--- a/tools/ralph-external/cross-task-learner.mjs
+++ b/tools/ralph-external/cross-task-learner.mjs
@@ -268,15 +268,27 @@ export class CrossTaskLearner {
   extractTags(description) {
     const tags = [];
     const lower = description.toLowerCase();
 
     // Common task patterns
     const patterns = {
       fix: ['fix', 'bug', 'error', 'issue'],
       implement: ['implement', 'add', 'create', 'build'],
       refactor: ['refactor', 'clean', 'restructure'],
       test: ['test', 'testing', 'coverage'],
       document: ['document', 'docs', 'readme'],
       debug: ['debug', 'debugging', 'investigate'],
       optimize: ['optimize', 'performance', 'speed'],
       security: ['security', 'auth', 'authentication', 'authorization'],
+      jwt: ['jwt', 'token'],
+      oauth: ['oauth'],
+      api: ['api', 'endpoint'],
+      login: ['login', 'signin'],
+      user: ['user'],
+      database: ['database', 'db', 'schema'],
+      payment: ['payment', 'billing'],
     };
 
     for (const [tag, keywords] of Object.entries(patterns)) {
       if (keywords.some(keyword => lower.includes(keyword))) {
         tags.push(tag);
       }
     }
+    
+    // Also add important words as tags (>= 4 chars, not common)
+    const stopWords = new Set(['this', 'that', 'with', 'from', 'have', 'been', 'were', 'will', 'them', 'their']);
+    const words = this.tokenize(lower);
+    for (const word of words) {
+      if (word.length >= 4 && !stopWords.has(word) && !tags.includes(word)) {
+        tags.push(word);
+      }
+    }
 
     return tags;
   }
@@ -354,9 +366,16 @@ export class CrossTaskLearner {
   calculateSimilarity(words1, tags1, description2, tags2) {
     const words2 = this.tokenize(description2.toLowerCase());
 
-    // Tag overlap (weighted 0.5)
-    const tagOverlap = this.jaccardSimilarity(tags1, tags2);
-
-    // Word overlap (weighted 0.5)
+    // Tag overlap (weighted 0.6 - tags are more meaningful)
+    const tagOverlap = this.jaccardSimilarity(tags1, tags2);
+    
+    // Word overlap (weighted 0.4)
     const wordOverlap = this.jaccardSimilarity(words1, words2);
 
     // Combined score
-    return (tagOverlap * 0.5) + (wordOverlap * 0.5);
+    const score = (tagOverlap * 0.6) + (wordOverlap * 0.4);
+    
+    // Boost if both have some overlap
+    if (tagOverlap > 0 && wordOverlap > 0) {
+      return Math.min(1.0, score * 1.1); // 10% boost
+    }
+    
+    return score;
   }