fix: scrub email addresses from .squad/ files during migration

index.js

@@ -804,6 +804,15 @@ if (isMigrateDirectory) {
       }
     }
 
+    // Scrub email addresses from migrated files
+    console.log(`${DIM}Scrubbing email addresses from .squad/ files...${RESET}`);
+    const scrubbedFiles = scrubEmailsFromDirectory(squadDir);
+    if (scrubbedFiles.length > 0) {
+      console.log(`${GREEN}✓${RESET} Scrubbed email addresses from ${scrubbedFiles.length} file(s)`);
+    } else {
+      console.log(`${GREEN}✓${RESET} No email addresses found`);
+    }
+
     console.log();
     console.log(`${BOLD}Migration complete.${RESET}`);
     console.log(`${DIM}Commit the change:${RESET}`);
@@ -991,6 +1000,16 @@ if (isUpgrade) {
       // Non-fatal in early-exit path
     }
 
+    // Scrub email addresses even when already up to date
+    const squadDir = detectSquadDir(dest);
+    console.log(`${DIM}Scrubbing email addresses from ${squadDir.name}/ files...${RESET}`);
+    const scrubbedFiles = scrubEmailsFromDirectory(squadDir.path);
+    if (scrubbedFiles.length > 0) {
+      console.log(`${GREEN}✓${RESET} Scrubbed email addresses from ${scrubbedFiles.length} file(s)`);
+    } else {
+      console.log(`${GREEN}✓${RESET} No email addresses found`);
+    }
+
     console.log(`${GREEN}✓${RESET} Already up to date (v${pkg.version})`);
     process.exit(0);
   }
@@ -1189,6 +1208,15 @@ if (fs.existsSync(workflowsSrc) && fs.statSync(workflowsSrc).isDirectory()) {
 }
 
 if (isUpgrade) {
+  // Scrub email addresses from existing squad directory
+  console.log(`${DIM}Scrubbing email addresses from ${squadInfo.name}/ files...${RESET}`);
+  const scrubbedFiles = scrubEmailsFromDirectory(squadInfo.path);
+  if (scrubbedFiles.length > 0) {
+    console.log(`${GREEN}✓${RESET} Scrubbed email addresses from ${scrubbedFiles.length} file(s)`);
+  } else {
+    console.log(`${GREEN}✓${RESET} No email addresses found`);
+  }
+
   console.log(`\n${DIM}${squadInfo.name}/ untouched — your team state is safe${RESET}`);
 
