apollo-upgrade-migration by jeremylongshore

---
name: apollo-upgrade-migration
description: |
  Plan and execute Apollo.io SDK upgrades.
  Use when upgrading Apollo API versions, migrating to new endpoints,
  or updating deprecated API usage.
  Trigger with phrases like "apollo upgrade", "apollo migration",
  "update apollo api", "apollo breaking changes", "apollo deprecation".
allowed-tools: Read, Grep, Bash(curl:*)
version: 1.0.0
license: MIT
author: Jeremy Longshore <[email protected]>
---

# Apollo Upgrade Migration

## Overview
Plan and execute safe upgrades for Apollo.io API integrations, handling breaking changes and deprecated endpoints.

## Pre-Upgrade Assessment

### Check Current API Usage
```bash
# Find all Apollo API calls in codebase
grep -r "api.apollo.io" --include="*.ts" --include="*.js" -l

# List unique endpoints used
grep -roh "api.apollo.io/v[0-9]*/[a-z_/]*" --include="*.ts" --include="*.js" | sort -u

# Check for deprecated patterns
grep -rn "deprecated\|legacy" --include="*.ts" src/lib/apollo/
```

### Audit Script
```typescript
// scripts/apollo-audit.ts
import { readFileSync, readdirSync } from 'fs';
import { join } from 'path';

interface AuditResult {
  file: string;
  line: number;
  pattern: string;
  severity: 'warning' | 'error';
  message: string;
}

const DEPRECATED_PATTERNS = [
  {
    pattern: /\/v1\/contacts\//,
    message: 'Use /v1/people/ instead of /v1/contacts/',
    severity: 'error' as const,
  },
  {
    pattern: /organization_name/,
    message: 'Use q_organization_domains instead of organization_name',
    severity: 'warning' as const,
  },
  {
    pattern: /\.then\s*\(/,
    message: 'Consider using async/await for cleaner code',
    severity: 'warning' as const,
  },
];

function auditFile(filePath: string): AuditResult[] {
  const content = readFileSync(filePath, 'utf-8');
  const lines = content.split('\n');
  const results: AuditResult[] = [];

  lines.forEach((line, index) => {
    for (const { pattern, message, severity } of DEPRECATED_PATTERNS) {
      if (pattern.test(line)) {
        results.push({
          file: filePath,
          line: index + 1,
          pattern: pattern.source,
          severity,
          message,
        });
      }
    }
  });

  return results;
}

function auditDirectory(dir: string): AuditResult[] {
  const results: AuditResult[] = [];

  function walkDir(currentDir: string) {
    const files = readdirSync(currentDir, { withFileTypes: true });
    for (const file of files) {
      const path = join(currentDir, file.name);
      if (file.isDirectory() && !file.name.includes('node_modules')) {
        walkDir(path);
      } else if (file.name.endsWith('.ts') || file.name.endsWith('.js')) {
        results.push(...auditFile(path));
      }
    }
  }

  walkDir(dir);
  return results;
}

// Run audit
const results = auditDirectory('./src');
console.log('Apollo API Audit Results:\n');

for (const result of results) {
  const icon = result.severity === 'error' ? '[ERR]' : '[WRN]';
  console.log(`${icon} ${result.file}:${result.line}`);
  console.log(`     ${result.message}\n`);
}

console.log(`Total: ${results.length} issues found`);
```

## Migration Steps

### Step 1: Create Compatibility Layer
```typescript
// src/lib/apollo/compat.ts
import { apollo } from './client';

/**
 * Compatibility layer for deprecated API patterns.
 * Remove after all code is updated.
 * @deprecated Use new API directly
 */
export const apolloCompat = {
  /**
   * @deprecated Use apollo.searchPeople()
   */
  async searchContacts(params: any) {
    console.warn('searchContacts is deprecated, use searchPeople');
    return apollo.searchPeople(params);
  },

  /**
   * @deprecated Use q_organization_domains parameter
   */
  async searchByCompanyName(companyName: string) {
    console.warn('searchByCompanyName is deprecated');
    // Try to find domain from company name
    const orgSearch = await apollo.searchOrganizations({
      q_organization_name: companyName,
      per_page: 1,
    });

    if (orgSearch.organizations.length === 0) {
      throw new Error(`Company not found: ${companyName}`);
    }

    const domain = orgSearch.organizations[0].primary_domain;
    return apollo.searchPeople({
      q_organization_domains: [domain],
    });
  },
};
```

### Step 2: Update Imports Gradually
```typescript
// Before migration
import { searchContacts } from '../lib/apollo/legacy';

// During migration (use compat layer)
import { apolloCompat } from '../lib/apollo/compat';
const results = await apolloCompat.searchContacts(params);

// After migration (use new API)
import { apollo } from '../lib/apollo/client';
const results = await apollo.searchPeople(params);
```

