diff --git a/ccw/src/core/cache-manager.ts b/ccw/src/core/cache-manager.ts
new file mode 100644
index 00000000..bae378a8
--- /dev/null
+++ b/ccw/src/core/cache-manager.ts
@@ -0,0 +1,277 @@
+import { existsSync, mkdirSync, readFileSync, writeFileSync, statSync } from 'fs';
+import { join, dirname } from 'path';
+
+interface CacheEntry<T> {
+  data: T;
+  timestamp: number;
+  fileHashes: Map<string, number>; // file path -> mtime
+  ttl?: number;
+}
+
+interface CacheOptions {
+  ttl?: number; // Time-to-live in milliseconds (default: 5 minutes)
+  cacheDir?: string; // Cache directory (default: .ccw-cache)
+}
+
+/**
+ * CacheManager class for storing and retrieving dashboard data
+ * Tracks file modification times to detect changes and invalidate cache
+ */
+export class CacheManager<T> {
+  private cacheFile: string;
+  private ttl: number;
+  private cacheDir: string;
+
+  /**
+   * Create a new CacheManager instance
+   * @param cacheKey - Unique identifier for this cache (e.g., 'dashboard-data')
+   * @param options - Cache configuration options
+   */
+  constructor(cacheKey: string, options: CacheOptions = {}) {
+    this.ttl = options.ttl || 5 * 60 * 1000; // Default: 5 minutes
+    this.cacheDir = options.cacheDir || '.ccw-cache';
+    this.cacheFile = join(this.cacheDir, `${cacheKey}.json`);
+  }
+
+  /**
+   * Get cached data if valid, otherwise return null
+   * @param watchPaths - Array of file/directory paths to check for modifications
+   * @returns Cached data or null if invalid/expired
+   */
+  get(watchPaths: string[] = []): T | null {
+    if (!existsSync(this.cacheFile)) {
+      return null;
+    }
+
+    try {
+      const content = readFileSync(this.cacheFile, 'utf8');
+      const entry: CacheEntry<T> = JSON.parse(content, (key, value) => {
+        // Revive Map objects from JSON
+        if (key === 'fileHashes' && value && typeof value === 'object') {
+          return new Map(Object.entries(value));
+        }
+        return value;
+      });
+
+      // Check TTL expiration
+      if (this.ttl > 0) {
+        const age = Date.now() - entry.timestamp;
+        if (age > this.ttl) {
+          return null;
+        }
+      }
+
+      // Check if any watched files have changed
+      if (watchPaths.length > 0) {
+        const currentHashes = this.computeFileHashes(watchPaths);
+        if (!this.hashesMatch(entry.fileHashes, currentHashes)) {
+          return null;
+        }
+      }
+
+      return entry.data;
+    } catch (err) {
+      // If cache file is corrupted or unreadable, treat as invalid
+      console.warn(`Cache read error for ${this.cacheFile}:`, (err as Error).message);
+      return null;
+    }
+  }
+
+  /**
+   * Store data in cache with current timestamp and file hashes
+   * @param data - Data to cache
+   * @param watchPaths - Array of file/directory paths to track
+   */
+  set(data: T, watchPaths: string[] = []): void {
+    try {
+      // Ensure cache directory exists
+      if (!existsSync(this.cacheDir)) {
+        mkdirSync(this.cacheDir, { recursive: true });
+      }
+
+      const entry: CacheEntry<T> = {
+        data,
+        timestamp: Date.now(),
+        fileHashes: this.computeFileHashes(watchPaths),
+        ttl: this.ttl
+      };
+
+      // Convert Map to plain object for JSON serialization
+      const serializable = {
+        ...entry,
+        fileHashes: Object.fromEntries(entry.fileHashes)
+      };
+
+      writeFileSync(this.cacheFile, JSON.stringify(serializable, null, 2), 'utf8');
+    } catch (err) {
+      console.warn(`Cache write error for ${this.cacheFile}:`, (err as Error).message);
+    }
+  }
+
+  /**
+   * Invalidate (delete) the cache
+   */
+  invalidate(): void {
+    try {
+      if (existsSync(this.cacheFile)) {
+        const fs = require('fs');
+        fs.unlinkSync(this.cacheFile);
+      }
+    } catch (err) {
+      console.warn(`Cache invalidation error for ${this.cacheFile}:`, (err as Error).message);
+    }
+  }
+
+  /**
+   * Check if cache is valid without retrieving data
+   * @param watchPaths - Array of file/directory paths to check
+   * @returns True if cache exists and is valid
+   */
+  isValid(watchPaths: string[] = []): boolean {
+    return this.get(watchPaths) !== null;
+  }
+
+  /**
+   * Compute file modification times for all watched paths
+   * @param watchPaths - Array of file/directory paths
+   * @returns Map of path to mtime
+   */
+  private computeFileHashes(watchPaths: string[]): Map<string, number> {
+    const hashes = new Map<string, number>();
+
+    for (const path of watchPaths) {
+      try {
+        if (!existsSync(path)) {
+          continue;
+        }
