diff --git a/apps/backend/core/auth.py b/apps/backend/core/auth.py
index 01dab6ad..ce105a0c 100644
--- a/apps/backend/core/auth.py
+++ b/apps/backend/core/auth.py
@@ -36,6 +36,8 @@ SDK_ENV_VARS = [
     "DISABLE_TELEMETRY",
     "DISABLE_COST_WARNINGS",
     "API_TIMEOUT_MS",
+    # Windows-specific: Git Bash path for Claude Code CLI
+    "CLAUDE_CODE_GIT_BASH_PATH",
 ]
 
 
@@ -215,6 +217,85 @@ def require_auth_token() -> str:
     return token
 
 
+def _find_git_bash_path() -> str | None:
+    """
+    Find git-bash (bash.exe) path on Windows.
+
+    Uses 'where git' to find git.exe, then derives bash.exe location from it.
+    Git for Windows installs bash.exe in the 'bin' directory alongside git.exe
+    or in the parent 'bin' directory when git.exe is in 'cmd'.
+
+    Returns:
+        Full path to bash.exe if found, None otherwise
+    """
+    if platform.system() != "Windows":
+        return None
+
+    # If already set in environment, use that
+    existing = os.environ.get("CLAUDE_CODE_GIT_BASH_PATH")
+    if existing and os.path.exists(existing):
+        return existing
+
+    git_path = None
+
+    # Method 1: Use 'where' command to find git.exe
+    try:
+        # Use where.exe explicitly for reliability
+        result = subprocess.run(
+            ["where.exe", "git"],
+            capture_output=True,
+            text=True,
+            timeout=5,
+            shell=False,
+        )
+
+        if result.returncode == 0 and result.stdout.strip():
+            git_paths = result.stdout.strip().splitlines()
+            if git_paths:
+                git_path = git_paths[0].strip()
+    except (subprocess.TimeoutExpired, FileNotFoundError, subprocess.SubprocessError):
+        # Intentionally suppress errors - best-effort detection with fallback to common paths
+        pass
+
+    # Method 2: Check common installation paths if 'where' didn't work
+    if not git_path:
+        common_git_paths = [
+            os.path.expandvars(r"%PROGRAMFILES%\Git\cmd\git.exe"),
+            os.path.expandvars(r"%PROGRAMFILES%\Git\bin\git.exe"),
+            os.path.expandvars(r"%PROGRAMFILES(X86)%\Git\cmd\git.exe"),
+            os.path.expandvars(r"%LOCALAPPDATA%\Programs\Git\cmd\git.exe"),
+        ]
+        for path in common_git_paths:
+            if os.path.exists(path):
+                git_path = path
+                break
+
+    if not git_path:
+        return None
+
+    # Derive bash.exe location from git.exe location
+    # Git for Windows structure:
+    #   C:\...\Git\cmd\git.exe     -> bash.exe is at C:\...\Git\bin\bash.exe
+    #   C:\...\Git\bin\git.exe     -> bash.exe is at C:\...\Git\bin\bash.exe
+    #   C:\...\Git\mingw64\bin\git.exe -> bash.exe is at C:\...\Git\bin\bash.exe
+    git_dir = os.path.dirname(git_path)
+    git_parent = os.path.dirname(git_dir)
+    git_grandparent = os.path.dirname(git_parent)
+
+    # Check common bash.exe locations relative to git installation
+    possible_bash_paths = [
+        os.path.join(git_parent, "bin", "bash.exe"),  # cmd -> bin
+        os.path.join(git_dir, "bash.exe"),  # If git.exe is in bin
+        os.path.join(git_grandparent, "bin", "bash.exe"),  # mingw64/bin -> bin
+    ]
+
+    for bash_path in possible_bash_paths:
+        if os.path.exists(bash_path):
+            return bash_path
+
+    return None
+
+
 def get_sdk_env_vars() -> dict[str, str]:
     """
     Get environment variables to pass to SDK.
@@ -222,6 +303,8 @@ def get_sdk_env_vars() -> dict[str, str]:
     Collects relevant env vars (ANTHROPIC_BASE_URL, etc.) that should
     be passed through to the claude-agent-sdk subprocess.
 
+    On Windows, auto-detects CLAUDE_CODE_GIT_BASH_PATH if not already set.
