diff --git a/.github/ISSUE_TEMPLATE/bug_report.yml b/.github/ISSUE_TEMPLATE/bug_report.yml
new file mode 100644
index 0000000..ae95229
--- /dev/null
+++ b/.github/ISSUE_TEMPLATE/bug_report.yml
@@ -0,0 +1,103 @@
+name: Bug Report
+description: Report a reproducible bug in Odysseus.
+labels: ["bug"]
+
+body:
+  - type: markdown
+    attributes:
+      value: |
+        **Before submitting:** search [open issues](https://github.com/pewdiepie-archdaemon/odysseus/issues)
+        and [discussions](https://github.com/pewdiepie-archdaemon/odysseus/discussions) first.
+        Duplicate reports slow things down.
+
+        For security vulnerabilities, **do not open a public issue** —
+        use [GitHub Security Advisories](https://github.com/pewdiepie-archdaemon/odysseus/security/advisories/new)
+        and read [SECURITY.md](https://github.com/pewdiepie-archdaemon/odysseus/blob/main/SECURITY.md) first.
+
+  - type: checkboxes
+    id: prerequisites
+    attributes:
+      label: Prerequisites
+      options:
+        - label: I searched [open issues](https://github.com/pewdiepie-archdaemon/odysseus/issues?q=is%3Aissue+is%3Aopen) and [discussions](https://github.com/pewdiepie-archdaemon/odysseus/discussions) and did not find an existing report of this bug.
+          required: true
+        - label: This is **not** a security vulnerability. (Vulnerabilities go to [GitHub Security Advisories](https://github.com/pewdiepie-archdaemon/odysseus/security/advisories/new) — see [SECURITY.md](https://github.com/pewdiepie-archdaemon/odysseus/blob/main/SECURITY.md).)
+          required: true
+        - label: I am running the latest code from `main`.
+          required: true
+
+  - type: dropdown
+    id: install-method
+    attributes:
+      label: Install Method
+      options:
+        - Docker (docker compose up)
+        - Manual Python install (pip / venv)
+        - Windows native (launch-windows.ps1)
+        - macOS app (build-macos-app.sh / start-macos.sh)
+        - Other (describe in the reproduction steps below)
+    validations:
+      required: true
+
+  - type: dropdown
+    id: os
+    attributes:
+      label: Operating System
+      options:
+        - Linux
+        - macOS
+        - Windows
+        - Other
+    validations:
+      required: true
+
+  - type: textarea
+    id: steps
+    attributes:
+      label: Steps to Reproduce
+      description: Exact steps that reliably trigger the bug. The more specific, the faster this gets fixed.
+      placeholder: |
+        1. Go to ...
+        2. Click / type ...
+        3. Observe ...
+    validations:
+      required: true
+
+  - type: textarea
+    id: expected
+    attributes:
+      label: Expected Behaviour
+      description: What should have happened?
+    validations:
+      required: true
+
+  - type: textarea
+    id: actual
+    attributes:
+      label: Actual Behaviour
+      description: What actually happened? Include the full error message if there is one.
+    validations:
+      required: true
+
+  - type: textarea
+    id: logs
+    attributes:
+      label: Logs / Screenshots
+      description: Paste relevant terminal output or attach screenshots. Remove API keys, passwords, and personal data before pasting.
+      render: text
+
+  - type: input
+    id: model-backend
+    attributes:
+      label: Model / Backend (if relevant)
+      description: "e.g. Ollama + llama3.2:latest, vLLM + mistral-7b, OpenAI API, Anthropic API"
+      placeholder: "Ollama + llama3.2:latest"
+
+  - type: textarea
+    id: additional-info
+    attributes:
+      label: Additional Information
+      description: Anything else that might help — browser console errors, related issues, things you already tried, or environment quirks.
+      placeholder: |
+        - Any other context goes here.
+        - If you are willing to submit a PR that fixes this, mention it here.
diff --git a/.github/ISSUE_TEMPLATE/config.yml b/.github/ISSUE_TEMPLATE/config.yml
new file mode 100644
index 0000000..da16395
--- /dev/null
+++ b/.github/ISSUE_TEMPLATE/config.yml
@@ -0,0 +1,13 @@
+blank_issues_enabled: false
+contact_links:
+  - name: Question / Need Help
+    url: https://github.com/pewdiepie-archdaemon/odysseus/discussions/categories/q-a
+    about: Ask how-to questions, setup help, and model configuration questions here. Issues are for confirmed bugs and concrete proposals only.
+
+  - name: Idea or Suggestion
+    url: https://github.com/pewdiepie-archdaemon/odysseus/discussions/categories/ideas
+    about: Discuss ideas and gauge interest before opening a formal feature request. If there is already a discussion, link it in your feature request.