+
+        const stats = statSync(path);
+
+        if (stats.isDirectory()) {
+          // For directories, use directory mtime (detects file additions/deletions)
+          hashes.set(path, stats.mtimeMs);
+
+          // Also recursively scan for workflow session files
+          this.scanDirectory(path, hashes);
+        } else {
+          // For files, use file mtime
+          hashes.set(path, stats.mtimeMs);
+        }
+      } catch (err) {
+        // Skip paths that can't be accessed
+        console.warn(`Cannot access path ${path}:`, (err as Error).message);
+      }
+    }
+
+    return hashes;
+  }
+
+  /**
+   * Recursively scan directory for important files
+   * @param dirPath - Directory to scan
+   * @param hashes - Map to store file hashes
+   * @param depth - Current recursion depth (max 3)
+   */
+  private scanDirectory(dirPath: string, hashes: Map<string, number>, depth: number = 0): void {
+    if (depth > 3) return; // Limit recursion depth
+
+    try {
+      const fs = require('fs');
+      const entries = fs.readdirSync(dirPath, { withFileTypes: true });
+
+      for (const entry of entries) {
+        const fullPath = join(dirPath, entry.name);
+
+        if (entry.isDirectory()) {
+          // Track important directories
+          if (entry.name === '.task' || entry.name === '.review' || entry.name === '.summaries') {
+            const stats = statSync(fullPath);
+            hashes.set(fullPath, stats.mtimeMs);
+            this.scanDirectory(fullPath, hashes, depth + 1);
+          } else if (entry.name.startsWith('WFS-')) {
+            // Scan WFS session directories
+            const stats = statSync(fullPath);
+            hashes.set(fullPath, stats.mtimeMs);
+            this.scanDirectory(fullPath, hashes, depth + 1);
+          }
+        } else if (entry.isFile()) {
+          // Track important files
+          if (
+            entry.name.endsWith('.json') ||
+            entry.name === 'IMPL_PLAN.md' ||
+            entry.name === 'TODO_LIST.md' ||
+            entry.name === 'workflow-session.json'
+          ) {
+            const stats = statSync(fullPath);
+            hashes.set(fullPath, stats.mtimeMs);
+          }
+        }
+      }
+    } catch (err) {
+      // Skip directories that can't be read
+      console.warn(`Cannot scan directory ${dirPath}:`, (err as Error).message);
+    }
+  }
+
+  /**
+   * Compare two file hash maps
+   * @param oldHashes - Previous hashes
+   * @param newHashes - Current hashes
+   * @returns True if hashes match (no changes)
+   */
+  private hashesMatch(oldHashes: Map<string, number>, newHashes: Map<string, number>): boolean {
+    // Check if any files were added or removed
+    if (oldHashes.size !== newHashes.size) {
+      return false;
+    }
+
+    // Check if any file mtimes changed
+    const entries = Array.from(oldHashes.entries());
+    for (let i = 0; i < entries.length; i++) {
+      const path = entries[i][0];
+      const oldMtime = entries[i][1];
+      const newMtime = newHashes.get(path);
+      if (newMtime === undefined || newMtime !== oldMtime) {
+        return false;
+      }
+    }
+
+    return true;
+  }
+
+  /**
+   * Get cache statistics
+   * @returns Cache info object
+   */
+  getStats(): { exists: boolean; age?: number; fileCount?: number; size?: number } {
+    if (!existsSync(this.cacheFile)) {
+      return { exists: false };
+    }
+
+    try {
+      const stats = statSync(this.cacheFile);
+      const content = readFileSync(this.cacheFile, 'utf8');
+      const entry = JSON.parse(content);
+
+      return {
+        exists: true,
+        age: Date.now() - entry.timestamp,
+        fileCount: Object.keys(entry.fileHashes || {}).length,
+        size: stats.size
+      };
+    } catch {
+      return { exists: false };
+    }
+  }
+}
+
+/**
+ * Create a cache manager for dashboard data
+ * @param workflowDir - Path to .workflow directory
+ * @param ttl - Optional TTL in milliseconds
+ * @returns CacheManager instance
+ */
+export function createDashboardCache(workflowDir: string, ttl?: number): CacheManager<any> {
+  const cacheDir = join(workflowDir, '.ccw-cache');
+  return new CacheManager('dashboard-data', { cacheDir, ttl });
+}
diff --git a/ccw/src/core/data-aggregator.ts b/ccw/src/core/data-aggregator.ts
index 287aa8fe..1d15c703 100644
--- a/ccw/src/core/data-aggregator.ts
+++ b/ccw/src/core/data-aggregator.ts
@@ -2,6 +2,7 @@ import { glob } from 'glob';
 import { readFileSync, existsSync } from 'fs';
 import { join, basename } from 'path';
 import { scanLiteTasks } from './lite-scanner.js';
+import { createDashboardCache } from './cache-manager.js';
 
