Case Studies

How We Future-Proofed User Management with a Scalable Azure Migration

We migrated a multi-tenant User Management System from deprecated Microsoft Membership to Azure. This change cut technical debt and enabled 24/7 auto-scaling. Best of all, it was done with zero downtime and kept the business running smoothly.

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Enterprise User Management Migration | Legacy to Azure Cloud
BY THE NUMBERS

The Migration Difference

100%

Eliminated dependency on the outdated Microsoft Membership framework, ensuring future-proof authentication

85%

Enhanced scalability through Azure cloud services

24/7

Flexible architecture supporting future growth

"As part of our modernization efforts, Jitan led the assessment and execution of our User Management System migration to Azure App Services. His structured approach—including a proof of concept, risk assessment, and fallback mechanisms—ensured a smooth transition with minimal disruption. Thanks to this migration, we improved scalability, reduced technical debt, and aligned our system with cloud best practices."

R██████ ███████ R██████ ███████ Senior Director of Engineering, ████████████

Seamless User Management Migration: Future-Proofing with Azure

Executive Summary

We successfully migrated a multi-tenant system without downtime, improving scalability and eliminating technical debt. The key benefits were:

  • Eliminated dependency on unsupported Microsoft Membership framework
  • Enabled cloud scalability via Azure App Service deployment
  • Created a centralized identity management architecture
  • Maintained system availability with zero disruption for tenants
  • Established a foundation for future feature expansion

The migration was accomplished with minimal risk through careful planning, proof-of-concept validation, and robust fallback mechanisms that proved invaluable during deployment.

Client Challenge

Legacy System Limitations

The client ran a complex multi-tenant app ecosystem. It included a User Management system based on outdated technology:

  • Microsoft Membership: No longer supported in modern .NET environments
  • Distributed Authentication: Multiple modules each maintaining separate login pages
  • Technical Debt: Growing maintenance overhead and security concerns
  • Feature Implementation Challenges: Required redundant updates across multiple modules, increasing maintenance overhead
  • Scalability Constraints: Legacy system hosted on VM-based IIS without auto-scaling capabilities

Business Objectives

The client sought to:

  • Reduce technical debt by eliminating deprecated technology
  • Centralize identity management capabilities
  • Streamline engineering efforts for future feature implementations
  • Improve scalability to handle variable demand
  • Maintain system stability throughout the transition

Solution Approach

Assessment & Strategy

After I finished analyzing the current applications, APIs, and dependencies, I crafted a migration strategy that focused on:

Minimal Disruption: Ensuring tenant applications remained functional throughout the transition.

Phased Implementation: Breaking the migration into manageable segments to reduce risk.

Fallback Mechanisms: Building safety nets to ensure business continuity.

Database Compatibility: Preserving existing schema where possible to minimize disruption.

Why This Approach?

To ensure a seamless transition, we prioritized solutions that required minimal changes for end-users while maximizing scalability. Here’s what guided our approach:

Key Strategic Decisions

Several critical decisions shaped the migration approach:

  • Why We Rejected a Full Identity Migration: Despite its modern features, Microsoft Identity wasn’t the best fit because:
  • All users would have been forced to reset passwords.
  • Dual implementation was needed during transition, complicating development.
  • Dependent modules required extensive modifications.
  • Custom Identity Server Implementation: Rather than adopting a third-party identity provider that required complex data migration, I created a centralized identity layer. This layer is built on our newly migrated authentication service.
  • Code Rebuild vs. Refactor: We rebuilt the authentication service while preserving existing interfaces, ensuring dependent systems remained unaffected. This allowed us to modernize the core without disrupting external integrations.

Migration Roadmap

The migration plan included:

  • Initial assessment and proof-of-concept validation
  • Stakeholder presentations and approval process
  • Phased implementation with built-in fallback mechanisms
  • Gradual elimination of Membership dependencies
  • Strategic preservation of database structure
  • Development of centralized identity layer

Technical Implementation

Phase 1: Authentication Service Migration

  • Rebuilt authentication service in .NET Core while maintaining identical payload and response bodies
  • Implemented robust fallback mechanism to legacy service
  • Released new service with zero disruption to dependent systems

Phase 2: API Modernization

  • Migrated User Management APIs from .NET Framework to .NET Core
  • Eliminated Membership code dependencies while preserving database structure
  • Leveraged existing .NET Core service infrastructure

Phase 3: Centralized Identity Implementation

  • Developed UI layer on top of authentication service
  • Consolidated login and SSO capabilities into centralized service
  • Created foundation for unified authentication across all modules

Challenges & Solutions

Deployment Challenge

Challenge: After initial deployment, the migrated system experienced unexpected issues leading to system failure.

Solution: The fallback mechanism restored service quickly, within minutes. This shows the importance of smart risk planning.

Database Schema Challenge

Challenge: Changing the database schema means updating each tenant’s database. This could cause major disruptions.

Solution: Keep the current database structure. Remove code dependencies. This balances reducing technical debt with managing implementation risk.

User Experience Considerations

Challenge: Migrations often cause login issues and force password resets, frustrating users. Our goal was a frictionless experience.

Solution:

  • Preserved Login Experience: The new authentication system maintained existing login endpoints and payload structures to ensure dependent applications continued to function without modification.
  • Zero Forced Password Resets: Users could continue using their existing credentials without needing to reset passwords, avoiding unnecessary friction.
  • Minimal User Impact Strategy: Since the migration focused on backend improvements, users experienced no change in their authentication experience.
  • Proactive Monitoring: I closely monitored login requests post-migration to detect anomalies and ensure a seamless transition.

Business Impact

Immediate Wins

  • Eliminated Legacy Dependencies: Removed reliance on unsupported Microsoft Membership.
  • Cloud-Ready Architecture: New implementation deployed on Azure App Service with auto-scaling capabilities.
  • Improved System Resilience: Fallback mechanisms proved effective during deployment challenges.

Long-Term Gains

  • Reduced Operational Risk: By removing deprecated technology, we minimized security vulnerabilities and long-term stability risks.
  • Improved Scalability: Azure App Service deployment automatically scales to meet demand fluctuations.
  • Engineering Efficiency: Centralized identity management reduces duplicate implementation efforts for new features.
  • Future-Ready Foundation: Architecture supports addition of modern authentication features like 2FA.

Future Enhancements

Next, we’re enhancing the UI authentication flow and expanding SSO, making access even smoother.

jitan-gupta

🚀 Jitan Gupta | Enterprise Migration Expert

I help businesses update old systems. I move them to cloud-native architectures that can grow. This cuts down on technical debt and improves efficiency.

I have over 9 years of experience in software. I focus on cloud migrations, modernizing architecture, and creating secure, scalable solutions.

Let’s discuss how to future-proof your infrastructure—

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