+
+  - name: Security Vulnerability
+    url: https://github.com/pewdiepie-archdaemon/odysseus/security/advisories/new
+    about: Report vulnerabilities privately via GitHub Security Advisories — never as a public issue. Read SECURITY.md before reporting.
diff --git a/.github/ISSUE_TEMPLATE/feature_request.yml b/.github/ISSUE_TEMPLATE/feature_request.yml
new file mode 100644
index 0000000..733114b
--- /dev/null
+++ b/.github/ISSUE_TEMPLATE/feature_request.yml
@@ -0,0 +1,90 @@
+name: Feature Request
+description: Propose a new feature or a concrete improvement to Odysseus.
+labels: ["enhancement"]
+
+body:
+  - type: markdown
+    attributes:
+      value: |
+        **Before submitting:** search [open issues](https://github.com/pewdiepie-archdaemon/odysseus/issues)
+        and [discussions](https://github.com/pewdiepie-archdaemon/odysseus/discussions) first.
+        Feature requests that duplicate [ROADMAP.md](https://github.com/pewdiepie-archdaemon/odysseus/blob/main/ROADMAP.md)
+        or an existing open issue will be closed as duplicates.
+
+        If your idea needs community input before it becomes a concrete proposal,
+        start a [discussion](https://github.com/pewdiepie-archdaemon/odysseus/discussions/categories/ideas) instead.
+
+  - type: checkboxes
+    id: prerequisites
+    attributes:
+      label: Prerequisites
+      options:
+        - label: I searched [open issues](https://github.com/pewdiepie-archdaemon/odysseus/issues?q=is%3Aissue+is%3Aopen) and this has not already been proposed.
+          required: true
+        - label: I searched [discussions](https://github.com/pewdiepie-archdaemon/odysseus/discussions) and this is not already being debated there.
+          required: true
+        - label: This is a concrete, actionable proposal — not a vague "it would be nice if..." request.
+          required: true
+
+  - type: dropdown
+    id: area
+    attributes:
+      label: Area
+      description: Which part of the application does this affect?
+      options:
+        - Chat / Agent
+        - Email
+        - Calendar
+        - Documents / RAG
+        - Memory
+        - Cookbook / Local Models / GPU
+        - Search
+        - Notes / Editor
+        - Auth / Security
+        - Docker / Deployment
+        - UI / Frontend
+        - API / Backend
+        - MCP
+        - Testing / CI
+        - Other
+    validations:
+      required: true
+
+  - type: textarea
+    id: problem
+    attributes:
+      label: Problem or Motivation
+      description: What problem does this solve, or what use case does it enable? Be specific — "it would be better" is not enough.
+    validations:
+      required: true
+
+  - type: textarea
+    id: solution
+    attributes:
+      label: Proposed Solution
+      description: Describe the behaviour or change you want to see. Include API shape, UI sketch, or code snippets if that helps make it concrete.
+    validations:
+      required: true
+
+  - type: textarea
+    id: alternatives
+    attributes:
+      label: Alternatives Considered
+      description: What other approaches did you consider and why did you rule them out? If there is an existing workaround, describe it.
+
+  - type: textarea
+    id: prior-art
+    attributes:
+      label: Prior Art / Related Issues
+      description: Link any related issues, discussions, or external references that informed this proposal.
+
+  - type: dropdown
+    id: willing_to_implement
+    attributes:
+      label: Are you willing to implement this?
+      options:
+        - "Yes — I can open a PR"
+        - "Partially — I can help but need guidance"
+        - "No — I am only filing the request"
+    validations:
+      required: true
diff --git a/.github/pull_request_template.md b/.github/pull_request_template.md
new file mode 100644
index 0000000..bb9c32b
--- /dev/null
+++ b/.github/pull_request_template.md
@@ -0,0 +1,38 @@
+## Summary
+
+<!-- One paragraph: what changed and why. "Fixed bug" and "Added feature" are not summaries. -->
+
+## Linked Issue
+
+<!-- Every PR should be linked to an issue.
+     Use one of:  Fixes #NNN  |  Part of #NNN  |  Closes #NNN  -->
+
+Fixes #
+
+## Type of Change
+
+- [ ] Bug fix (non-breaking — fixes a confirmed issue)
+- [ ] New feature (non-breaking — adds new behaviour)
+- [ ] Breaking change (changes or removes existing behaviour)
+- [ ] Refactor / cleanup (behaviour unchanged)
+- [ ] Documentation only
+- [ ] CI / tooling / configuration
+
+## Checklist
+
+- [ ] I searched [open issues](https://github.com/pewdiepie-archdaemon/odysseus/issues) and [open PRs](https://github.com/pewdiepie-archdaemon/odysseus/pulls) — this is not a duplicate.
+- [ ] This PR targets `main`
+- [ ] My changes are limited to the scope described above — no unrelated refactors or whitespace changes mixed in.
+
+## How to Test
+
+<!-- Step-by-step instructions a reviewer can follow to verify this works.
+     Do not leave this empty — a PR without test steps will be sent back. -->
+
+1.
+2.
+3.
+
+## Screenshots (UI changes only)
+
+<!-- Drag and drop images or a screen recording here. Delete this section if not a UI change. -->