 interface SessionData {
   session_id: string;
@@ -143,12 +144,33 @@ interface ProjectOverview {
 }
 
 /**
- * Aggregate all data for dashboard rendering
+ * Aggregate all data for dashboard rendering (with caching)
  * @param sessions - Scanned sessions from session-scanner
  * @param workflowDir - Path to .workflow directory
  * @returns Aggregated dashboard data
  */
 export async function aggregateData(sessions: ScanSessionsResult, workflowDir: string): Promise<DashboardData> {
+  // Initialize cache manager
+  const cache = createDashboardCache(workflowDir);
+
+  // Prepare paths to watch for changes
+  const watchPaths = [
+    join(workflowDir, 'active'),
+    join(workflowDir, 'archives'),
+    join(workflowDir, 'project.json'),
+    ...sessions.active.map(s => s.path),
+    ...sessions.archived.map(s => s.path)
+  ];
+
+  // Check cache first
+  const cachedData = cache.get(watchPaths);
+  if (cachedData !== null) {
+    console.log('Using cached dashboard data');
+    return cachedData;
+  }
+
+  console.log('Cache miss - regenerating dashboard data');
+
   const data: DashboardData = {
     generatedAt: new Date().toISOString(),
     activeSessions: [],
@@ -212,6 +234,9 @@ export async function aggregateData(sessions: ScanSessionsResult, workflowDir: s
     console.error('Error loading project overview:', (err as Error).message);
   }
 
+  // Store in cache before returning
+  cache.set(data, watchPaths);
+
   return data;
 }
 
diff --git a/ccw/src/core/session-scanner.ts b/ccw/src/core/session-scanner.ts
index c1bae691..19760798 100644
--- a/ccw/src/core/session-scanner.ts
+++ b/ccw/src/core/session-scanner.ts
@@ -1,7 +1,16 @@
 import { glob } from 'glob';
-import { readFileSync, existsSync, statSync, readdirSync } from 'fs';
+import { readFile, readdir, stat, access } from 'fs/promises';
+import { constants } from 'fs';
 import { join, basename } from 'path';
 import type { SessionMetadata, SessionType } from '../types/session.js';
+async function fileExists(path: string): Promise<boolean> {
+  try {
+    await access(path, constants.F_OK);
+    return true;
+  } catch {
+    return false;
+  }
+}
 
 interface SessionData extends SessionMetadata {
   path: string;
@@ -28,46 +37,54 @@ export async function scanSessions(workflowDir: string): Promise<ScanSessionsRes
     hasReviewData: false
   };
 
-  if (!existsSync(workflowDir)) {
+  if (!await fileExists(workflowDir)) {
     return result;
   }
 
-  // Scan active sessions
+    // Scan active sessions
   const activeDir = join(workflowDir, 'active');
-  if (existsSync(activeDir)) {
+  if (await fileExists(activeDir)) {
     const activeSessions = await findWfsSessions(activeDir);
-    for (const sessionName of activeSessions) {
+    const activeSessionDataPromises = activeSessions.map(async (sessionName) => {
       const sessionPath = join(activeDir, sessionName);
-      const sessionData = readSessionData(sessionPath);
+      const sessionData = await readSessionData(sessionPath);
       if (sessionData) {
-        result.active.push({
+        // Check for review data
+        if (await fileExists(join(sessionPath, '.review'))) {
+          result.hasReviewData = true;
+        }
+        return {
           ...sessionData,
           path: sessionPath,
           isActive: true
-        });
-        // Check for review data
-        if (existsSync(join(sessionPath, '.review'))) {
-          result.hasReviewData = true;
-        }
+        };
       }
-    }
+      return null;
+    });
+
+    const activeSessionData = (await Promise.all(activeSessionDataPromises)).filter((s): s is SessionData => s !== null);
+    result.active.push(...activeSessionData);
   }
 
