diff --git a/.github/ISSUE_TEMPLATE/bug-report.md b/.github/ISSUE_TEMPLATE/bug-report.md
new file mode 100644
index 000000000..933df4967
--- /dev/null
+++ b/.github/ISSUE_TEMPLATE/bug-report.md
@@ -0,0 +1,34 @@
+---
+name: Bug Report
+about: Report an issue
+title: ''
+labels: type: fix, status: awaiting-triage, bug: unconfirmed
+assignees: ''
+
+---
+
+## Bug Description
+
+<!-- A clear and concise description of what the bug is. -->
+
+## Reproducible By
+
+<!-- A step by step list on how the bug can be reproduced for examination. -->
+
+## Expected Behavior
+
+<!-- A clear and concise description of what you expected to happen. -->
+
+## Logs & Screenshots
+
+<!-- If applicable, add screenshots to help explain your problem, or 
+alternatively add your console logs here. -->
+
+## Environment
+
+<!-- This is just your OS and environment information [e.g. Ubuntu 18.04 LTS,
+Node v14.14.0] -->
+
+### Additional context
+
+<!-- Add any other context about the problem here. -->
diff --git a/.github/ISSUE_TEMPLATE/false-positive.md b/.github/ISSUE_TEMPLATE/false-positive.md
new file mode 100644
index 000000000..15bf86835
--- /dev/null
+++ b/.github/ISSUE_TEMPLATE/false-positive.md
@@ -0,0 +1,34 @@
+---
+name: False Positive Report
+about: Report a false positive for a rule
+title: ''
+labels: type: fix, status: awaiting-triage, bug: unconfirmed, cat: false-positive
+assignees: ''
+
+---
+
+## Bug Description
+
+<!-- A clear and concise description of what the bug is. -->
+
+## Reproducible By
+
+<!-- A step by step list on how the bug can be reproduced for examination. -->
+
+## Expected Behavior
+
+<!-- A clear and concise description of what you expected to happen. -->
+
+## Logs & Screenshots
+
+<!-- If applicable, add screenshots to help explain your problem, or 
+alternatively add your console logs here. -->
+
+## Environment
+
+<!-- This is just your OS and environment information [e.g. Ubuntu 18.04 LTS,
+Node v14.14.0] -->
+
+### Additional context
+
+<!-- Add any other context about the problem here. -->
diff --git a/.github/ISSUE_TEMPLATE/feature-request.md b/.github/ISSUE_TEMPLATE/feature-request.md
new file mode 100644
index 000000000..a69cbc9fa
--- /dev/null
+++ b/.github/ISSUE_TEMPLATE/feature-request.md
@@ -0,0 +1,28 @@
+---
+name: Feature Request
+about: Make a suggestion on a feature or improvement for the project
+title: ''
+labels: type: feat, status: awaiting-triage
+assignees: ''
+
+---
+
+## This would solve...
+
+<!-- A clear and concise description of the problem this feature request relates
+to, if applicable. -->
+
+## The implementation should look like...
+
+<!-- A clear and concise description of how you expect this to be resolved or
+implemented. -->
+
+## I have also considered...
+
+<!-- A clear and concise description of any alternative solutions or features
+you have considered. -->
+
+## Additional context
+
+<!-- Add any other context, screenshots or ideas about the feature request
+here. -->
diff --git a/.github/ISSUE_TEMPLATE/rule-request.md b/.github/ISSUE_TEMPLATE/rule-request.md
new file mode 100644
index 000000000..ce243de94
--- /dev/null
+++ b/.github/ISSUE_TEMPLATE/rule-request.md
@@ -0,0 +1,27 @@
+---
+name: Rule Request
+about: Make a suggestion on a new rule or check for proselint
+title: ''
+labels: type: feat, cat: new-rule, status: awaiting-triage
+assignees: ''
+
+---
+
+## This would solve...
+
+<!-- A clear and concise description of the linguistic problem this resolves
+and relates to. -->
+
+## And this should flag...
+
+<!-- A few examples of things this rule should detect. -->
+
+## But it should not flag...
+
+<!-- A few examples of things that are similar to this rule's targeted forms
+but that it should not detect (i.e. potential false positives), if any. -->
+
+## Sources & References
+
+<!-- Add any citations to back up the considerations and reasoning behind this
+rule here. -->
diff --git a/.github/PULL_REQUEST_TEMPLATE/template.md b/.github/PULL_REQUEST_TEMPLATE/template.md
new file mode 100644
index 000000000..11c4f9635
--- /dev/null
+++ b/.github/PULL_REQUEST_TEMPLATE/template.md
@@ -0,0 +1,34 @@
+<!--
+Before submitting a Pull Request, please read our contribution guidelines, which
+can be found at CONTRIBUTING.md in the repository root.
+
+For code changes:
+1. Include tests for any bug fixes or new features.
+2. Ensure that tests and linting pass.
+-->
+
+## This relates to...
+
+<!-- List the issues this resolves or relates to here (if applicable) -->
+
+## Rationale
+
+<!-- Briefly explain the purpose of this pull request, if not already
+justifiable with the above section. If it is, you may omit this section. -->
+
+## Changes
+
+<!-- Write a summary or list of changes here -->
+
+### Features
+
+<!-- List the new features here (if applicable), or write N/A if not -->
+
+### Bug Fixes
+
+<!-- List the fixed bugs here (if applicable), or write N/A if not -->
+
+### Breaking Changes and Deprecations
+
+<!-- List the breaking changes (changes that modify the existing API) and
+deprecations (removed features) here -->
diff --git a/.github/dependabot.yml b/.github/dependabot.yml
new file mode 100644
index 000000000..75c3c227f
--- /dev/null
+++ b/.github/dependabot.yml
@@ -0,0 +1,14 @@
+version: 2
+updates:
+  - package-ecosystem: github-actions
+    directory: "/"
+    schedule:
+      interval: weekly
+      time: "12:00"
+      timezone: Europe/London
+  - package-ecosystem: pip
+    directory: "/"
+    schedule:
+      interval: weekly
+      time: "12:00"
+      timezone: Europe/London
diff --git a/.github/labels.yml b/.github/labels.yml
new file mode 100644
index 000000000..b80849392
--- /dev/null
+++ b/.github/labels.yml
@@ -0,0 +1,117 @@
+- name: "bug: unconfirmed"
+  description: Bugs that need to be reproduced.
