diff --git a/.github/ISSUE_TEMPLATE/broken-link-or-update.yml b/.github/ISSUE_TEMPLATE/broken-link-or-update.yml
new file mode 100644
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+++ b/.github/ISSUE_TEMPLATE/broken-link-or-update.yml
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+name: Broken Link or Outdated Resource
+description: Report a dead link, moved resource, or something that needs updating
+title: "[Fix] Broken/Outdated: Brief description"
+labels: ["maintenance", "bug"]
+body:
+  - type: input
+    id: url
+    attributes:
+      label: Problematic URL
+    validations:
+      required: true
+
+  - type: input
+    id: location
+    attributes:
+      label: Where is this link located?
+      placeholder: e.g., README.md line 456, or ./hacking-pentesting/wordlists.md
+
+  - type: dropdown
+    id: issue_type
+    attributes:
+      label: Type of Issue
+      options:
+        - 404 / Not Found
+        - 403 / Forbidden
+        - Redirected / Moved
+        - Outdated / Deprecated
+        - Better Alternative Exists
+        - Other
+    validations:
+      required: true
+
+  - type: textarea
+    id: suggestion
+    attributes:
+      label: Suggested Fix / Replacement
+      placeholder: "Replace with https://new-working-url.com (status 200); or remove if obsolete."
+
+  - type: textarea
+    id: context
+    attributes:
+      label: Additional Context
diff --git a/.github/ISSUE_TEMPLATE/config.yml b/.github/ISSUE_TEMPLATE/config.yml
new file mode 100644
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+++ b/.github/ISSUE_TEMPLATE/config.yml
@@ -0,0 +1,8 @@
+blank_issues_enabled: false  # Disable "Open a blank issue" to encourage template use
+contact_links:
+  - name: General Questions or Discussions
+    url: https://github.com/jacob-kraniak/the-book-of-secret-knowledge/discussions
+    about: For questions, ideas, or open discussion — please use Discussions instead of issues.
+  - name: Contact Maintainer (Jacob)
+    url: https://x.com/JacobSk92
+    about: For private or urgent outreach.
diff --git a/.github/ISSUE_TEMPLATE/general-enhancement.yml b/.github/ISSUE_TEMPLATE/general-enhancement.yml
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+++ b/.github/ISSUE_TEMPLATE/general-enhancement.yml
@@ -0,0 +1,20 @@
+name: General Enhancement or Idea
+description: Propose any other improvement (navigation, formatting, new feature like search, etc.)
+title: "[Enhancement] Short title"
+labels: ["enhancement"]
+body:
+  - type: textarea
+    id: description
+    attributes:
+      label: Description of the Enhancement
+      value: |
+        **Is your feature request related to a problem? Please describe.**
+        A clear and concise description of what the problem is.
+
+        **Describe the solution you'd like**
+        A clear and concise description of what you want to happen.
+
+        **Additional context**
+        Add any other context or screenshots about the feature request here.
+    validations:
+      required: true
diff --git a/.github/ISSUE_TEMPLATE/question-or-discussion.md b/.github/ISSUE_TEMPLATE/question-or-discussion.md
new file mode 100644
index 0000000..50104d8
--- /dev/null
+++ b/.github/ISSUE_TEMPLATE/question-or-discussion.md
@@ -0,0 +1,18 @@
+---
+name: Question or Open Discussion
+description: Have a question or want to discuss something? → Use Discussions instead!
+title: "[Discussion] "
+labels: ["question"]
+body:
+  - type: markdown
+    attributes:
+      value: |
+        Thanks for wanting to start a conversation!
+
+        For questions, brainstorming, or non-actionable discussion, please use **GitHub Discussions** instead:
+
+        👉 https://github.com/jacob-kraniak/the-book-of-secret-knowledge/discussions/new
+
+        This helps keep Issues focused on actionable work (bugs, features, migrations).
+
+        You can close this issue now — or comment if you really prefer it here.
diff --git a/.github/ISSUE_TEMPLATE/resource-suggestions.yml b/.github/ISSUE_TEMPLATE/resource-suggestions.yml
new file mode 100644
index 0000000..47c8d2e
--- /dev/null
+++ b/.github/ISSUE_TEMPLATE/resource-suggestions.yml
@@ -0,0 +1,76 @@
+name: Resource Suggestion
+description: Suggest adding or updating a tool, link, blog, cheat sheet, one-liner, etc.
