diff --git a/.gitignore b/.gitignore
index 4d0bed3c..0683169b 100644
--- a/.gitignore
+++ b/.gitignore
@@ -6,7 +6,7 @@
 .DS_Store
 
 # Python environment
-/env35
+/env36
 
 # Python compilation
 *.pyc
diff --git a/.travis.yml b/.travis.yml
index f017378c..02f4d070 100644
--- a/.travis.yml
+++ b/.travis.yml
@@ -5,26 +5,26 @@ sudo: false
 language: python
 
 python:
-  - "3.5.2"
+  - "3.6.6"
 
 cache:
   pip: true
 
 install:
   # Install Python dependencies
-  - python -m pip install --upgrade pip==9.0.1
+  - python -m pip install --upgrade pip==18.0
   - python -m pip install -r requirements3.txt
 
   # Install Node
-  - nvm install 4.5.0
+  - nvm install 8.12.0
 
   # Install Ruby
-  - rvm @global do gem install bundler -v 1.13.6
-  - rvm install 2.3.3
-  - rvm use 2.3.3 --default
+  - rvm install 2.5.1
+  - rvm @global do gem install bundler -v 1.16.5
+  - rvm use 2.5.1 --default
 
   # Invoke will get our other dependencies
-  - invoke update_dependencies
+  - invoke dependencies_ensure
 
 script:
   - nosetests tests.fast
diff --git a/.travis.yml.in b/.travis.yml.in
index 7e3c383b..6798a658 100644
--- a/.travis.yml.in
+++ b/.travis.yml.in
@@ -37,8 +37,8 @@ install:
 {% endif %}
 {% if ruby is defined and ruby.required %}
   # Install Ruby
-  - rvm @global do gem install bundler -v {{ ruby.bundler_version }}
   - rvm install {{ ruby.version }}
+  - rvm @global do gem install bundler -v {{ ruby.bundler_version }}
   - rvm use {{ ruby.version }} --default
 
 {% endif %}
@@ -58,7 +58,7 @@ install:
 
 {% endif %}
   # Invoke will get our other dependencies
-  - invoke update_dependencies
+  - invoke dependencies_ensure
 
 script:
 {% if docker is defined and docker.required %}
diff --git a/Gemfile b/Gemfile
index 0dce7857..bcf2170f 100644
--- a/Gemfile
+++ b/Gemfile
@@ -1,5 +1,5 @@
 source "https://rubygems.org"
 
-ruby '2.3.3'
+ruby '2.5.1'
 
 gem 'jekyll'
diff --git a/Gemfile.lock b/Gemfile.lock
index f2b5d9ee..70ad1d58 100644
--- a/Gemfile.lock
+++ b/Gemfile.lock
@@ -1,42 +1,59 @@
 GEM
   remote: https://rubygems.org/
   specs:
-    addressable (2.5.0)
-      public_suffix (~> 2.0, >= 2.0.2)
+    addressable (2.5.2)
+      public_suffix (>= 2.0.2, < 4.0)
     colorator (1.1.0)
-    ffi (1.9.14)
-    ffi (1.9.14-x86-mingw32)
+    concurrent-ruby (1.0.5)
+    em-websocket (0.5.1)
+      eventmachine (>= 0.12.9)
+      http_parser.rb (~> 0.6.0)
+    eventmachine (1.2.7)
+    eventmachine (1.2.7-x86-mingw32)
+    ffi (1.9.25)
+    ffi (1.9.25-x86-mingw32)
     forwardable-extended (2.6.0)
-    jekyll (3.3.1)
+    http_parser.rb (0.6.0)
+    i18n (0.9.5)
+      concurrent-ruby (~> 1.0)
+    jekyll (3.8.4)
       addressable (~> 2.4)
       colorator (~> 1.0)
+      em-websocket (~> 0.5)
+      i18n (~> 0.7)
       jekyll-sass-converter (~> 1.0)
-      jekyll-watch (~> 1.1)
-      kramdown (~> 1.3)
-      liquid (~> 3.0)
+      jekyll-watch (~> 2.0)
+      kramdown (~> 1.14)
+      liquid (~> 4.0)
       mercenary (~> 0.3.3)
       pathutil (~> 0.9)
-      rouge (~> 1.7)
+      rouge (>= 1.7, < 4)
       safe_yaml (~> 1.0)
-    jekyll-sass-converter (1.5.0)
+    jekyll-sass-converter (1.5.2)
       sass (~> 3.4)
-    jekyll-watch (1.5.0)
-      listen (~> 3.0, < 3.1)
-    kramdown (1.13.1)
-    liquid (3.0.6)
-    listen (3.0.8)
+    jekyll-watch (2.0.0)
+      listen (~> 3.0)
+    kramdown (1.17.0)
+    liquid (4.0.0)
+    listen (3.1.5)
       rb-fsevent (~> 0.9, >= 0.9.4)
       rb-inotify (~> 0.9, >= 0.9.7)
+      ruby_dep (~> 1.2)
     mercenary (0.3.6)
-    pathutil (0.14.0)
+    pathutil (0.16.1)
       forwardable-extended (~> 2.6)
-    public_suffix (2.0.4)
-    rb-fsevent (0.9.8)
-    rb-inotify (0.9.7)
-      ffi (>= 0.5.0)
-    rouge (1.11.1)
+    public_suffix (3.0.3)
+    rb-fsevent (0.10.3)
+    rb-inotify (0.9.10)
+      ffi (>= 0.5.0, < 2)
+    rouge (3.2.1)
+    ruby_dep (1.5.0)
     safe_yaml (1.0.4)
-    sass (3.4.22)
+    sass (3.6.0)
+      sass-listen (~> 4.0.0)
+    sass-listen (4.0.0)
+      rb-fsevent (~> 0.9, >= 0.9.4)
+      rb-inotify (~> 0.9, >= 0.9.7)
 