-  // Scan archived sessions
+    // Scan archived sessions
   const archivesDir = join(workflowDir, 'archives');
-  if (existsSync(archivesDir)) {
+  if (await fileExists(archivesDir)) {
     const archivedSessions = await findWfsSessions(archivesDir);
-    for (const sessionName of archivedSessions) {
+    const archivedSessionDataPromises = archivedSessions.map(async (sessionName) => {
       const sessionPath = join(archivesDir, sessionName);
-      const sessionData = readSessionData(sessionPath);
+      const sessionData = await readSessionData(sessionPath);
       if (sessionData) {
-        result.archived.push({
+        return {
           ...sessionData,
           path: sessionPath,
           isActive: false
-        });
+        };
       }
-    }
+      return null;
+    });
+
+    const archivedSessionData = (await Promise.all(archivedSessionDataPromises)).filter((s): s is SessionData => s !== null);
+    result.archived.push(...archivedSessionData);
   }
 
   // Sort by creation date (newest first)
@@ -98,7 +115,7 @@ async function findWfsSessions(dir: string): Promise<string[]> {
   } catch {
     // Fallback: manual directory listing
     try {
-      const entries = readdirSync(dir, { withFileTypes: true });
+      const entries = await readdir(dir, { withFileTypes: true });
       return entries
         .filter(e => e.isDirectory() && e.name.startsWith('WFS-'))
         .map(e => e.name);
@@ -162,13 +179,13 @@ function inferTypeFromName(sessionName: string): SessionType {
  * @param sessionPath - Path to session directory
  * @returns Session data object or null if invalid
  */
-function readSessionData(sessionPath: string): SessionData | null {
+async function readSessionData(sessionPath: string): Promise<SessionData | null> {
   const sessionFile = join(sessionPath, 'workflow-session.json');
   const sessionName = basename(sessionPath);
 
-  if (existsSync(sessionFile)) {
+  if (await fileExists(sessionFile)) {
     try {
-      const data = JSON.parse(readFileSync(sessionFile, 'utf8')) as Record<string, unknown>;
+      const data = JSON.parse(await readFile(sessionFile, 'utf8')) as Record<string, unknown>;
 
       // Multi-level type detection: JSON type > workflow_type > infer from name
       let type = (data.type as SessionType) || (data.workflow_type as SessionType) || inferTypeFromName(sessionName);
@@ -201,7 +218,7 @@ function readSessionData(sessionPath: string): SessionData | null {
   const inferredType = inferTypeFromName(sessionName);
 
   try {
-    const stats = statSync(sessionPath);
+    const stats = await stat(sessionPath);
     const createdAt = timestampFromName || stats.birthtime.toISOString();
     return {
       id: sessionName,
@@ -242,9 +259,9 @@ function readSessionData(sessionPath: string): SessionData | null {
  * @param sessionPath - Path to session directory
  * @returns True if review data exists
  */
-export function hasReviewData(sessionPath: string): boolean {
+export async function hasReviewData(sessionPath: string): Promise<boolean> {
   const reviewDir = join(sessionPath, '.review');
-  return existsSync(reviewDir);
+  return await fileExists(reviewDir);
 }
 
 /**
@@ -254,7 +271,7 @@ export function hasReviewData(sessionPath: string): boolean {
  */
 export async function getTaskFiles(sessionPath: string): Promise<string[]> {
   const taskDir = join(sessionPath, '.task');
-  if (!existsSync(taskDir)) {
+  if (!await fileExists(taskDir)) {
     return [];
   }
 
diff --git a/ccw/src/index.ts b/ccw/src/index.ts
index 5881089e..a9f5de6a 100644
--- a/ccw/src/index.ts
+++ b/ccw/src/index.ts
@@ -7,3 +7,4 @@ export { run } from './cli.js';
 export { scanSessions } from './core/session-scanner.js';
 export { aggregateData } from './core/data-aggregator.js';
 export { generateDashboard } from './core/dashboard-generator.js';
+export { CacheManager, createDashboardCache } from './core/cache-manager.js';
diff --git a/ccw/src/tools/cli-executor.ts b/ccw/src/tools/cli-executor.ts
index 5e674ebb..cbaf1136 100644
--- a/ccw/src/tools/cli-executor.ts
+++ b/ccw/src/tools/cli-executor.ts
@@ -79,6 +79,46 @@ interface ToolAvailability {
   path: string | null;
 }
 