+title: "[Resource] Short descriptive title"
+labels: ["resource", "enhancement"]
+body:
+  - type: markdown
+    attributes:
+      value: |
+        Thanks for suggesting a resource! Please fill out as much as possible.
+
+  - type: input
+    id: name
+    attributes:
+      label: Resource Name
+      description: Name of the tool, blog, list, one-liner collection, etc.
+      placeholder: e.g., "nmap", "PayloadsAllTheThings", "Shell One-liner: Find large files"
+    validations:
+      required: true
+
+  - type: input
+    id: url
+    attributes:
+      label: URL / Location
+      description: Direct link (or file path if already in repo)
+      placeholder: https://example.com/tool or ./shell-utils/one-liners/find-large-files.md
+    validations:
+      required: true
+
+  - type: dropdown
+    id: category
+    attributes:
+      label: Which section/category does this belong to?
+      options:
+        - CLI Tools
+        - GUI Tools
+        - Web Tools
+        - Systems & Services
+        - Networks
+        - Containers & Orchestration
+        - Manuals / Howtos / Tutorials
+        - Inspiring Lists
+        - Blogs / Podcasts / Videos
+        - Hacking / Penetration Testing
+        - Daily Knowledge / News
+        - Cheat Sheets
+        - Shell One-liners / Tricks / Functions
+        - Other (please specify below)
+      default: 0
+    validations:
+      required: true
+
+  - type: textarea
+    id: description
+    attributes:
+      label: Description & Why Include It
+      description: Brief summary + why it's valuable / unique / up-to-date.
+      placeholder: "nmap is the de facto network scanner; still actively maintained in 2026."
+    validations:
+      required: true
+
+  - type: input
+    id: tags
+    attributes:
+      label: Suggested Tags / Keywords
+      description: Comma-separated (helps future search/tagging)
+      placeholder: nmap, scanning, network, cli
+
+  - type: checkboxes
+    id: terms
+    attributes:
+      label: Checklist
+      options:
+        - label: I have searched existing resources / issues to avoid duplicates
+          required: true
+        - label: The resource is legal, ethical, and publicly available
+          required: true
diff --git a/.github/ISSUE_TEMPLATE/section-migration.yml b/.github/ISSUE_TEMPLATE/section-migration.yml
new file mode 100644
index 0000000..27f855a
--- /dev/null
+++ b/.github/ISSUE_TEMPLATE/section-migration.yml
@@ -0,0 +1,47 @@
+name: Section Migration / Restructure
+description: Propose or work on moving a README section to subfolder/files
+title: "[Migration] Move/Refactor: Section Name"
+labels: ["migration", "structural", "help wanted"]
+body:
+  - type: markdown
+    attributes:
+      value: |
+        Use this for tracking the big structural refactor (moving content from README.md into dedicated folders/files).
+
+  - type: input
+    id: section
+    attributes:
+      label: Section / Subsection to Migrate
+      placeholder: e.g., CLI Tools → Network subsection, or Hacking/Penetration Testing → Labs & CTFs
+    validations:
+      required: true
+
+  - type: input
+    id: target
+    attributes:
+      label: Proposed Target Location
+      placeholder: e.g., /cli-tools/network.md or /hacking-pentesting/labs-ctfs.md
+    validations:
+      required: true
+
+  - type: textarea
+    id: notes
+    attributes:
+      label: Migration Notes / Decisions
+      description: Any consolidation, deduplication, renaming, or special handling needed?
+      placeholder: "Consolidate multiple CTF/lab mentions into one file; remove 404 links; add YAML frontmatter for tags."
+
+  - type: textarea
+    id: blockers
+    attributes:
+      label: Potential Blockers or Dependencies
+      placeholder: "Depends on folder skeleton being created first; needs review of overlapping sections."
+
+  - type: checkboxes
+    id: status
+    attributes:
+      label: Current Status (self-check)
+      options:
+        - label: This is a proposal (not yet started)
+        - label: In progress (link PR below if exists)
+        - label: Ready for review