 PLATFORMS
   ruby
@@ -46,7 +63,7 @@ DEPENDENCIES
   jekyll
 
 RUBY VERSION
-   ruby 2.3.3p222
+   ruby 2.5.1p57
 
 BUNDLED WITH
-   1.13.6
+   1.16.5
diff --git a/README.md b/README.md
index a5b841b8..31f955d1 100644
--- a/README.md
+++ b/README.md
@@ -17,10 +17,9 @@ Which is in turn based on:
 [https://github.com/fogies/invoke-base](https://github.com/fogies/invoke-base)
 
 Runtime dependencies for this project are:
-- Python 3.5.2
-- Node 4.5.0
-- Ruby 2.3.3
-- Ruby DevKit
+- Python 3.6.6
+- Node 8.12.0
+- Ruby 2.5.1
 
 See [Installation for Windows](https://github.com/fogies/web-jekyll-base/blob/master/readme/install_windows.md).
 
diff --git a/_base_config.yml b/_base_config.yml
index e1c07972..f388d373 100644
--- a/_base_config.yml
+++ b/_base_config.yml
@@ -1,32 +1,34 @@
 config:
   python:
-    version: 3.5.2
-    pip_version: 9.0.1
+    # Python is currently pinned by this bug:
+    #   https://github.com/travis-ci/travis-ci/issues/9815
+    version: 3.6.6
+    pip_version: 18.0
     # Invoke is currently pinned by this bug:
     #   https://github.com/pyinvoke/invoke/issues/345
     invoke_version: 0.12.2
 
   node:
     required: true
-    version: 4.5.0
+    version: 8.12.0
 
   ruby:
     required: true
-    version: 2.3.3
-    bundler_version: 1.13.6
+    version: 2.5.1
+    bundler_version: 1.16.5
 
   docker:
     required: false
 
     toolbox:
-      version: v17.06.0a-ce
+      version: v18.06.1-ce
 
       macos:
         cmd_bash: /bin/bash
         cmd_dockermachine: /usr/local/bin/docker-machine
       windows:
-        cmd_bash: c:/Program Files/Git/bin/bash
-        cmd_dockermachine: c:/Program Files/Docker Toolbox/docker-machine.exe
+        cmd_bash: c:\Program Files\Git\bin\bash
+        cmd_dockermachine: c:\Program Files\Docker Toolbox\docker-machine.exe
 
     travis:
       version: 1.11.2-0~trusty
@@ -54,6 +56,8 @@ config:
       build_test: base/readme/invoke/build_test.md
       compile_config: base/readme/invoke/compile_config.md
       compile_requirements: base/readme/invoke/compile_requirements.md
+      dependencies_ensure: base/readme/invoke/dependencies_ensure.md
+      dependencies_upgrade_base: base/readme/invoke/dependencies_upgrade_base.md
       docker_console: base/readme/invoke/docker_console.md
       docker_ip: base/readme/invoke/docker_ip.md
       docker_localize: base/readme/invoke/docker_localize.md
@@ -62,55 +66,39 @@ config:
       docker_stop: base/readme/invoke/docker_stop.md
       serve_production: base/readme/invoke/serve_production.md
       serve_test: base/readme/invoke/serve_test.md
-      update_base: base/readme/invoke/update_base.md
-      update_dependencies: base/readme/invoke/update_dependencies.md
 
     python_versions:
-      - version: 3.5.2
-        virtual_environment_name: env35
+      - version: 3.7.0
+        virtual_environment_name: env37
         requirements_name: requirements3.txt
         windows:
-          installer_url: https://www.python.org/ftp/python/3.5.2/python-3.5.2.exe
-          install_path: c:/Python35
+          installer_url: https://www.python.org/ftp/python/3.7.0/python-3.7.0.exe
+          install_path: c:\Python37
+      - version: 3.6.6
+        virtual_environment_name: env36
+        requirements_name: requirements3.txt
+        windows:
+          installer_url: https://www.python.org/ftp/python/3.6.6/python-3.6.6.exe
+          install_path: c:\Python36
 