+
     Returns:
         Dict of env var name -> value for non-empty vars
     """
@@ -230,6 +313,14 @@ def get_sdk_env_vars() -> dict[str, str]:
         value = os.environ.get(var)
         if value:
             env[var] = value
+
+    # On Windows, auto-detect git-bash path if not already set
+    # Claude Code CLI requires bash.exe to run on Windows
+    if platform.system() == "Windows" and "CLAUDE_CODE_GIT_BASH_PATH" not in env:
+        bash_path = _find_git_bash_path()
+        if bash_path:
+            env["CLAUDE_CODE_GIT_BASH_PATH"] = bash_path
+
     return env
 
 
diff --git a/apps/backend/core/client.py b/apps/backend/core/client.py
index 3d8dbe8d..d0f05033 100644
--- a/apps/backend/core/client.py
+++ b/apps/backend/core/client.py
@@ -16,6 +16,7 @@ import copy
 import json
 import logging
 import os
+import platform
 import threading
 import time
 from pathlib import Path
@@ -488,6 +489,12 @@ def create_client(
     # Collect env vars to pass to SDK (ANTHROPIC_BASE_URL, etc.)
     sdk_env = get_sdk_env_vars()
 
+    # Debug: Log git-bash path detection on Windows
+    if "CLAUDE_CODE_GIT_BASH_PATH" in sdk_env:
+        logger.info(f"Git Bash path found: {sdk_env['CLAUDE_CODE_GIT_BASH_PATH']}")
+    elif platform.system() == "Windows":
+        logger.warning("Git Bash path not detected on Windows!")
+
     # Check if Linear integration is enabled
     linear_enabled = is_linear_enabled()
     linear_api_key = os.environ.get("LINEAR_API_KEY", "")
diff --git a/apps/frontend/src/main/agent/agent-process.ts b/apps/frontend/src/main/agent/agent-process.ts
index 60bc8fe3..03010bf9 100644
--- a/apps/frontend/src/main/agent/agent-process.ts
+++ b/apps/frontend/src/main/agent/agent-process.ts
@@ -17,6 +17,62 @@ import { readSettingsFile } from '../settings-utils';
 import type { AppSettings } from '../../shared/types/settings';
 import { getOAuthModeClearVars } from './env-utils';
 import { getAugmentedEnv } from '../env-utils';
+import { getToolInfo } from '../cli-tool-manager';
+
+
+function deriveGitBashPath(gitExePath: string): string | null {
+  if (process.platform !== 'win32') {
+    return null;
+  }
+
+  try {
+    const gitDir = path.dirname(gitExePath);  // e.g., D:\...\Git\mingw64\bin
+    const gitDirName = path.basename(gitDir).toLowerCase();
+
+    // Find Git installation root
+    let gitRoot: string;
+
+    if (gitDirName === 'cmd') {
+      // .../Git/cmd/git.exe -> .../Git
+      gitRoot = path.dirname(gitDir);
+    } else if (gitDirName === 'bin') {
+      // Could be .../Git/bin/git.exe OR .../Git/mingw64/bin/git.exe
+      const parent = path.dirname(gitDir);
+      const parentName = path.basename(parent).toLowerCase();
+      if (parentName === 'mingw64' || parentName === 'mingw32') {
+        // .../Git/mingw64/bin/git.exe -> .../Git
+        gitRoot = path.dirname(parent);
+      } else {
+        // .../Git/bin/git.exe -> .../Git
+        gitRoot = parent;
+      }
+    } else {
+      // Unknown structure - try to find 'bin' sibling
+      gitRoot = path.dirname(gitDir);
+    }
+
+    // Bash.exe is in Git/bin/bash.exe
+    const bashPath = path.join(gitRoot, 'bin', 'bash.exe');
+
+    if (existsSync(bashPath)) {
+      console.log('[AgentProcess] Derived git-bash path:', bashPath);
+      return bashPath;
+    }
+
+    // Fallback: check one level up if gitRoot didn't work
+    const altBashPath = path.join(path.dirname(gitRoot), 'bin', 'bash.exe');
+    if (existsSync(altBashPath)) {
+      console.log('[AgentProcess] Found git-bash at alternate path:', altBashPath);
+      return altBashPath;
+    }
+
+    console.warn('[AgentProcess] Could not find bash.exe from git path:', gitExePath);
+    return null;
+  } catch (error) {
+    console.error('[AgentProcess] Error deriving git-bash path:', error);
+    return null;
+  }
+}
 
 /**
  * Process spawning and lifecycle management
@@ -59,8 +115,28 @@ export class AgentProcessManager {
     // Use getAugmentedEnv() to ensure common tool paths (dotnet, homebrew, etc.)
