diff --git a/.github/workflows/autoloop.lock.yml b/.github/workflows/autoloop.lock.yml
index 79f524b8..ce21ec84 100644
--- a/.github/workflows/autoloop.lock.yml
+++ b/.github/workflows/autoloop.lock.yml
@@ -37,7 +37,7 @@
 #   Imports:
 #     - shared/reporting.md
 #
-# gh-aw-metadata: {"schema_version":"v3","frontmatter_hash":"21eb7e9b05e2be5e38c25a8a6f8f283a99fbc94b5e4b9fe508d059a0fd565b60","compiler_version":"v0.65.6","strict":true,"agent_id":"copilot"}
+# gh-aw-metadata: {"schema_version":"v3","frontmatter_hash":"ae0854a9693094d32638babc16d353dc5de46c218ae3d893a9306b0b2a916042","compiler_version":"v0.65.6","strict":true,"agent_id":"copilot"}
 
 name: "Autoloop"
 "on":
@@ -222,21 +222,21 @@ jobs:
         run: |
           bash ${RUNNER_TEMP}/gh-aw/actions/create_prompt_first.sh
           {
-          cat << 'GH_AW_PROMPT_a3192d3682d473cf_EOF'
+          cat << 'GH_AW_PROMPT_6cb617c1e46803c0_EOF'
           <system>
-          GH_AW_PROMPT_a3192d3682d473cf_EOF
+          GH_AW_PROMPT_6cb617c1e46803c0_EOF
           cat "${RUNNER_TEMP}/gh-aw/prompts/xpia.md"
           cat "${RUNNER_TEMP}/gh-aw/prompts/temp_folder_prompt.md"
           cat "${RUNNER_TEMP}/gh-aw/prompts/markdown.md"
           cat "${RUNNER_TEMP}/gh-aw/prompts/repo_memory_prompt.md"
           cat "${RUNNER_TEMP}/gh-aw/prompts/safe_outputs_prompt.md"
-          cat << 'GH_AW_PROMPT_a3192d3682d473cf_EOF'
+          cat << 'GH_AW_PROMPT_6cb617c1e46803c0_EOF'
           <safe-output-tools>
           Tools: add_comment(max:7), create_issue(max:2), update_issue(max:3), create_pull_request, add_labels(max:2), remove_labels(max:2), push_to_pull_request_branch, missing_tool, missing_data, noop
-          GH_AW_PROMPT_a3192d3682d473cf_EOF
+          GH_AW_PROMPT_6cb617c1e46803c0_EOF
           cat "${RUNNER_TEMP}/gh-aw/prompts/safe_outputs_create_pull_request.md"
           cat "${RUNNER_TEMP}/gh-aw/prompts/safe_outputs_push_to_pr_branch.md"
-          cat << 'GH_AW_PROMPT_a3192d3682d473cf_EOF'
+          cat << 'GH_AW_PROMPT_6cb617c1e46803c0_EOF'
           </safe-output-tools>
           <github-context>
           The following GitHub context information is available for this workflow:
@@ -269,7 +269,7 @@ jobs:
             - **Note**: If a branch you need is not in the list above and is not listed as an additional fetched ref, it has NOT been checked out. For private repositories you cannot fetch it without proper authentication. If the branch is required and not available, exit with an error and ask the user to add it to the `fetch:` option of the `checkout:` configuration (e.g., `fetch: ["refs/pulls/open/*"]` for all open PR refs, or `fetch: ["main", "feature/my-branch"]` for specific branches).