     node_versions:
-      - version: 4.5.0
+      - version: 8.12.0
         windows:
-          installer_url: https://nodejs.org/dist/v4.5.0/node-v4.5.0-x64.msi
+          installer_url: https://nodejs.org/dist/v8.12.0/node-v8.12.0-x64.msi
 
     ruby_versions:
-      - version: 2.2.3
-        windows:
-          installer_url: https://dl.bintray.com/oneclick/rubyinstaller/rubyinstaller-2.2.3.exe
-          install_path: c:/Ruby223
-          installer_devkit_url: https://dl.bintray.com/oneclick/rubyinstaller/DevKit-mingw64-32-4.7.2-20130224-1151-sfx.exe
-          install_devkit_path: c:/RubyDevKit
-      - version: 2.3.1
+      - version: 2.5.1
         windows:
-          installer_url: https://dl.bintray.com/oneclick/rubyinstaller/rubyinstaller-2.3.1.exe
-          install_path: c:/Ruby231
-          installer_devkit_url: https://dl.bintray.com/oneclick/rubyinstaller/DevKit-mingw64-32-4.7.2-20130224-1151-sfx.exe
-          install_devkit_path: c:/RubyDevKit
-      - version: 2.3.3
-        windows:
-          installer_url: https://dl.bintray.com/oneclick/rubyinstaller/rubyinstaller-2.3.3.exe
-          install_path: c:/Ruby233
-          installer_devkit_url: https://dl.bintray.com/oneclick/rubyinstaller/DevKit-mingw64-32-4.7.2-20130224-1151-sfx.exe
-          install_devkit_path: c:/RubyDevKit
+          installer_url: https://github.com/oneclick/rubyinstaller2/releases/download/rubyinstaller-2.5.1-2/rubyinstaller-devkit-2.5.1-2-x86.exe
+          install_path: c:\Ruby251
 
     docker_toolbox_versions:
-      - version: v17.06.0a-ce
-        macos:
-          installer_url: https://github.com/docker/toolbox/releases/download/v17.06.0a-ce/DockerToolbox-17.06.0a-ce.pkg
-        windows:
-          installer_url: https://github.com/docker/toolbox/releases/download/v17.06.0a-ce/DockerToolbox-17.06.0a-ce.exe
-          install_path: c:/Program Files/Docker Toolbox
-      - version: 1.12.3
+      - version: v18.06.1-ce
         macos:
-          installer_url: https://github.com/docker/toolbox/releases/download/v1.12.3/DockerToolbox-1.12.3.pkg
+          installer_url: https://github.com/docker/toolbox/releases/download/v18.06.1-ce/DockerToolbox-18.06.1-ce.pkg
         windows:
-          installer_url: https://github.com/docker/toolbox/releases/download/v1.12.3/DockerToolbox-1.12.3.exe
-          install_path: c:/Program Files/Docker Toolbox
+          installer_url: https://github.com/docker/toolbox/releases/download/v18.06.1-ce/DockerToolbox-18.06.1-ce.exe
+          install_path: c:\Program Files\Docker Toolbox
 
 compile_config:
   entries:
diff --git a/base/invoke/tasks/command.py b/base/invoke/tasks/command.py
index b13e17ff..c9c6fc30 100644
--- a/base/invoke/tasks/command.py
+++ b/base/invoke/tasks/command.py
@@ -12,10 +12,11 @@ def run(command, error_on_failure=True):
 
     output = ''
     for line in process.stdout:
-        line = str(line, encoding='utf-8')
-
-        output += line
         try:
+            line = str(line, encoding='utf-8')
+
+            output += line
+
             if sys.stdout.encoding:
                 print(
                     line.encode(
diff --git a/base/invoke/tasks/update.py b/base/invoke/tasks/dependencies.py
similarity index 90%
rename from base/invoke/tasks/update.py
rename to base/invoke/tasks/dependencies.py
index 77c208bd..4dafdd50 100644
--- a/base/invoke/tasks/update.py
+++ b/base/invoke/tasks/dependencies.py
@@ -7,16 +7,10 @@
 import yaml
 
 
-@invoke.task
-def update_base():
-    invoke.run('git pull https://github.com/fogies/web-jekyll-base.git master', encoding=sys.stdout.encoding)
-    invoke.run('git pull https://github.com/fogies/invoke-base.git master', encoding=sys.stdout.encoding)
-
-
 @invoke.task(pre=[
     base.invoke.tasks.compile.compile_config
 ])
-def update_dependencies():
+def dependencies_ensure():
     # Check that we are internet connected
     try:
         response = requests.head(url='http://www.google.com', timeout=5)
@@ -77,13 +71,6 @@ def update_dependencies():
             )
             result = base.invoke.tasks.command.run(command)
 