     // are available even when app is launched from Finder/Dock
     const augmentedEnv = getAugmentedEnv();
+
+    // On Windows, detect and pass git-bash path for Claude Code CLI
+    // Electron can detect git via where.exe, but Python subprocess may not have the same PATH
+    const gitBashEnv: Record<string, string> = {};
+    if (process.platform === 'win32' && !process.env.CLAUDE_CODE_GIT_BASH_PATH) {
+      try {
+        const gitInfo = getToolInfo('git');
+        if (gitInfo.found && gitInfo.path) {
+          const bashPath = deriveGitBashPath(gitInfo.path);
+          if (bashPath) {
+            gitBashEnv['CLAUDE_CODE_GIT_BASH_PATH'] = bashPath;
+            console.log('[AgentProcess] Setting CLAUDE_CODE_GIT_BASH_PATH:', bashPath);
+          }
+        }
+      } catch (error) {
+        console.warn('[AgentProcess] Failed to detect git-bash path:', error);
+      }
+    }
+
     return {
       ...augmentedEnv,
+      ...gitBashEnv,
       ...extraEnv,
       ...profileEnv,
       PYTHONUNBUFFERED: '1',
diff --git a/apps/frontend/src/main/cli-tool-manager.ts b/apps/frontend/src/main/cli-tool-manager.ts
index d2f715b8..4334d27e 100644
--- a/apps/frontend/src/main/cli-tool-manager.ts
+++ b/apps/frontend/src/main/cli-tool-manager.ts
@@ -28,6 +28,11 @@ import { app } from 'electron';
 import { findExecutable } from './env-utils';
 import type { ToolDetectionResult } from '../shared/types';
 import { findHomebrewPython as findHomebrewPythonUtil } from './utils/homebrew-python';
+import {
+  getWindowsExecutablePaths,
+  WINDOWS_GIT_PATHS,
+  findWindowsExecutableViaWhere,
+} from './utils/windows-paths';
 
 /**
  * Supported CLI tools managed by this system
@@ -392,7 +397,40 @@ class CLIToolManager {
       }
     }
 
-    // 4. Not found - fallback to 'git'
+    // 4. Windows-specific detection using 'where' command (most reliable for custom installs)
+    if (process.platform === 'win32') {
+      // First try 'where' command - finds git regardless of installation location
+      const whereGitPath = findWindowsExecutableViaWhere('git', '[Git]');
+      if (whereGitPath) {
+        const validation = this.validateGit(whereGitPath);
+        if (validation.valid) {
+          return {
+            found: true,
+            path: whereGitPath,
+            version: validation.version,
+            source: 'system-path',
+            message: `Using Windows Git: ${whereGitPath}`,
+          };
+        }
+      }
+
+      // Fallback to checking common installation paths
+      const windowsPaths = getWindowsExecutablePaths(WINDOWS_GIT_PATHS, '[Git]');
+      for (const winGitPath of windowsPaths) {
+        const validation = this.validateGit(winGitPath);
+        if (validation.valid) {
+          return {
+            found: true,
+            path: winGitPath,
+            version: validation.version,
+            source: 'system-path',
+            message: `Using Windows Git: ${winGitPath}`,
+          };
+        }
+      }
+    }
+
+    // 5. Not found - fallback to 'git'
     return {
       found: false,
       source: 'fallback',
diff --git a/apps/frontend/src/main/utils/windows-paths.ts b/apps/frontend/src/main/utils/windows-paths.ts
new file mode 100644
index 00000000..27ce4f9b
--- /dev/null
+++ b/apps/frontend/src/main/utils/windows-paths.ts
@@ -0,0 +1,172 @@
+/**
+ * Windows Executable Path Discovery Utility
+ *
+ * Provides reusable logic for finding Windows executables in common installation
+ * locations. Handles environment variable expansion and security validation.