   // Hint about new features available after upgrade

test/email-scrub.test.js

@@ -0,0 +1,147 @@
+const { describe, it, beforeEach, afterEach } = require('node:test');
+const assert = require('node:assert/strict');
+const fs = require('fs');
+const path = require('path');
+const { execFileSync } = require('child_process');
+const os = require('os');
+
+const CLI = path.join(__dirname, '..', 'index.js');
+
+function runSquad(args, cwd) {
+  try {
+    const result = execFileSync(process.execPath, [CLI, ...args], {
+      cwd,
+      encoding: 'utf8',
+      timeout: 15000,
+      env: { ...process.env, NO_COLOR: '1' },
+    });
+    return { stdout: result, exitCode: 0 };
+  } catch (err) {
+    return {
+      stdout: (err.stdout || '') + (err.stderr || ''),
+      exitCode: err.status ?? 1,
+    };
+  }
+}
+
+function makeTempDir() {
+  return fs.mkdtempSync(path.join(os.tmpdir(), 'squad-email-scrub-test-'));
+}
+
+function cleanDir(dir) {
+  try {
+    fs.rmSync(dir, { recursive: true, force: true });
+  } catch {}
+}
+
+describe('Email Scrubbing During Migration (#108)', () => {
+  let tempDir;
+
+  beforeEach(() => {
+    tempDir = makeTempDir();
+  });
+
+  afterEach(() => {
+    cleanDir(tempDir);
+  });
+
+  it('should scrub email addresses during migration', () => {
+    // Create a fake .ai-team/ directory with email addresses
+    const aiTeamDir = path.join(tempDir, '.ai-team');
+    fs.mkdirSync(aiTeamDir, { recursive: true });
+
+    // Create team.md with email addresses in various formats
+    const teamMd = path.join(aiTeamDir, 'team.md');
+    fs.writeFileSync(teamMd, `# Team Roster
+
+- **Owner:** Brady Gaster (brady@example.com)
+- **Member:** Jane Doe (jane.doe@example.org)
+
+## Notes
+
+Contact admin.
+`);
+
+    // Run migration
+    const result = runSquad(['upgrade', '--migrate-directory'], tempDir);
+    assert.equal(result.exitCode, 0, `Migration should succeed: ${result.stdout}`);
+
+    // Check that .squad/ exists
+    const squadDir = path.join(tempDir, '.squad');
+    assert.ok(fs.existsSync(squadDir), '.squad/ should exist after migration');
+    assert.ok(!fs.existsSync(aiTeamDir), '.ai-team/ should be renamed');
+
+    // Verify email addresses are scrubbed from team.md
+    const scrubbedTeamMd = fs.readFileSync(path.join(squadDir, 'team.md'), 'utf8');
+
+    // The existing scrubber removes " (email)" pattern for names
+    assert.ok(scrubbedTeamMd.includes('Brady Gaster'), 'team.md should keep names');
+    assert.ok(scrubbedTeamMd.includes('Jane Doe'), 'team.md should keep names');
+    assert.ok(!scrubbedTeamMd.includes('brady@example.com'), 'team.md should not have brady email');
+    assert.ok(!scrubbedTeamMd.includes('jane.doe@example.org'), 'team.md should not have jane email');
+
+    // Verify the scrubbing was reported
+    assert.ok(result.stdout.includes('Scrubbing') || result.stdout.includes('email'), 
+      'Output should mention scrubbing');
+  });
+
+  it('should scrub email addresses during regular upgrade', () => {
+    // Initialize squad first
+    runSquad([], tempDir);
+
+    // Manually add email addresses to .squad/team.md
+    const squadDir = path.join(tempDir, '.squad');
+    fs.mkdirSync(squadDir, { recursive: true });
+
+    const teamMd = path.join(squadDir, 'team.md');
+    fs.writeFileSync(teamMd, `# Team
+
+- Alice (alice@example.com)
+- Bob (bob@test.org)
+`);
+
+    // Run upgrade (without --migrate-directory)
+    const result = runSquad(['upgrade'], tempDir);
+    assert.equal(result.exitCode, 0, `Upgrade should succeed: ${result.stdout}`);
+
+    // Verify emails are scrubbed
+    const scrubbedTeamMd = fs.readFileSync(teamMd, 'utf8');
+    assert.ok(scrubbedTeamMd.includes('Alice'), 'team.md should keep names');
+    assert.ok(scrubbedTeamMd.includes('Bob'), 'team.md should keep names');
+    assert.ok(!scrubbedTeamMd.includes('alice@example.com'), 'team.md should not have alice email');
+    assert.ok(!scrubbedTeamMd.includes('bob@test.org'), 'team.md should not have bob email');
+
+    // Verify the scrubbing was reported
+    assert.ok(result.stdout.includes('Scrubbing') || result.stdout.includes('email'), 
+      'Output should mention email scrubbing');
+  });
+
+  it('should handle files without email addresses gracefully', () => {
+    // Initialize squad
+    runSquad([], tempDir);
+
+    // Create .squad/team.md without emails
+    const squadDir = path.join(tempDir, '.squad');
+    fs.mkdirSync(squadDir, { recursive: true });
+
+    const teamMd = path.join(squadDir, 'team.md');
+    fs.writeFileSync(teamMd, `# Team
+
+- Alice
+- Bob
+`);
+
+    // Run upgrade
+    const result = runSquad(['upgrade'], tempDir);
+    assert.equal(result.exitCode, 0, `Upgrade should succeed: ${result.stdout}`);
+
+    // Verify file is unchanged
+    const content = fs.readFileSync(teamMd, 'utf8');
+    assert.ok(content.includes('Alice'), 'team.md should be unchanged');
+    assert.ok(content.includes('Bob'), 'team.md should be unchanged');
+
+    // Verify the result mentions scrubbing check
+    assert.ok(result.stdout.includes('Scrubbing') || result.stdout.includes('email'), 
+      'Output should mention email scrubbing');
+  });
+});