-        # And only the correct Bundler version
-        # Expected to fail if no other versions of bundler are installed
-        command = 'gem uninstall bundler -v "!={}"'.format(
-            bundler_version_desired
-        )
-        result = base.invoke.tasks.command.run(command, error_on_failure=False)
-
         # Check we have our Ruby dependencies
         command = 'bundle check'
         result = base.invoke.tasks.command.run(command, error_on_failure=False)
@@ -92,3 +79,9 @@ def update_dependencies():
         if result.failed:
             command = 'bundle install'
             result = base.invoke.tasks.command.run(command)
+
+
+@invoke.task
+def dependencies_base_update():
+    invoke.run('git pull https://github.com/fogies/web-jekyll-base.git master', encoding=sys.stdout.encoding)
+    invoke.run('git pull https://github.com/fogies/invoke-base.git master', encoding=sys.stdout.encoding)
diff --git a/base/invoke/tasks/jekyll.py b/base/invoke/tasks/jekyll.py
index f49865e9..294658e9 100644
--- a/base/invoke/tasks/jekyll.py
+++ b/base/invoke/tasks/jekyll.py
@@ -1,9 +1,9 @@
-import base.invoke.tasks.update
+import base.invoke.tasks.dependencies
 import invoke
 import sys
 
 
-@invoke.task(pre=[base.invoke.tasks.update.update_dependencies])
+@invoke.task(pre=[base.invoke.tasks.dependencies.dependencies_ensure])
 def build_production():
     invoke.run(
         'bundle exec jekyll build -t --config _config.yml,_config-production.yml',
@@ -11,7 +11,7 @@ def build_production():
     )
 
 
-@invoke.task(pre=[base.invoke.tasks.update.update_dependencies])
+@invoke.task(pre=[base.invoke.tasks.dependencies.dependencies_ensure])
 def build_test():
     invoke.run(
         'bundle exec jekyll build -t --config _config.yml,_config-test.yml',
@@ -19,7 +19,7 @@ def build_test():
     )
 
 
-@invoke.task(pre=[base.invoke.tasks.update.update_dependencies])
+@invoke.task(pre=[base.invoke.tasks.dependencies.dependencies_ensure])
 def serve_production():
     invoke.run(
         'bundle exec jekyll serve -t --config _config.yml,_config-production.yml -H 0.0.0.0',
@@ -27,7 +27,7 @@ def serve_production():
     )
 
 
-@invoke.task(pre=[base.invoke.tasks.update.update_dependencies])
+@invoke.task(pre=[base.invoke.tasks.dependencies.dependencies_ensure])
 def serve_test():
     invoke.run(
         'bundle exec jekyll serve -t --config _config.yml,_config-test.yml --watch --force_polling',
diff --git a/base/readme/install/docker_toolbox_requirements.md b/base/readme/install/docker_toolbox_requirements.md
index f16ad36c..2438fb66 100644
--- a/base/readme/install/docker_toolbox_requirements.md
+++ b/base/readme/install/docker_toolbox_requirements.md
@@ -1,7 +1,3 @@
 {% if docker is defined and docker.required %}
 - Docker Toolbox {{ docker.toolbox.version }}
-
-  Note we are using this version due to a potential bug in 1.12.5, which is unable to mount volumes on Windows.
-
-  [https://github.com/docker/toolbox/issues/607](https://github.com/docker/toolbox/issues/607)
 {% endif %}
diff --git a/base/readme/install/docker_toolbox_windows.md b/base/readme/install/docker_toolbox_windows.md
index 297598ba..fcb32da7 100644
--- a/base/readme/install/docker_toolbox_windows.md
+++ b/base/readme/install/docker_toolbox_windows.md
@@ -9,7 +9,7 @@
 
 [{{ install_params_docker_toolbox.windows.installer_url }}]({{ install_params_docker_toolbox.windows.installer_url }})
 
-This installer must be run by right-clicking and selecting 'Run as administrator'.
+This installer should be run by right-clicking and selecting 'Run as administrator'.
 This is required even when using an Administrator account.
 Otherwise, VirtualBox can fail to create the host-only network required for VirtualBox and Docker Toolbox.
 
diff --git a/base/readme/install/python_windows.md b/base/readme/install/python_windows.md
index a4351ae1..cfe278a0 100644
--- a/base/readme/install/python_windows.md
+++ b/base/readme/install/python_windows.md
@@ -15,16 +15,24 @@ When installing Python:
 - Choose 'Customize Installation'
 - On 'Optional Features':
 
-  Check 'pip' and 'for all users (requires elevation)'.
+  Check 'pip'.
 
-  Uncheck 'Documentation', 'tcl/tk and IDLE', 'Python test suite', 'py launcher'.
+  Uncheck 'Documentation', 'tcl/tk and IDLE', 'Python test suite', 'py launcher', and 'for all users (requires elevation)'.
 
 - On 'Advanced Options':
 
+  Check 'Install for all users' and 'Precompile standard library'.
+
+  Uncheck 'Create shortcuts for installed applications', 'Add Python to environment variables', 'Download debugging symbols', and 'Download debug binaries (requires VS 2015 or later)'.
+
   Set an installation path of `{{ install_params_python.windows.install_path }}`.
 