+// Tool availability cache with TTL
+interface CachedToolAvailability {
+  result: ToolAvailability;
+  timestamp: number;
+}
+
+// Cache storage: Map<toolName, CachedToolAvailability>
+const toolAvailabilityCache = new Map<string, CachedToolAvailability>();
+const CACHE_TTL_MS = 5 * 60 * 1000; // 5 minutes
+
+/**
+ * Check if cache entry is still valid
+ */
+function isCacheValid(cached: CachedToolAvailability): boolean {
+  return Date.now() - cached.timestamp < CACHE_TTL_MS;
+}
+
+/**
+ * Clear expired cache entries
+ */
+function clearExpiredCache(): void {
+  const now = Date.now();
+  const entriesToDelete: string[] = [];
+
+  toolAvailabilityCache.forEach((cached, tool) => {
+    if (now - cached.timestamp >= CACHE_TTL_MS) {
+      entriesToDelete.push(tool);
+    }
+  });
+
+  entriesToDelete.forEach(tool => toolAvailabilityCache.delete(tool));
+}
+
+/**
+ * Clear all cache entries (useful for testing or forced refresh)
+ */
+export function clearToolCache(): void {
+  toolAvailabilityCache.clear();
+}
+
 // Single turn in a conversation
 interface ConversationTurn {
   turn: number;
@@ -107,6 +147,7 @@ interface ConversationRecord {
   turn_count: number;
   latest_status: 'success' | 'error' | 'timeout';
   turns: ConversationTurn[];
+  parent_execution_id?: string; // For fork/retry scenarios
 }
 
 // Legacy single execution record (for backward compatibility)
@@ -151,9 +192,19 @@ interface ExecutionOutput {
 }
 
 /**
- * Check if a CLI tool is available
+ * Check if a CLI tool is available (with caching)
  */
 async function checkToolAvailability(tool: string): Promise<ToolAvailability> {
+  // Check cache first
+  const cached = toolAvailabilityCache.get(tool);
+  if (cached && isCacheValid(cached)) {
+    return cached.result;
+  }
+
+  // Clear expired entries periodically
+  clearExpiredCache();
+
+  // Perform actual check
   return new Promise((resolve) => {
     const isWindows = process.platform === 'win32';
     const command = isWindows ? 'where' : 'which';
@@ -167,21 +218,43 @@ async function checkToolAvailability(tool: string): Promise<ToolAvailability> {
     child.stdout!.on('data', (data) => { stdout += data.toString(); });
 
     child.on('close', (code) => {
-      if (code === 0 && stdout.trim()) {
-        resolve({ available: true, path: stdout.trim().split('\n')[0] });
-      } else {
-        resolve({ available: false, path: null });
-      }
+      const result: ToolAvailability = code === 0 && stdout.trim()
+        ? { available: true, path: stdout.trim().split('\n')[0] }
+        : { available: false, path: null };
+
+      // Cache the result
+      toolAvailabilityCache.set(tool, {
+        result,
+        timestamp: Date.now()
+      });
+
+      resolve(result);
     });
 
     child.on('error', () => {
-      resolve({ available: false, path: null });
+      const result: ToolAvailability = { available: false, path: null };
+
+      // Cache negative results too
+      toolAvailabilityCache.set(tool, {
+        result,
+        timestamp: Date.now()
+      });
+
+      resolve(result);
     });
 
     // Timeout after 5 seconds
     setTimeout(() => {
       child.kill();
-      resolve({ available: false, path: null });
+      const result: ToolAvailability = { available: false, path: null };
+
+      // Cache timeout results
+      toolAvailabilityCache.set(tool, {
+        result,
+        timestamp: Date.now()
+      });
+
+      resolve(result);
     }, 5000);
   });
 }
@@ -503,7 +576,7 @@ async function executeCliTool(
     throw new Error(`Invalid params: ${parsed.error.message}`);
   }
 
-  const { tool, prompt, mode, format, model, cd, includeDirs, timeout, resume, id: customId, noNative, category } = parsed.data;
+  const { tool, prompt, mode, format, model, cd, includeDirs, timeout, resume, id: customId, noNative, category, parentExecutionId } = parsed.data;
 
   // Determine working directory early (needed for conversation lookup)
   const workingDir = cd || process.cwd();
@@ -858,7 +931,8 @@ async function executeCliTool(
               total_duration_ms: duration,
               turn_count: 1,
               latest_status: status,
-              turns: [newTurn]
+              turns: [newTurn],
+              parent_execution_id: parentExecutionId
             };
         // Try to save conversation to history
         try {