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Eliminated dependency on the outdated Microsoft Membership framework, ensuring future-proof authentication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

Faster – Reduced implementation time for new authentication features across modules, accelerating development cycles.

24/7

Auto-Scaling – Eliminated fixed capacity constraints, enabling seamless scalability without downtime.

"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 It included a User Management system based on outdated technology: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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