   Uncheck all options.
 
+- On 'Setup was successful':
+
+  If present, choose 'Disable path length limit'.
+
 ### Creating a Virtual Environment and Installing Dependencies
 
 Create the virtual environment. From the working directory of our project (e.g., `{{ readme.working_directory_windows }}`):
diff --git a/base/readme/install/ruby_mac.md b/base/readme/install/ruby_mac.md
index e795bfb7..b4aa008a 100644
--- a/base/readme/install/ruby_mac.md
+++ b/base/readme/install/ruby_mac.md
@@ -25,8 +25,4 @@ Alternatively, you can specify a Ruby version for the directory:
 rbenv local {{ ruby.version }}
 ~~~
 
-### Installing Ruby DevKit:
-
-Installing `rbenv` via Homebrew should automatically install `ruby-devkit`
-
 {% endif %}
diff --git a/base/readme/install/ruby_requirements.md b/base/readme/install/ruby_requirements.md
index e1d65031..e8609a5d 100644
--- a/base/readme/install/ruby_requirements.md
+++ b/base/readme/install/ruby_requirements.md
@@ -1,4 +1,3 @@
 {% if ruby is defined and ruby.required %}
 - Ruby {{ ruby.version }}
-- Ruby DevKit
 {% endif %}
diff --git a/base/readme/install/ruby_windows.md b/base/readme/install/ruby_windows.md
index 75eddc3b..addda5a8 100644
--- a/base/readme/install/ruby_windows.md
+++ b/base/readme/install/ruby_windows.md
@@ -19,22 +19,20 @@ When installing Ruby:
 
   Check 'Add Ruby executables to your PATH'.
 
-### Installing Ruby DevKit:
+  Uncheck 'Associate .rb and .rbw files with this Ruby installation' and 'Use UTF-8 as default external encoding'.
 
-[{{ install_params_ruby.windows.installer_devkit_url }}]({{ install_params_ruby.windows.installer_devkit_url }})
+- On 'Select Components':
 
-This documentation assumes an installation path of `{{ install_params_ruby.windows.install_devkit_path }}`.
+  Check 'MSYS2 development toolchain 2018-06-24'.
 
-When installing the Ruby DevKit:
+- On 'Completing the Ruby 2.5.1-2-x86 with MSYS2 Setup Wizard':
 
-- Extract to `{{ install_params_ruby.windows.install_devkit_path }}`.
+  Check 'Run 'ridk install' to setup MSYS2 and development toolchain.
 
-- Install the DevKit into the Ruby installation:
+- On 'Ruby Installer 2 for Windows'
 