           </github-context>
           
-          GH_AW_PROMPT_a3192d3682d473cf_EOF
+          GH_AW_PROMPT_6cb617c1e46803c0_EOF
           cat "${RUNNER_TEMP}/gh-aw/prompts/github_mcp_tools_with_safeoutputs_prompt.md"
           if [ "$GITHUB_EVENT_NAME" = "issue_comment" ] && [ -n "$GH_AW_IS_PR_COMMENT" ] || [ "$GITHUB_EVENT_NAME" = "pull_request_review_comment" ] || [ "$GITHUB_EVENT_NAME" = "pull_request_review" ]; then
             cat "${RUNNER_TEMP}/gh-aw/prompts/pr_context_prompt.md"
@@ -277,11 +277,11 @@ jobs:
           if [ "$GITHUB_EVENT_NAME" = "issue_comment" ] && [ -n "$GH_AW_IS_PR_COMMENT" ] || [ "$GITHUB_EVENT_NAME" = "pull_request_review_comment" ] || [ "$GITHUB_EVENT_NAME" = "pull_request_review" ]; then
             cat "${RUNNER_TEMP}/gh-aw/prompts/pr_context_push_to_pr_branch_guidance.md"
           fi
-          cat << 'GH_AW_PROMPT_a3192d3682d473cf_EOF'
+          cat << 'GH_AW_PROMPT_6cb617c1e46803c0_EOF'
           </system>
           {{#runtime-import .github/workflows/shared/reporting.md}}
           {{#runtime-import .github/workflows/autoloop.md}}
-          GH_AW_PROMPT_a3192d3682d473cf_EOF
+          GH_AW_PROMPT_6cb617c1e46803c0_EOF
           } > "$GH_AW_PROMPT"
       - name: Interpolate variables and render templates
         uses: actions/github-script@ed597411d8f924073f98dfc5c65a23a2325f34cd # v8
@@ -312,7 +312,7 @@ jobs:
           GH_AW_GITHUB_WORKSPACE: ${{ github.workspace }}
           GH_AW_IS_PR_COMMENT: ${{ github.event.issue.pull_request && 'true' || '' }}
           GH_AW_MEMORY_BRANCH_NAME: 'memory/autoloop'
-          GH_AW_MEMORY_CONSTRAINTS: "\n\n**Constraints:**\n- **Allowed Files**: Only files matching patterns: *.md\n- **Max File Size**: 10240 bytes (0.01 MB) per file\n- **Max File Count**: 100 files per commit\n- **Max Patch Size**: 10240 bytes (10 KB) total per push (max: 100 KB)\n"
+          GH_AW_MEMORY_CONSTRAINTS: "\n\n**Constraints:**\n- **Allowed Files**: Only files matching patterns: *.md\n- **Max File Size**: 30720 bytes (0.03 MB) per file\n- **Max File Count**: 100 files per commit\n- **Max Patch Size**: 10240 bytes (10 KB) total per push (max: 100 KB)\n"
           GH_AW_MEMORY_DESCRIPTION: ''
           GH_AW_MEMORY_DIR: '/tmp/gh-aw/repo-memory/default/'
           GH_AW_MEMORY_TARGET_REPO: ' of the current repository'
@@ -498,12 +498,12 @@ jobs:
           mkdir -p ${RUNNER_TEMP}/gh-aw/safeoutputs
           mkdir -p /tmp/gh-aw/safeoutputs
           mkdir -p /tmp/gh-aw/mcp-logs/safeoutputs
-          cat > ${RUNNER_TEMP}/gh-aw/safeoutputs/config.json << 'GH_AW_SAFE_OUTPUTS_CONFIG_3ba7941cdaa4dc58_EOF'
