diff --git a/extension/package-lock.json b/extension/package-lock.json
index 0a2e42f..75c6ef1 100644
--- a/extension/package-lock.json
+++ b/extension/package-lock.json
@@ -1,12 +1,12 @@
 {
   "name": "gravity-bridge",
-  "version": "0.5.88",
+  "version": "0.5.89",
   "lockfileVersion": 3,
   "requires": true,
   "packages": {
     "": {
       "name": "gravity-bridge",
-      "version": "0.5.88",
+      "version": "0.5.89",
       "dependencies": {
         "cheerio": "^1.2.0",
         "ws": "^8.19.0"
diff --git a/extension/package.json b/extension/package.json
index 22a63b5..cb78907 100644
--- a/extension/package.json
+++ b/extension/package.json
@@ -2,7 +2,7 @@
   "name": "gravity-bridge",
   "displayName": "Gravity Bridge",
   "description": "Discord-based unified approval system for Antigravity AI interactions.",
-  "version": "0.5.88",
+  "version": "0.5.89",
   "publisher": "variet",
   "engines": {
     "vscode": "^1.100.0"
diff --git a/extension/src/observer-script.ts b/extension/src/observer-script.ts
index 0b99638..b41ff86 100644
--- a/extension/src/observer-script.ts
+++ b/extension/src/observer-script.ts
@@ -1077,6 +1077,40 @@ export function generateApprovalObserverScript(_port: number): string {
 
       var desc=extractContext(b);
 
+      // v28: One-shot DOM structure dump for button context analysis
+      if (!window._btnDomDumped && txtLow.includes('run')) {
+        window._btnDomDumped = true;
+        var dumpLines = [];
+        var cur = b;
+        for (var dd = 0; dd < 10 && cur; dd++) {
+          var childSummary = [];
+          if (cur.children) {
+            for (var ci2 = 0; ci2 < Math.min(cur.children.length, 8); ci2++) {
+              var ch = cur.children[ci2];
+              var chTag = (ch.tagName || '?').toLowerCase();
+              var chCls = (typeof ch.className === 'string' ? ch.className : '').substring(0, 40);
+              var chText = (ch.textContent || '').substring(0, 30).replace(/\\n/g, ' ');
+              childSummary.push(chTag + '.' + chCls.split(' ')[0] + '=' + chText);
+            }
+          }
+          var sibSummary = [];
+          if (cur.parentElement) {
+            for (var si2 = 0; si2 < Math.min(cur.parentElement.children.length, 6); si2++) {
+              var sib = cur.parentElement.children[si2];
+              var sibTag = (sib.tagName || '?').toLowerCase();
+              var sibCls = (typeof sib.className === 'string' ? sib.className : '').substring(0, 30);
+              sibSummary.push(sibTag + '.' + sibCls.split(' ')[0] + (sib === cur ? '*' : ''));
+            }
+          }
+          dumpLines.push('d' + dd + ':' + (cur.tagName || '?').toLowerCase() + ' cls=' + (typeof cur.className === 'string' ? cur.className : '').substring(0, 50) + ' | children=[' + childSummary.join(', ') + '] | siblings=[' + sibSummary.join(', ') + ']');
+          cur = cur.parentElement;
+        }
+        log('BTN-DOM-DUMP txt=' + txt + ' desc=' + desc.substring(0, 40));
+        for (var ddi = 0; ddi < dumpLines.length; ddi++) {
+          log('BTN-DOM-DUMP ' + dumpLines[ddi]);
+        }
+      }
+
       var rid=now.toString()+'_'+Math.random().toString(36).substring(2,6);
 
       _sent[groupKey]={rid:rid,ts:now};