-  ~~~
-  cd {{ install_params_ruby.windows.install_devkit_path }}
-  ruby dk.rb init
-  ruby dk.rb install
-  ~~~
+  Press Enter for '[1, 2, 3]'.
+
+  Press Enter for '[]'.
 
 {% endif %}
diff --git a/base/readme/invoke/update_dependencies.md b/base/readme/invoke/dependencies_ensure.md
similarity index 55%
rename from base/readme/invoke/update_dependencies.md
rename to base/readme/invoke/dependencies_ensure.md
index 2fcc0ad4..8f8cfa7f 100644
--- a/base/readme/invoke/update_dependencies.md
+++ b/base/readme/invoke/dependencies_ensure.md
@@ -1,3 +1,3 @@
 Ensure dependencies are installed.
 
-`invoke update_depenencies`
+`invoke dependencies_ensure`
diff --git a/base/readme/invoke/dependencies_upgrade_base.md b/base/readme/invoke/dependencies_upgrade_base.md
new file mode 100644
index 00000000..51f9c121
--- /dev/null
+++ b/base/readme/invoke/dependencies_upgrade_base.md
@@ -0,0 +1,3 @@
+Pull changes to this project template.
+
+`invoke dependencies_upgrade_base`
diff --git a/base/readme/invoke/update_base.md b/base/readme/invoke/update_base.md
deleted file mode 100644
index 808ace58..00000000
--- a/base/readme/invoke/update_base.md
+++ /dev/null
@@ -1,3 +0,0 @@
-Pull updates to this template.
-
-`invoke update_base`
diff --git a/base/readme/scraps.md b/base/readme/scraps.md
index 1bcf5a85..d02ad1a4 100644
--- a/base/readme/scraps.md
+++ b/base/readme/scraps.md
@@ -1,42 +1,3 @@
-
-All Python work should be done within a virtual environment, to avoid dependency conflicts.
-Node.js and Ruby have their own dependency management (i.e., npm shrinkwrap and bundler).
-Our Python automation scripts will employ those tools, but we first need to configure Python.
-
-
-
-
-Next use Python's invoke automation to get the rest of our dependencies:
-
-    invoke update_dependencies
-
-
-
-
-## Creating a Virtual Environment and Installing Dependencies
-
-  {% set install_params_python = {} -%}
-  {%- for version_available in readme.python_versions -%}
-    {%- if version_available.version == local.python.version -%}
-      {%- set install_params_python = install_params_python.update(version_available) -%}
-    {%- endif -%}
-  {%- endfor -%}
-
-All Python work should be done within a virtual environment, to avoid dependency conflicts.
-
-Create the virtual environment. From the working directory of our project (e.g., `{{ readme.working_directory }}`):
-
-    {{ install_params_python.install_path }}\python.exe -m venv {{ install_params_python.virtual_environment_name }}
-
-This will create a directory for the virtual environment (e.g., `{{ readme.working_directory }}\{{ install_params_python.virtual_environment_name }}\`).
-
-Next activate that virtual environment and install our Python dependencies:
-
-    {{ install_params_python.virtual_environment_name }}\Scripts\activate.bat
-    pip install -r {{ install_params_python.requirements_name }}
-
-
-
 ## Starting Docker Containers and Running Tests
 
 If it is not already active, you need to re-activate the virtual environment.
diff --git a/npm-shrinkwrap.json b/npm-shrinkwrap.json
index 707e3209..bc30f037 100644
--- a/npm-shrinkwrap.json
+++ b/npm-shrinkwrap.json
@@ -1,67 +1,475 @@
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+    },
+    "safe-buffer": {
+      "version": "5.1.2",
+      "resolved": "https://registry.npmjs.org/safe-buffer/-/safe-buffer-5.1.2.tgz",
+      "integrity": "sha512-Gd2UZBJDkXlY7GbJxfsE8/nvKkUEU1G38c1siN6QP6a9PT9MmHB8GnpscSmMJSoF8LOIrt8ud/wPtojys4G6+g=="
+    },
+    "safer-buffer": {
+      "version": "2.1.2",
+      "resolved": "https://registry.npmjs.org/safer-buffer/-/safer-buffer-2.1.2.tgz",
+      "integrity": "sha512-YZo3K82SD7Riyi0E1EQPojLz7kpepnSQI9IyPbHHg1XXXevb5dJI7tpyN2ADxGcQbHG7vcyRHk0cbwqcQriUtg=="
+    },
+    "source-map": {
+      "version": "0.6.1",
+      "resolved": "https://registry.npmjs.org/source-map/-/source-map-0.6.1.tgz",
+      "integrity": "sha512-UjgapumWlbMhkBgzT7Ykc5YXUT46F0iKu8SGXq0bcwP5dz/h0Plj6enJqjz1Zbq2l5WaqYnrVbwWOWMyF3F47g==",
+      "optional": true
+    },
+    "sshpk": {
+      "version": "1.14.2",
+      "resolved": "https://registry.npmjs.org/sshpk/-/sshpk-1.14.2.tgz",
+      "integrity": "sha1-xvxhZIo9nE52T9P8306hBeSSupg=",
+      "optional": true,
+      "requires": {
+        "asn1": "~0.2.3",
+        "assert-plus": "^1.0.0",
+        "bcrypt-pbkdf": "^1.0.0",
+        "dashdash": "^1.12.0",
+        "ecc-jsbn": "~0.1.1",
+        "getpass": "^0.1.1",
+        "jsbn": "~0.1.0",
+        "safer-buffer": "^2.0.2",
+        "tweetnacl": "~0.14.0"
+      }
+    },
+    "tough-cookie": {
+      "version": "2.4.3",
+      "resolved": "https://registry.npmjs.org/tough-cookie/-/tough-cookie-2.4.3.tgz",
+      "integrity": "sha512-Q5srk/4vDM54WJsJio3XNn6K2sCG+CQ8G5Wz6bZhRZoAe/+TxjWB/GlFAnYEbkYVlON9FMk/fE3h2RLpPXo4lQ==",
+      "optional": true,
+      "requires": {
+        "psl": "^1.1.24",
+        "punycode": "^1.4.1"
+      }
+    },
+    "tunnel-agent": {
+      "version": "0.6.0",
+      "resolved": "https://registry.npmjs.org/tunnel-agent/-/tunnel-agent-0.6.0.tgz",
+      "integrity": "sha1-J6XeoGs2sEoKmWZ3SykIaPD8QP0=",
+      "optional": true,
+      "requires": {
+        "safe-buffer": "^5.0.1"
+      }
+    },
+    "tweetnacl": {
+      "version": "0.14.5",
+      "resolved": "https://registry.npmjs.org/tweetnacl/-/tweetnacl-0.14.5.tgz",
+      "integrity": "sha1-WuaBd/GS1EViadEIr6k/+HQ/T2Q=",
+      "optional": true
+    },
+    "uuid": {
+      "version": "3.3.2",
+      "resolved": "https://registry.npmjs.org/uuid/-/uuid-3.3.2.tgz",
+      "integrity": "sha512-yXJmeNaw3DnnKAOKJE51sL/ZaYfWJRl1pK9dr19YFCu0ObS231AB1/LbqTKRAQ5kw8A90rA6fr4riOUpTZvQZA==",
+      "optional": true
+    },
+    "verror": {
+      "version": "1.10.0",
+      "resolved": "https://registry.npmjs.org/verror/-/verror-1.10.0.tgz",
+      "integrity": "sha1-OhBcoXBTr1XW4nDB+CiGguGNpAA=",
+      "optional": true,
+      "requires": {
+        "assert-plus": "^1.0.0",
+        "core-util-is": "1.0.2",
+        "extsprintf": "^1.2.0"
+      }
     }
   }
 }
diff --git a/package.json b/package.json
index 02db490d..15a8548b 100644
--- a/package.json
+++ b/package.json
@@ -1,5 +1,5 @@
 {
   "dependencies": {
-    "less" : "*"
+    "less": "^3.8.1"
   }
 }
diff --git a/readme/install_mac.md b/readme/install_mac.md
index 80b0dfe9..a17492b1 100644
--- a/readme/install_mac.md
+++ b/readme/install_mac.md
@@ -27,15 +27,15 @@ pip3 install virtualenv
 Create the virtual environment. From the working directory of our project (e.g., `~/Desktop/web-jekyll-base`):
 