### Step 3: Feature Flag for New API
```typescript
// src/lib/apollo/feature-flags.ts
export const USE_NEW_APOLLO_API = process.env.APOLLO_USE_NEW_API === 'true';

// src/services/leads.ts
import { apollo } from '../lib/apollo/client';
import { apolloCompat } from '../lib/apollo/compat';
import { USE_NEW_APOLLO_API } from '../lib/apollo/feature-flags';

export async function searchLeads(criteria: SearchCriteria) {
  if (USE_NEW_APOLLO_API) {
    return apollo.searchPeople({
      q_organization_domains: criteria.domains,
      person_titles: criteria.titles,
    });
  } else {
    // Legacy path
    return apolloCompat.searchContacts({
      organization_domains: criteria.domains,
      titles: criteria.titles,
    });
  }
}
```

### Step 4: Parallel Testing
```typescript
// scripts/compare-api-results.ts
import { apollo } from '../src/lib/apollo/client';
import { apolloCompat } from '../src/lib/apollo/compat';

async function compareResults() {
  const testCases = [
    { domains: ['stripe.com'], titles: ['Engineer'] },
    { domains: ['apollo.io'], titles: ['Sales'] },
  ];

  for (const testCase of testCases) {
    console.log(`\nTesting: ${JSON.stringify(testCase)}`);

    // New API
    const newResult = await apollo.searchPeople({
      q_organization_domains: testCase.domains,
      person_titles: testCase.titles,
      per_page: 10,
    });

    // Legacy API (through compat)
    const legacyResult = await apolloCompat.searchContacts({
      organization_domains: testCase.domains,
      titles: testCase.titles,
      per_page: 10,
    });

    // Compare
    const newCount = newResult.people.length;
    const legacyCount = legacyResult.people.length;

    console.log(`  New API: ${newCount} results`);
    console.log(`  Legacy:  ${legacyCount} results`);
    console.log(`  Match:   ${newCount === legacyCount ? 'YES' : 'NO'}`);
  }
}

compareResults().catch(console.error);
```

## Rollout Strategy

### Phase 1: Canary (1%)
```yaml
# kubernetes/apollo-canary.yaml
apiVersion: v1
kind: ConfigMap
metadata:
  name: apollo-config-canary
data:
  APOLLO_USE_NEW_API: "true"
---
# Deploy to 1% of traffic
```

### Phase 2: Gradual Rollout
```typescript
// Gradual rollout based on user ID
function shouldUseNewApi(userId: string): boolean {
  const rolloutPercentage = parseInt(process.env.APOLLO_NEW_API_ROLLOUT || '0');
  const hash = hashCode(userId) % 100;
  return hash < rolloutPercentage;
}

function hashCode(str: string): number {
  let hash = 0;
  for (let i = 0; i < str.length; i++) {
    hash = ((hash << 5) - hash) + str.charCodeAt(i);
    hash |= 0;
  }
  return Math.abs(hash);
}
```

### Phase 3: Full Migration
```bash
# After successful canary
export APOLLO_USE_NEW_API=true

# Remove compat layer
rm src/lib/apollo/compat.ts

# Update all imports
find src -name "*.ts" -exec sed -i 's/apolloCompat/apollo/g' {} \;
```

## Post-Migration Cleanup

```bash
# Remove deprecated code
grep -rl "deprecated" --include="*.ts" src/lib/apollo/ | xargs rm -v

# Update documentation
# Remove compat layer documentation
# Update API examples to new format

# Final audit
npm run audit:apollo
```

## Rollback Procedure

```bash
# If issues detected, rollback immediately
export APOLLO_USE_NEW_API=false

# Or rollback deployment
kubectl rollout undo deployment/api-server
```

## Output
- Pre-upgrade audit results
- Compatibility layer for gradual migration
- Feature flag controlled rollout
- Parallel testing verification
- Cleanup procedures

## Error Handling
| Issue | Resolution |
|-------|------------|
| Audit finds errors | Fix before proceeding |
| Compat layer fails | Check mapping logic |
| Results differ | Investigate API changes |
| Canary issues | Immediate rollback |

## Resources
- [Apollo API Changelog](https://apolloio.github.io/apollo-api-docs/#changelog)
- [Apollo Migration Guides](https://knowledge.apollo.io/)
- [Feature Flag Best Practices](https://martinfowler.com/articles/feature-toggles.html)

## Next Steps
Proceed to `apollo-ci-integration` for CI/CD setup.