+ *
+ * Used by cli-tool-manager.ts for Git, GitHub CLI, Claude CLI, etc.
+ * Follows the same pattern as homebrew-python.ts for platform-specific detection.
+ */
+
+import { existsSync } from 'fs';
+import { execFileSync } from 'child_process';
+import path from 'path';
+import os from 'os';
+
+export interface WindowsToolPaths {
+  toolName: string;
+  executable: string;
+  patterns: string[];
+}
+
+export const WINDOWS_GIT_PATHS: WindowsToolPaths = {
+  toolName: 'Git',
+  executable: 'git.exe',
+  patterns: [
+    '%PROGRAMFILES%\\Git\\cmd',
+    '%PROGRAMFILES(X86)%\\Git\\cmd',
+    '%LOCALAPPDATA%\\Programs\\Git\\cmd',
+    '%USERPROFILE%\\scoop\\apps\\git\\current\\cmd',
+    '%PROGRAMFILES%\\Git\\bin',
+    '%PROGRAMFILES(X86)%\\Git\\bin',
+    '%PROGRAMFILES%\\Git\\mingw64\\bin',
+  ],
+};
+
+function isSecurePath(pathStr: string): boolean {
+  const dangerousPatterns = [
+    /[;&|`$(){}[\]<>!]/,  // Shell metacharacters
+    /\.\.\//,             // Unix directory traversal
+    /\.\.\\/,             // Windows directory traversal
+    /[\r\n]/,             // Newlines (command injection)
+  ];
+
+  for (const pattern of dangerousPatterns) {
+    if (pattern.test(pathStr)) {
+      return false;
+    }
+  }
+
+  return true;
+}
+
+export function expandWindowsPath(pathPattern: string): string | null {
+  const envVars: Record<string, string | undefined> = {
+    '%PROGRAMFILES%': process.env.ProgramFiles || 'C:\\Program Files',
+    '%PROGRAMFILES(X86)%': process.env['ProgramFiles(x86)'] || 'C:\\Program Files (x86)',
+    '%LOCALAPPDATA%': process.env.LOCALAPPDATA,
+    '%APPDATA%': process.env.APPDATA,
+    '%USERPROFILE%': process.env.USERPROFILE || os.homedir(),
+  };
+
+  let expandedPath = pathPattern;
+
+  for (const [placeholder, value] of Object.entries(envVars)) {
+    if (expandedPath.includes(placeholder)) {
+      if (!value) {
+        return null;
+      }
+      expandedPath = expandedPath.replace(placeholder, value);
+    }
+  }
+
+  // Verify no unexpanded placeholders remain (indicates unknown variable)
+  if (/%[^%]+%/.test(expandedPath)) {
+    return null;
+  }
+
+  // Normalize the path (resolve double backslashes, etc.)
+  return path.normalize(expandedPath);
+}
+
+export function getWindowsExecutablePaths(
+  toolPaths: WindowsToolPaths,
+  logPrefix: string = '[Windows Paths]'
+): string[] {
+  // Only run on Windows
+  if (process.platform !== 'win32') {
+    return [];
+  }
+
+  const validPaths: string[] = [];
+
+  for (const pattern of toolPaths.patterns) {
+    const expandedDir = expandWindowsPath(pattern);
+
+    if (!expandedDir) {
+      console.warn(`${logPrefix} Could not expand path pattern: ${pattern}`);
+      continue;
+    }
+
+    const fullPath = path.join(expandedDir, toolPaths.executable);
+
+    // Security validation - reject potentially dangerous paths
+    if (!isSecurePath(fullPath)) {
+      console.warn(`${logPrefix} Path failed security validation: ${fullPath}`);
+      continue;
+    }
+
+    if (existsSync(fullPath)) {
+      validPaths.push(fullPath);
+    }
+  }
+
+  return validPaths;
+}
+
+/**
+ * Find a Windows executable using the `where` command.
+ * This is the most reliable method as it searches:
+ * - All directories in PATH
+ * - App Paths registry entries
+ * - Current directory
+ *
+ * Works regardless of where the tool is installed (custom paths, different drives, etc.)