+  color: 6C1010
+- name: "bug: irreproducible"
+  description: Bugs that couldn't be triaged.
+  color: EEEEEE
+- name: "bug: confirmed"
+  description: Bugs that were confirmed in triage.
+  color: F80000
+- name: "bug: fixed"
+  description: Bugs that have been fixed.
+  color: FF8383
+- name: "bug: fixed-in-next"
+  description: Bugs present in the current release but fixed on the main branch.
+  color: 36080A
+- name: "type: feat"
+  description: Issues and PRs related to new features.
+  color: 26E9FF
+- name: "type: fix"
+  description: Issues and PRs related to bugs.
+  color: D71F1F
+- name: "type: style"
+  description: Issues and PRs related to stylistic code choices.
+  color: FFD1DC
+- name: "type: refactor"
+  description: Issues and PRs related to code cleanup.
+  color: FFFF00
+- name: "type: perf"
+  description: Issues and PRs related to performance.
+  color: FFFF00
+- name: "type: test"
+  description: Issues and PRs related to unit and integration testing.
+  color: FFFF00
+- name: "type: build"
+  description: Issues and PRs related to application build steps.
+  color: FFFF00
+- name: "type: ci"
+  description: Issues and PRs related to continuous integration.
+  color: FFFF00
+- name: "type: chore"
+  description: Issues and PRs related to changes that do not fit into other categories.
+  color: FFFF00
+- name: "type: revert"
+  description: Issues and PRs related to changes that undo regressions.
+  color: FFFF00
+- name: "priority: urgent"
+  description: Issues and PRs that must be resolved immediately.
+  color: B60205
+- name: "priority: high"
+  description: Issues and PRs that should be resolved as soon as possible.
+  color: D93F0B
+- name: "priority: medium"
+  description: Issues and PRs that should be resolved soon.
+  color: FBCA04
+- name: "priority: low"
+  description: Issues and PRs that should be resolved, but can be postponed.
+  color: 0E8A16
+- name: "priority: null"
+  description: Issues and PRs that are of negligible importance so may be postponed.
+  color: "818181"
+- name: "version: major"
+  description: Issues and PRs with breaking changes belonging to the next major release.
+  color: 9A35BE
+- name: "version: minor"
+  description: Issues and PRs with new features belonging to the next minor release.
+  color: D38DFA
+- name: "version: patch"
+  description: Issues and PRs with bug fixes belonging to the next patch release.
+  color: 66D8EB
+- name: "status: blocked"
+  description: Issues and PRs that cannot be resolved until others are.
+  color: FBCA04
+- name: "status: conflicted"
+  description: Issues and PRs that have unresolved merge conflicts.
+  color: D81AFF
+- name: "status: awaiting-triage"
+  description: Issues and PRs awaiting investigation and relabelling.
+  color: D81A0D
+- name: "status: rejected"
+  description: Issues and PRs that have been denied and will not be worked on.
+  color: 080F1C
+- name: "status: needs-help"
+  description: Issues and PRs that require volunteer assistance to proceed.
+  color: 128A0C
+- name: "status: awaiting-tests"
+  description: Issues and PRs that require tests to proceed.
+  color: D93F0B
+- name: "status: merge-ready"
+  description: PRs that are ready to merge.
+  color: 05F541
+- name: "status: review-ready"
+  description: PRs that are ready for author review.
+  color: 05F541
+- name: "status: postponed"
+  description: Issues and PRs that are being temporarily set aside in favour of others.
+  color: FBCA04
+- name: "status: wip"
+  description: Issues and PRs that are still a work in progress.
+  color: F5EB6B
+- name: "cat: maintenance"
+  description: Issues and PRs related to the maintenance of a module.
+  color: F5EB6B
+- name: "cat: rfc"
+  description: Issues that propose changes, or a Request For Comments.
+  color: FCFCFC
+- name: "cat: qna"
+  description: Issues that exist solely to ask a question, or a Question and Answer.
+  color: FCFCFC
+- name: "cat: deps"
+  description: Issues and PRs related to dependency upgrades.
+  color: FCFCFC
+- name: "cat: new-rule"
+  description: Issues and PRs related to new proselint rules.
+  color: FCFCFC
+- name: "cat: false-positive"
+  description: Issues and PRs related to false positives in proselint rules.
+  color: FCFCFC
diff --git a/.github/workflows/ci-label.yml b/.github/workflows/ci-label.yml
new file mode 100644
index 000000000..8daf9247a
--- /dev/null
+++ b/.github/workflows/ci-label.yml
@@ -0,0 +1,18 @@
+name: "CI: Synchronize Labels"
+on:
+  push:
+    branches:
+      - "main"
+    paths:
+      - ".github/labels.yml"
+      - ".github/workflows/ci-label.yml"
+jobs:
+  labeler:
+    runs-on: ubuntu-latest
+    steps:
+      - name: "[INIT] Checkout repository"
+        uses: actions/checkout@v2
+      - name: "[EXEC] Synchronize labels"
+        uses: crazy-max/ghaction-github-labeler@v3
+        with:
+          github-token: ${{ secrets.GITHUB_TOKEN }}