 ~~~
-virtualenv -p python3 env35
+virtualenv -p python3 env36
 ~~~
 
-This will create a directory for the virtual environment (e.g., `~/Desktop/web-jekyll-base/env35/`).
+This will create a directory for the virtual environment (e.g., `~/Desktop/web-jekyll-base/env36/`).
 
 Next activate that virtual environment and install our Python dependencies:
 
 ~~~
-source env35/bin/activate
+source env36/bin/activate
 pip3 install -r requirements3.txt
 ~~~
 
@@ -61,17 +61,13 @@ source ~/.bash_profile`
 Install the correct version of Ruby:
 
 ~~~
-rbenv install 2.3.3
-rbenv global 2.3.3
+rbenv install 2.5.1
+rbenv global 2.5.1
 ~~~
 
 Alternatively, you can specify a Ruby version for the directory:
 
 ~~~
-rbenv local 2.3.3
+rbenv local 2.5.1
 ~~~
 
-### Installing Ruby DevKit:
-
-Installing `rbenv` via Homebrew should automatically install `ruby-devkit`
-
diff --git a/readme/install_windows.md b/readme/install_windows.md
index b28b3ea6..8e9dd1ff 100644
--- a/readme/install_windows.md
+++ b/readme/install_windows.md
@@ -2,77 +2,83 @@
 
 ## Installing Python
 
-[https://www.python.org/ftp/python/3.5.2/python-3.5.2.exe](https://www.python.org/ftp/python/3.5.2/python-3.5.2.exe)
+[https://www.python.org/ftp/python/3.6.6/python-3.6.6.exe](https://www.python.org/ftp/python/3.6.6/python-3.6.6.exe)
 
-This documentation assumes an installation path of `c:/Python35`.
+This documentation assumes an installation path of `c:\Python36`.
 
 When installing Python:
 
 - Choose 'Customize Installation'
 - On 'Optional Features':
 
-  Check 'pip' and 'for all users (requires elevation)'.
+  Check 'pip'.
 
-  Uncheck 'Documentation', 'tcl/tk and IDLE', 'Python test suite', 'py launcher'.
+  Uncheck 'Documentation', 'tcl/tk and IDLE', 'Python test suite', 'py launcher', and 'for all users (requires elevation)'.
 
 - On 'Advanced Options':
 
-  Set an installation path of `c:/Python35`.
+  Check 'Install for all users' and 'Precompile standard library'.
+
+  Uncheck 'Create shortcuts for installed applications', 'Add Python to environment variables', 'Download debugging symbols', and 'Download debug binaries (requires VS 2015 or later)'.
+
+  Set an installation path of `c:\Python36`.
 
   Uncheck all options.
 
+- On 'Setup was successful':
+
+  If present, choose 'Disable path length limit'.
+
 ### Creating a Virtual Environment and Installing Dependencies
 
 Create the virtual environment. From the working directory of our project (e.g., `c:/devel/web-jekyll-base`):
 
 ~~~
-c:/Python35/python.exe -m venv env35
+c:\Python36/python.exe -m venv env36
 ~~~
 
-This will create a directory for the virtual environment (e.g., `c:/devel/web-jekyll-base/env35/`).
+This will create a directory for the virtual environment (e.g., `c:/devel/web-jekyll-base/env36/`).
 
 Next activate that virtual environment and install our Python dependencies:
 