+ *
+ * @param executable - The executable name (e.g., 'git', 'gh', 'python')
+ * @param logPrefix - Prefix for console logging
+ * @returns The full path to the executable, or null if not found
+ */
+export function findWindowsExecutableViaWhere(
+  executable: string,
+  logPrefix: string = '[Windows Where]'
+): string | null {
+  if (process.platform !== 'win32') {
+    return null;
+  }
+
+  // Security: Only allow simple executable names (alphanumeric, dash, underscore, dot)
+  if (!/^[\w.-]+$/.test(executable)) {
+    console.warn(`${logPrefix} Invalid executable name: ${executable}`);
+    return null;
+  }
+
+  try {
+    // Use 'where' command to find the executable
+    // where.exe is a built-in Windows command that finds executables
+    const result = execFileSync('where.exe', [executable], {
+      encoding: 'utf-8',
+      timeout: 5000,
+      windowsHide: true,
+    }).trim();
+
+    // 'where' returns multiple paths separated by newlines if found in multiple locations
+    // We take the first one (highest priority in PATH)
+    const paths = result.split(/\r?\n/).filter(p => p.trim());
+
+    if (paths.length > 0) {
+      const foundPath = paths[0].trim();
+
+      // Validate the path exists and is secure
+      if (existsSync(foundPath) && isSecurePath(foundPath)) {
+        console.log(`${logPrefix} Found via where: ${foundPath}`);
+        return foundPath;
+      }
+    }
+
+    return null;
+  } catch {
+    // 'where' returns exit code 1 if not found, which throws an error
+    return null;
+  }
+}
diff --git a/package-lock.json b/package-lock.json
index 7d729b30..d16fa47c 100644
--- a/package-lock.json
+++ b/package-lock.json
@@ -268,6 +268,7 @@
       "integrity": "sha512-e7jT4DxYvIDLk1ZHmU/m/mB19rex9sv0c2ftBtjSBv+kVM/902eh0fINUzD7UwLLNR+jU585GxUJ8/EBfAM5fw==",
       "dev": true,
       "license": "MIT",
+      "peer": true,
       "dependencies": {
         "@babel/code-frame": "^7.27.1",
         "@babel/generator": "^7.28.5",
@@ -652,6 +653,7 @@
         }
       ],
       "license": "MIT",
+      "peer": true,
       "engines": {
         "node": ">=18"
       },
@@ -695,6 +697,7 @@
         }
       ],
       "license": "MIT",
+      "peer": true,
       "engines": {
         "node": ">=18"
       }
@@ -734,6 +737,7 @@
       "resolved": "https://registry.npmjs.org/@dnd-kit/core/-/core-6.3.1.tgz",
       "integrity": "sha512-xkGBRQQab4RLwgXxoqETICr6S5JlogafbhNsidmrkVv2YRs5MLwpjoF2qpiGjQt8S9AoxtIV603s0GIUpY5eYQ==",
       "license": "MIT",
+      "peer": true,
       "dependencies": {
         "@dnd-kit/accessibility": "^3.1.1",
         "@dnd-kit/utilities": "^3.2.2",
@@ -1599,7 +1603,6 @@
       "dev": true,
       "license": "BSD-2-Clause",
       "optional": true,
-      "peer": true,
       "dependencies": {
         "cross-dirname": "^0.1.0",
         "debug": "^4.3.4",
@@ -1621,7 +1624,6 @@
       "dev": true,
       "license": "MIT",
       "optional": true,
-      "peer": true,
       "dependencies": {
         "graceful-fs": "^4.2.0",
         "jsonfile": "^6.0.1",
@@ -1638,7 +1640,6 @@
       "dev": true,
       "license": "MIT",
       "optional": true,
-      "peer": true,
       "dependencies": {
         "universalify": "^2.0.0"
       },
@@ -1653,7 +1654,6 @@
       "dev": true,