-          {"add_comment":{"hide_older_comments":false,"max":7,"target":"*"},"add_labels":{"max":2,"target":"*"},"create_issue":{"labels":["automation","autoloop"],"max":2,"title_prefix":"[Autoloop] "},"create_pull_request":{"draft":true,"labels":["automation","autoloop"],"max":1,"max_patch_size":1024,"protected_files":["package.json","bun.lockb","bunfig.toml","deno.json","deno.jsonc","deno.lock","global.json","NuGet.Config","Directory.Packages.props","mix.exs","mix.lock","go.mod","go.sum","stack.yaml","stack.yaml.lock","pom.xml","build.gradle","build.gradle.kts","settings.gradle","settings.gradle.kts","gradle.properties","package-lock.json","yarn.lock","pnpm-lock.yaml","npm-shrinkwrap.json","requirements.txt","Pipfile","Pipfile.lock","pyproject.toml","setup.py","setup.cfg","Gemfile","Gemfile.lock","uv.lock","CODEOWNERS"],"protected_files_policy":"fallback-to-issue","protected_path_prefixes":[".github/",".agents/"],"title_prefix":"[Autoloop] "},"missing_data":{},"missing_tool":{},"noop":{"max":1,"report-as-issue":"true"},"push_repo_memory":{"memories":[{"dir":"/tmp/gh-aw/repo-memory/default","id":"default","max_file_count":100,"max_file_size":10240,"max_patch_size":10240}]},"push_to_pull_request_branch":{"if_no_changes":"warn","max":1,"max_patch_size":1024,"protected_files":["package.json","bun.lockb","bunfig.toml","deno.json","deno.jsonc","deno.lock","global.json","NuGet.Config","Directory.Packages.props","mix.exs","mix.lock","go.mod","go.sum","stack.yaml","stack.yaml.lock","pom.xml","build.gradle","build.gradle.kts","settings.gradle","settings.gradle.kts","gradle.properties","package-lock.json","yarn.lock","pnpm-lock.yaml","npm-shrinkwrap.json","requirements.txt","Pipfile","Pipfile.lock","pyproject.toml","setup.py","setup.cfg","Gemfile","Gemfile.lock","uv.lock","CODEOWNERS"],"protected_path_prefixes":[".github/",".agents/"],"target":"*","title_prefix":"[Autoloop] "},"remove_labels":{"max":2,"target":"*"},"update_issue":{"allow_body":true,"max":3,"target":"*","title_prefix":"[Autoloop] "}}
-          GH_AW_SAFE_OUTPUTS_CONFIG_3ba7941cdaa4dc58_EOF
+          cat > ${RUNNER_TEMP}/gh-aw/safeoutputs/config.json << 'GH_AW_SAFE_OUTPUTS_CONFIG_05418b5b293ba2f8_EOF'
+          {"add_comment":{"hide_older_comments":false,"max":7,"target":"*"},"add_labels":{"max":2,"target":"*"},"create_issue":{"labels":["automation","autoloop"],"max":2,"title_prefix":"[Autoloop] "},"create_pull_request":{"draft":true,"labels":["automation","autoloop"],"max":1,"max_patch_size":1024,"protected_files":["package.json","bun.lockb","bunfig.toml","deno.json","deno.jsonc","deno.lock","global.json","NuGet.Config","Directory.Packages.props","mix.exs","mix.lock","go.mod","go.sum","stack.yaml","stack.yaml.lock","pom.xml","build.gradle","build.gradle.kts","settings.gradle","settings.gradle.kts","gradle.properties","package-lock.json","yarn.lock","pnpm-lock.yaml","npm-shrinkwrap.json","requirements.txt","Pipfile","Pipfile.lock","pyproject.toml","setup.py","setup.cfg","Gemfile","Gemfile.lock","uv.lock","CODEOWNERS"],"protected_files_policy":"fallback-to-issue","protected_path_prefixes":[".github/",".agents/"],"title_prefix":"[Autoloop] "},"missing_data":{},"missing_tool":{},"noop":{"max":1,"report-as-issue":"true"},"push_repo_memory":{"memories":[{"dir":"/tmp/gh-aw/repo-memory/default","id":"default","max_file_count