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 - [Installation Guide](docs/installation.md)
 - [Metrics](docs/metrics.md)
 - [New Features](docs/new_features.md)
+- [Roadmap](ROADMAP.md)
 
 ---
 
diff --git a/ROADMAP.md b/ROADMAP.md
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+# version-checker roadmap
+
+This document proposes a practical roadmap for `version-checker` based on the current milestones, open issues, labels, and open pull requests.
+
+It is intended to help sequence work, not to act as a release promise.
+
+## Guiding themes
+
+The current `v1` milestone already points in a clear direction:
+
+- stability first
+- close high-impact bugs
+- improve test coverage and confidence
+- make image detection more accurate across architectures and registries
+- keep the user experience simple to install and operate
+
+## Near term (H1 / Q3)
+
+### 1. Stabilize current workflows and bug backlog
+
+- Fix OCI and image accuracy issues that affect real-world registries:
+  - [#121 Error on OCI style repositories](https://github.com/jetstack/version-checker/issues/121)
+  - [#318 MANIFEST_UNKNOWN while using selfhosted registry](https://github.com/jetstack/version-checker/issues/318)
+- Fix release and contributor workflow issues:
+  - [#406 Helm 4 support for workflows](https://github.com/jetstack/version-checker/issues/406)
+- Continue to address long-running stability issues such as:
+  - [#76 version-checker seemingly leaks memory and gets oom-killed](https://github.com/jetstack/version-checker/issues/76)
+
+### 2. Land small reviewed improvements that already have passing checks
+
+These are good candidates for the next increment because they are already in flight:
+
+- [#431 Fix selfhosted Helm secret key collisions that broke GitLab PAT auth](https://github.com/jetstack/version-checker/pull/431)
+- [#432 Add Helm support for Grafana dashboard annotations](https://github.com/jetstack/version-checker/pull/432)
+- [#364 Test e2e](https://github.com/jetstack/version-checker/pull/364), if it can be completed in a small, reviewable slice
+- [#387 Implement AuthN and K8S ServiceAccount DockerFile Keychain support](https://github.com/jetstack/version-checker/pull/387), ideally broken into smaller mergeable pieces aligned to [#322](https://github.com/jetstack/version-checker/issues/322)
+
+### 3. Improve architecture-aware image resolution
+
+- Revisit [#60 Add architecture and os checks when fetching tags](https://github.com/jetstack/version-checker/pull/60) in smaller increments
+- Detect cluster OS/architecture more reliably
+- Prefer tags and manifests that match the running platform
+- Reduce false positives where a tag exists but is not usable on the cluster architecture
+
+### 4. Raise the quality bar with better tests
+
+- Make measurable progress on [#190 Increase test coverage](https://github.com/jetstack/version-checker/issues/190)
+- Prioritize tests around:
+  - registry client behavior
+  - OCI manifest/index handling
+  - architecture selection
+  - Helm chart rendering and secret generation
+- Reuse the existing unit, chart, and workflow checks rather than inventing parallel validation paths
+
+## Mid term (Q4)
+
+### 1. Complete OCI-native registry support
+
+- Build on the earlier OCI fallback work from [#159 OCI fallback](https://github.com/jetstack/version-checker/pull/159)
+- Move from fallback behavior to first-class OCI handling where practical
+- Close the gap on OCI auth, manifest index support, and registry-specific edge cases
+
+### 2. Improve private registry UX
+
+- Progress [#322 Auto discovery of credentials using image pull secrets for private repos](https://github.com/jetstack/version-checker/issues/322)
+- Make private registry support easier to enable without duplicating credentials into Helm values for every registry
+- Ensure any new auth flows are optional and clearly documented
+
+### 3. Expand registry coverage once core accuracy is solid
+
+- Revisit features that are useful but should not outrank stability work, such as:
+  - [#391 Add support for public ecr](https://github.com/jetstack/version-checker/pull/391) after its failing checks are resolved
+
+## Longer term / future-development
+
+- Consider items already sitting outside the current `v1` theme, for example:
+  - [#8 Support helm chart version checking](https://github.com/jetstack/version-checker/issues/8)
+- Reassess larger feature work only after:
+  - OCI support is dependable
+  - test coverage has improved
+  - the open bug backlog is materially smaller
+
+## Suggested order of execution
+
+1. close high-impact bugs
+2. merge small green PRs
+3. improve architecture and OCI accuracy
+4. increase automated test coverage
+5. take on larger auth and registry-expansion work