       "license": "MIT",
       "optional": true,
-      "peer": true,
       "engines": {
         "node": ">= 10.0.0"
       }
@@ -2807,6 +2807,7 @@
       "resolved": "https://registry.npmjs.org/@opentelemetry/api/-/api-1.9.0.tgz",
       "integrity": "sha512-3giAOQvZiH5F9bMlMiv8+GSPMeqg0dbaeo58/0SlA9sxSqZhnUtxzX9/2FzyhS9sWQf5S0GJE0AKBrFqjpeYcg==",
       "license": "Apache-2.0",
+      "peer": true,
       "engines": {
         "node": ">=8.0.0"
       }
@@ -2828,6 +2829,7 @@
       "resolved": "https://registry.npmjs.org/@opentelemetry/context-async-hooks/-/context-async-hooks-2.2.0.tgz",
       "integrity": "sha512-qRkLWiUEZNAmYapZ7KGS5C4OmBLcP/H2foXeOEaowYCR0wi89fHejrfYfbuLVCMLp/dWZXKvQusdbUEZjERfwQ==",
       "license": "Apache-2.0",
+      "peer": true,
       "engines": {
         "node": "^18.19.0 || >=20.6.0"
       },
@@ -2840,6 +2842,7 @@
       "resolved": "https://registry.npmjs.org/@opentelemetry/core/-/core-2.2.0.tgz",
       "integrity": "sha512-FuabnnUm8LflnieVxs6eP7Z383hgQU4W1e3KJS6aOG3RxWxcHyBxH8fDMHNgu/gFx/M2jvTOW/4/PHhLz6bjWw==",
       "license": "Apache-2.0",
+      "peer": true,
       "dependencies": {
         "@opentelemetry/semantic-conventions": "^1.29.0"
       },
@@ -2855,6 +2858,7 @@
       "resolved": "https://registry.npmjs.org/@opentelemetry/instrumentation/-/instrumentation-0.208.0.tgz",
       "integrity": "sha512-Eju0L4qWcQS+oXxi6pgh7zvE2byogAkcsVv0OjHF/97iOz1N/aKE6etSGowYkie+YA1uo6DNwdSxaaNnLvcRlA==",
       "license": "Apache-2.0",
+      "peer": true,
       "dependencies": {
         "@opentelemetry/api-logs": "0.208.0",
         "import-in-the-middle": "^2.0.0",
@@ -3242,6 +3246,7 @@
       "resolved": "https://registry.npmjs.org/@opentelemetry/resources/-/resources-2.2.0.tgz",
       "integrity": "sha512-1pNQf/JazQTMA0BiO5NINUzH0cbLbbl7mntLa4aJNmCCXSj0q03T5ZXXL0zw4G55TjdL9Tz32cznGClf+8zr5A==",
       "license": "Apache-2.0",
+      "peer": true,
       "dependencies": {
         "@opentelemetry/core": "2.2.0",
         "@opentelemetry/semantic-conventions": "^1.29.0"
@@ -3258,6 +3263,7 @@
       "resolved": "https://registry.npmjs.org/@opentelemetry/sdk-trace-base/-/sdk-trace-base-2.2.0.tgz",
       "integrity": "sha512-xWQgL0Bmctsalg6PaXExmzdedSp3gyKV8mQBwK/j9VGdCDu2fmXIb2gAehBKbkXCpJ4HPkgv3QfoJWRT4dHWbw==",
       "license": "Apache-2.0",
+      "peer": true,
       "dependencies": {
         "@opentelemetry/core": "2.2.0",
         "@opentelemetry/resources": "2.2.0",
@@ -3275,6 +3281,7 @@
       "resolved": "https://registry.npmjs.org/@opentelemetry/semantic-conventions/-/semantic-conventions-1.38.0.tgz",
       "integrity": "sha512-kocjix+/sSggfJhwXqClZ3i9Y/MI0fp7b+g7kCRm6psy2dsf8uApTRclwG18h8Avm7C9+fnt+O36PspJ/OzoWg==",
       "license": "Apache-2.0",
+      "peer": true,
       "engines": {
         "node": ">=14"
       }
@@ -5512,8 +5519,7 @@
       "resolved": "https://registry.npmjs.org/@types/aria-query/-/aria-query-5.0.4.tgz",
       "integrity": "sha512-rfT93uj5s0PRL7EzccGMs3brplhcrghnDoV26NqKhCAS1hVo+WdNsPvE/yb6ilfr5hi2MEk6d5EWJTKdxg8jVw==",
       "dev": true,
-      "license": "MIT",
-      "peer": true
+      "license": "MIT"
     },
     "node_modules/@types/babel__core": {
       "version": "7.20.5",
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