sprint_change_proposal.md

# Sprint Change Proposal: LinkedIn Token Expiration Management System

## Analysis Summary

**Original Issue**: LinkedIn tokens expire after 2 months, requiring manual reconnection process that creates a poor user experience.

**Impact Analysis**: 
- Currently, the `Social_network` table already has an `expiration` column that can be leveraged
- No schema changes needed, only implementation of business logic
- Requires background task scheduling and email notification system
- Affects user experience for LinkedIn integration users

**Rationale for Chosen Path**: Implementing automated token refresh with 50-day cycle and daily background checks minimizes user disruption while maintaining security best practices.

## Specific Proposed Edits

### 1. Update Account Linking Process

**Current**: LinkedIn tokens are stored without expiration tracking

**Proposed Changes**:
- Modify the LinkedIn account linking process to automatically set the `expiration` column to 50 days after link date
- Add validation to ensure the `expiration` column is properly set during the connection process

### 2. Create Background Task Scheduler

**Current**: No automated expiration checks exist

**Proposed Changes**:
- Implement a background task that runs at noon and midnight daily
- Create a function to check for accounts with expiration date equal to current date
- Add token refresh logic for LinkedIn tokens
- Implement error handling and logging

### 3. Implement Token Refresh Process

**Current**: No automated refresh mechanism exists

**Proposed Changes**:
- Create function to perform LinkedIn token refresh using LinkedIn's API
- Handle successful refresh (update tokens and expiration)
- Handle failed refresh (send user notification)

### 4. Implement Email Notification System

**Current**: No automated notification system exists for failed refreshes

**Proposed Changes**:
- Create function to send email notification when refresh fails
- Include clear instructions for users to reconnect their LinkedIn account

### 5. Add Refresh Token Storage

**Current**: Only access token is stored in the `token` column

**Proposed Changes**:
- Modify the initial LinkedIn connection flow to also store the refresh token
- Update schema to add refresh_token column or modify existing storage approach

## Additional Implementation Considerations

### 6. Logging and Monitoring
- Add comprehensive logging for the refresh process
- Create monitoring for failed refresh attempts
- Log successful refreshes for tracking

### 7. Error Handling Improvements
- Implement retry logic for temporary failures
- Handle rate limiting from LinkedIn API
- Graceful degradation when refresh fails

### 8. Testing Requirements
- Unit tests for the refresh logic
- Integration tests for the scheduling system
- Testing of email notification system

## Success Metrics
- Reduction in manual reconnection requests
- Improved user retention for LinkedIn integration
- Decreased support tickets related to token expiration

## Implementation Timeline
1. **Day 1**: Implement token refresh logic and database updates
2. **Day 2**: Implement background scheduler and email notifications
3. **Week 1-2**: Testing, monitoring, and adjustments

This proposal addresses the LinkedIn token expiration issue while leveraging your existing database structure efficiently. The system will automatically handle token refresh for users, sending notifications only when automatic refresh fails, thus improving the user experience significantly.