[package.extras]
+lint = ["mypy", "ruff (==0.5.5)", "types-docutils"]
+standalone = ["Sphinx (>=5)"]
+test = ["pytest"]
+
+[[package]]
+name = "starlette"
+version = "0.41.2"
+description = "The little ASGI library that shines."
+optional = false
+python-versions = ">=3.8"
+files = [
+    {file = "starlette-0.41.2-py3-none-any.whl", hash = "sha256:fbc189474b4731cf30fcef52f18a8d070e3f3b46c6a04c97579e85e6ffca942d"},
+    {file = "starlette-0.41.2.tar.gz", hash = "sha256:9834fd799d1a87fd346deb76158668cfa0b0d56f85caefe8268e2d97c3468b62"},
+]
+
+[package.dependencies]
+anyio = ">=3.4.0,<5"
+
+[package.extras]
+full = ["httpx (>=0.22.0)", "itsdangerous", "jinja2", "python-multipart (>=0.0.7)", "pyyaml"]
+
 [[package]]
 name = "tomli"
 version = "2.0.2"
@@ -2013,6 +2548,20 @@ files = [
     {file = "typing_extensions-4.12.2.tar.gz", hash = "sha256:1a7ead55c7e559dd4dee8856e3a88b41225abfe1ce8df57b7c13915fe121ffb8"},
 ]
 
+[[package]]
+name = "uc-micro-py"
+version = "1.0.3"
+description = "Micro subset of unicode data files for linkify-it-py projects."
+optional = false
+python-versions = ">=3.7"
+files = [
+    {file = "uc-micro-py-1.0.3.tar.gz", hash = "sha256:d321b92cff673ec58027c04015fcaa8bb1e005478643ff4a500882eaab88c48a"},
+    {file = "uc_micro_py-1.0.3-py3-none-any.whl", hash = "sha256:db1dffff340817673d7b466ec86114a9dc0e9d4d9b5ba229d9d60e5c12600cd5"},
+]
+
+[package.extras]
+test = ["coverage", "pytest", "pytest-cov"]
+
 [[package]]
 name = "urllib3"
 version = "2.2.3"
@@ -2030,6 +2579,119 @@ h2 = ["h2 (>=4,<5)"]
 socks = ["pysocks (>=1.5.6,!=1.5.7,<2.0)"]
 zstd = ["zstandard (>=0.18.0)"]
 
+[[package]]
+name = "uvicorn"
+version = "0.32.0"
+description = "The lightning-fast ASGI server."
+optional = false
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 version = "8.5.2"
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+    {file = "yarl-1.17.1.tar.gz", hash = "sha256:067a63fcfda82da6b198fa73079b1ca40b7c9b7994995b6ee38acda728b64d47"},
 ]
 
 [package.dependencies]
@@ -2255,4 +3012,4 @@ type = ["pytest-mypy"]
 [metadata]
 lock-version = "2.0"
 python-versions = ">=3.11,<4"
-content-hash = "9e8161320447d7b61416abfb1d60fbeabb713f65f34b927863cf4d2f317af01c"
+content-hash = "22b76834a04979694d69649155d47363ebf62ac7bf26263f7ad575594a03c77f"
diff --git a/pyproject.toml b/pyproject.toml
index d1c4b3f..6ee5362 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -6,9 +6,12 @@ build-backend = "poetry.core.masonry.api"
 name = "boardwalk"
 requires-python = ">=3.11"
 
+# -- Package and dependencies, configured with Poetry -------------------------
+# https://python-poetry.org/docs/
+
 [tool.poetry]
 name = "boardwalk"
-version = "0.8.23"
+version = "0.8.24"
 description = "Boardwalk is a linear Ansible workflow engine"
 readme = "README.md"
 authors = [
@@ -56,6 +59,18 @@ ruff = "^0.6.4"
 pytest = "^8.1.1"
 anyio = "^4.6.2.post1"
 
+[tool.poetry.group.docs]
+optional = true
+
+[tool.poetry.group.docs.dependencies]
+rich-click = "^1.8.3"
+sphinx = "^8.1.3"
+sphinx-book-theme = "^1.1.3"
+myst-parser = {extras = ["linkify"], version = "^4.0.0"}
+sphinx-autobuild = "^2024.10.3"
+sphinx-autodoc2 = "^0.5.0"
+sphinx-copybutton = "^0.5.2"
+
 [tool.poetry.scripts]
 boardwalk = "boardwalk.cli:cli"
 boardwalkd = "boardwalkd.cli:cli"
@@ -66,13 +81,14 @@ filterwarnings = [
     'ignore:::pydantic.*:',
 ]
 
+# -- Configuration for Ruff ---------------------------------------------------
+# https://docs.astral.sh/ruff/
+
 [tool.ruff]
 line-length = 120
-
 extend-exclude = [
     "typings/*",
 ]
-
 lint.extend-select = [
     "I",            # isort (import sorting)
     "W",            # pycodestyle warnings
@@ -80,6 +96,7 @@ lint.extend-select = [
     "DTZ",          # flake8-datetimez
 ]
 
+# -- Typechecking (currently pyright) -----------------------------------------
 [tool.pyright]
 exclude = [
     "build/",
diff --git a/src/boardwalk/cli.py b/src/boardwalk/cli.py
index 6a8d207..581bd54 100755
--- a/src/boardwalk/cli.py
+++ b/src/boardwalk/cli.py
@@ -74,7 +74,8 @@ def cli(ctx: click.Context, verbose: int):
     ctx.obj["VERBOSITY"] = verbose
     logger.remove()
     logger.add(sys.stdout, level=loglevel)
-    logger.info(f"Log level is {loglevel}")
+    if verbose > 0:
+        logger.info(f"Log level is {loglevel}")
 
     signal.signal(signal.SIGINT, handle_signal)
     signal.signal(signal.SIGHUP, handle_signal)