":100,"max_file_size":30720,"max_patch_size":10240}]},"push_to_pull_request_branch":{"if_no_changes":"warn","max":1,"max_patch_size":1024,"protected_files":["package.json","bun.lockb","bunfig.toml","deno.json","deno.jsonc","deno.lock","global.json","NuGet.Config","Directory.Packages.props","mix.exs","mix.lock","go.mod","go.sum","stack.yaml","stack.yaml.lock","pom.xml","build.gradle","build.gradle.kts","settings.gradle","settings.gradle.kts","gradle.properties","package-lock.json","yarn.lock","pnpm-lock.yaml","npm-shrinkwrap.json","requirements.txt","Pipfile","Pipfile.lock","pyproject.toml","setup.py","setup.cfg","Gemfile","Gemfile.lock","uv.lock","CODEOWNERS"],"protected_path_prefixes":[".github/",".agents/"],"target":"*","title_prefix":"[Autoloop] "},"remove_labels":{"max":2,"target":"*"},"update_issue":{"allow_body":true,"max":3,"target":"*","title_prefix":"[Autoloop] "}}
+          GH_AW_SAFE_OUTPUTS_CONFIG_05418b5b293ba2f8_EOF
       - name: Write Safe Outputs Tools
         run: |
-          cat > ${RUNNER_TEMP}/gh-aw/safeoutputs/tools_meta.json << 'GH_AW_SAFE_OUTPUTS_TOOLS_META_517e1611ab9df279_EOF'
+          cat > ${RUNNER_TEMP}/gh-aw/safeoutputs/tools_meta.json << 'GH_AW_SAFE_OUTPUTS_TOOLS_META_e9f0c97ff8e4b848_EOF'
           {
             "description_suffixes": {
               "add_comment": " CONSTRAINTS: Maximum 7 comment(s) can be added. Target: *.",
@@ -517,8 +517,8 @@ jobs:
             "repo_params": {},
             "dynamic_tools": []
           }
-          GH_AW_SAFE_OUTPUTS_TOOLS_META_517e1611ab9df279_EOF
-          cat > ${RUNNER_TEMP}/gh-aw/safeoutputs/validation.json << 'GH_AW_SAFE_OUTPUTS_VALIDATION_7a29413b0f48e364_EOF'
+          GH_AW_SAFE_OUTPUTS_TOOLS_META_e9f0c97ff8e4b848_EOF
+          cat > ${RUNNER_TEMP}/gh-aw/safeoutputs/validation.json << 'GH_AW_SAFE_OUTPUTS_VALIDATION_c2504b2536e4b3d6_EOF'
           {
             "add_comment": {
               "defaultMax": 1,
@@ -777,7 +777,7 @@ jobs:
               "customValidation": "requiresOneOf:status,title,body"
             }
           }
-          GH_AW_SAFE_OUTPUTS_VALIDATION_7a29413b0f48e364_EOF
+          GH_AW_SAFE_OUTPUTS_VALIDATION_c2504b2536e4b3d6_EOF
           node ${RUNNER_TEMP}/gh-aw/actions/generate_safe_outputs_tools.cjs
       - name: Generate Safe Outputs MCP Server Config
         id: safe-outputs-config
@@ -847,7 +847,7 @@ jobs:
           export MCP_GATEWAY_DOCKER_COMMAND='docker run -i --rm --network host -v /var/run/docker.sock:/var/run/docker.sock -e MCP_GATEWAY_PORT -e MCP_GATEWAY_DOMAIN -e MCP_GATEWAY_API_KEY -e MCP_GATEWAY_PAYLOAD_DIR -e MCP_GATEWAY_PAYLOAD_SIZE_THRESHOLD -e DEBUG -e MCP_GATEWAY_LOG_DIR -e GH_AW_MCP_LOG_DIR -e GH_AW_SAFE_OUTPUTS -e GH_AW_SAFE_OUTPUTS_CONFIG_PATH -e GH_AW_SAFE_OUTPUTS_TOOLS_PATH -e GH_AW_ASSETS_BRANCH -e GH_AW_ASSETS_MAX_SIZE_KB -e GH_AW_ASSETS_ALLOWED_EXTS -e DEFAULT_BRANCH -e GITHUB_MCP_SERVER_TOKEN -e GITHUB_MCP_GUARD_MIN_INTEGRITY -e GITHUB_MCP_GUARD_REPOS -e GITHUB_REPOSITORY -e GITHUB_SERVER_URL -e GITHUB_SHA -e GITHUB_WORKSPACE -e GITHUB_TOKEN -e GITHUB_RUN_ID -e GITHUB_RUN_NUMBER -e GITHUB_RUN_ATTEMPT -e GITHUB_JOB -e GITHUB_ACTION -e GITHUB_EVENT_NAME -e GITHUB_EVENT_PATH -e GITHUB_ACTOR -e GITHUB_ACTOR_ID -e GITHUB_TRIGGERING_ACTOR -e GITHUB_WORKFLOW -e GITHUB_WORKFLOW_REF -e GITHUB_WORKFLOW_SHA -e GITHUB_REF -e GITHUB_REF_NAME -e GITHUB_REF_TYPE -e GITHUB_HEAD_REF -e GITHUB_BASE_REF -e GH_AW_SAFE_OUTPUTS_PORT -e GH_AW_SAFE_OUTPUTS_API_KEY -v /tmp/gh-aw/mcp-payloads:/tmp/gh-aw/mcp-payloads:rw -v /opt:/opt:ro -v /tmp:/tmp:rw -v '"${GITHUB_WORKSPACE}"':'"${GITHUB_WORKSPACE}"':rw ghcr.io/github/gh-aw-mcpg:v0.2.11'
           
           mkdir -p /home/runner/.copilot
-          cat << GH_AW_MCP_CONFIG_000b0b2136bd265a_EOF | bash ${RUNNER_TEMP}/gh-aw/actions/start_mcp_gateway.sh
+          cat << GH_AW_MCP_CONFIG_be8a945ee3e28a8b_EOF | bash ${RUNNER_TEMP}/gh-aw/actions/start_mcp_gateway.sh
           {
             "mcpServers": {
               "github": {
@@ -888,7 +888,7 @@ jobs:
               "payloadDir": "${MCP_GATEWAY_PAYLOAD_DIR}"
             }
           }
-          GH_AW_MCP_CONFIG_000b0b2136bd265a_EOF
+          GH_AW_MCP_CONFIG_be8a945ee3e28a8b_EOF
       - name: Download activation artifact
         uses: actions/download-artifact@3e5f45b2cfb9172054b4087a40e8e0b5a5461e7c # v8.0.1
         with:
@@ -1442,7 +1442,7 @@ jobs:
           MEMORY_ID: default
           TARGET_REPO: ${{ github.repository }}
           BRANCH_NAME: memory/autoloop
-          MAX_FILE_SIZE: 10240
+          MAX_FILE_SIZE: 30720
           MAX_FILE_COUNT: 100
           MAX_PATCH_SIZE: 10240
           ALLOWED_EXTENSIONS: '[]'
diff --git a/.github/workflows/autoloop.md b/.github/workflows/autoloop.md
index ff18019b..f3e796cc 100644
--- a/.github/workflows/autoloop.md
+++ b/.github/workflows/autoloop.md
@@ -77,6 +77,7 @@ tools:
   repo-memory:
     branch-name: memory/autoloop
     file-glob: ["*.md"]
+    max-file-size: 30720
 
 imports:
   - shared/reporting.md
@@ -1122,6 +1123,7 @@ After each iteration, prepend an entry to the **📊 Iteration History** section
 - **Always** update the state file after each iteration, regardless of outcome.
 - **Update the Machine State table first** — the scheduling pre-step depends on it.
 - **Prepend** iteration history entries (newest first).
+- **Keep the state file compact.** The state file must stay under 30 KB. When prepending a new iteration entry, collapse older iteration entries (beyond the most recent 10) into compressed summary lines (e.g. `### Iters 50–100 — ✅ (metrics 20→55): brief summary`). Also prune Lessons Learned to only the most recent and relevant entries.
 - **Accumulate** Lessons Learned — add new insights, don't overwrite existing ones.
 - **Add to Foreclosed Avenues** only when an approach is conclusively ruled out (not just rejected once).
 - **Respect Current Priorities** — if a maintainer has written priorities, follow them in your next proposal.