 ~~~
-env35/Scripts/activate.bat
+env36/Scripts/activate.bat
 pip install -r requirements3.txt
 ~~~
 
 ## Installing Node
 
-[https://nodejs.org/dist/v4.5.0/node-v4.5.0-x64.msi](https://nodejs.org/dist/v4.5.0/node-v4.5.0-x64.msi)
+[https://nodejs.org/dist/v8.12.0/node-v8.12.0-x64.msi](https://nodejs.org/dist/v8.12.0/node-v8.12.0-x64.msi)
 
 The default installation options are appropriate.
 
 ## Installing Ruby
 
-[https://dl.bintray.com/oneclick/rubyinstaller/rubyinstaller-2.3.3.exe](https://dl.bintray.com/oneclick/rubyinstaller/rubyinstaller-2.3.3.exe)
+[https://github.com/oneclick/rubyinstaller2/releases/download/rubyinstaller-2.5.1-2/rubyinstaller-devkit-2.5.1-2-x86.exe](https://github.com/oneclick/rubyinstaller2/releases/download/rubyinstaller-2.5.1-2/rubyinstaller-devkit-2.5.1-2-x86.exe)
 
-This documentation assumes an installation path of `c:/Ruby233`.
+This documentation assumes an installation path of `c:\Ruby251`.
 
 When installing Ruby:
 
 - On 'Installation Destination and Optional Tasks':
 
-  Set an installation path of `c:/Ruby233`.
+  Set an installation path of `c:\Ruby251`.
 
   Check 'Add Ruby executables to your PATH'.
 
-### Installing Ruby DevKit:
+  Uncheck 'Associate .rb and .rbw files with this Ruby installation' and 'Use UTF-8 as default external encoding'.
+
+- On 'Select Components':
 
-[https://dl.bintray.com/oneclick/rubyinstaller/DevKit-mingw64-32-4.7.2-20130224-1151-sfx.exe](https://dl.bintray.com/oneclick/rubyinstaller/DevKit-mingw64-32-4.7.2-20130224-1151-sfx.exe)
+  Check 'MSYS2 development toolchain 2018-06-24'.
 
-This documentation assumes an installation path of `c:/RubyDevKit`.
+- On 'Completing the Ruby 2.5.1-2-x86 with MSYS2 Setup Wizard':
 
-When installing the Ruby DevKit:
+  Check 'Run 'ridk install' to setup MSYS2 and development toolchain.
 
-- Extract to `c:/RubyDevKit`.
+- On 'Ruby Installer 2 for Windows'
 
-- Install the DevKit into the Ruby installation:
+  Press Enter for '[1, 2, 3]'.
 
-  ~~~
-  cd c:/RubyDevKit
-  ruby dk.rb init
-  ruby dk.rb install
-  ~~~
+  Press Enter for '[]'.
 
diff --git a/readme/invoke.md b/readme/invoke.md
index 8f14fe2e..a0243658 100644
--- a/readme/invoke.md
+++ b/readme/invoke.md
@@ -30,6 +30,18 @@ Compile `requirements3.txt` from `requirements3.txt.in`.
 
 `invoke compile_requirements`
 
+### dependencies_ensure
+
+Ensure dependencies are installed.
+
+`invoke dependencies_ensure`
+
+### dependencies_upgrade_base
+
+Pull changes to this project template.
+
+`invoke dependencies_upgrade_base`
+
 ### docker_console
 
 If the project uses Docker, open a console in the Docker virtual machine.
@@ -78,15 +90,3 @@ Serve the site on port 4000, using the test configuration in `_config-test.yml`.
 
 `invoke serve_test`
 
-### update_base
-
-Pull updates to this template.
-
-`invoke update_base`
-
-### update_dependencies
-
-Ensure dependencies are installed.
-
-`invoke update_depenencies`
-
diff --git a/requirements3.txt b/requirements3.txt
index dc8f56cb..4ad627d1 100644
--- a/requirements3.txt
+++ b/requirements3.txt
@@ -4,13 +4,17 @@
 #
 #    pip-compile --output-file requirements3.txt requirements3.in
 #
+certifi==2018.8.24        # via requests
+chardet==3.0.4            # via requests
 click==6.7                # via pip-tools
 first==2.0.1              # via pip-tools
+idna==2.7                 # via requests
 invoke==0.12.2
-jinja2==2.9.6
-MarkupSafe==1.0           # via jinja2
+jinja2==2.10
+markupsafe==1.0           # via jinja2
 nose==1.3.7
-pip-tools==1.9.0
-pyyaml==3.12
-requests==2.14.2
-six==1.10.0               # via pip-tools
+pip-tools==2.0.2
+pyyaml==3.13
+requests==2.19.1
+six==1.11.0               # via pip-tools
+urllib3==1.23             # via requests
diff --git a/tasks.py b/tasks.py
index 9c84dbf3..28c5e8d2 100644
--- a/tasks.py
+++ b/tasks.py
@@ -3,9 +3,9 @@
 
 task_module_names = [
     'base.invoke.tasks.compile',
+    'base.invoke.tasks.dependencies',
     'base.invoke.tasks.docker',
     'base.invoke.tasks.jekyll',
-    'base.invoke.tasks.update',
 ]
 
 # Create our task collection