Saas Property Management System (PMS)

Cloud Migration of a PMS: From Legacy Desktop to a Scalable SaaS Platform

Project Overview

As Head of Product at ChartsBed, I led the transformation of a core Property Management System (PMS) from a legacy desktop application into a modern cloud-based SaaS platform. The product served approximately 3,000 users across 10 countries in both B2B and B2B2C contexts.

This PMS was the central product of the company, making the migration a strategic initiative with direct impact on revenue, scalability, and customer satisfaction.

Business Need & Initial Challenges

The legacy desktop PMS no longer met modern market expectations. Client onboarding and deployment were slow, scalability was limited, and cloud-native capabilities were missing. At the same time, the existing solution was mission-critical for customers, making a full rewrite or disruptive migration unacceptable.

The challenge was to modernize the platform while preserving business continuity, reusing proven legacy capabilities, and progressively enriching the system with new cloud-ready business features.

My Role & Responsibilities

As Head of Product, I owned and piloted the requirements definition process, ensuring alignment between business objectives, customer needs, and technical constraints. I worked closely with the Support team to identify recurring customer issues and opportunities for improvement, particularly around faster client onboarding and environment provisioning.

I collaborated with Sales to identify competitive blockers and with Marketing to provide product positioning and messaging before and after launch. Given the absence of a Senior Product Manager layer below me, I remained extremely close to the engineering teams, continuously reprioritizing features based on real-time feedback from prospects, customers, support, sales, and marketing.

I also ensured regular executive and investor reporting, tracking delivery progress, risks, and ROI. As part of the cloud transition, I successfully obtained AWS Startup Credits to support the infrastructure migration.

Solution Design & Implementation

The project involved a complete redesign of the technical architecture to support a scalable SaaS model. I worked directly with AWS architects to define a full infrastructure and architecture blueprint, ensuring performance, reliability, and scalability aligned with long-term business goals.

The platform was built around a modular architecture with a modern frontend and a middleware layer exposing a large set of APIs to interact with the existing legacy backend, which was progressively enhanced throughout the project.

Tools, Technologies & Environment

Languages: C, C++, C#
Frontend: React
Cloud: AWS (Startup Credits + Architecture Blueprint)
Architecture: API-driven middleware connected to legacy backend
Context: SaaS, multi-tenant, international deployment

Project KPIs & Delivery Metrics

Project duration: 12 months
Team size: 7 developers
Users migrated: 3,000+
UX conversion improvement: +25%
System latency reduction: −30%

Results & Business Impact

The cloud migration significantly accelerated client deployments and improved platform scalability. UX optimizations and funnel experimentation increased direct booking revenue by 10%, while automation of room reassignment workflows freed approximately 5% of Yield Manager time.

Additional AI-driven supervision of housekeeping and maintenance operations enabled a 10% increase in early check-ins and late check-outs, directly improving operational efficiency and customer satisfaction. Overall, the company strengthened its competitive position in the hospitality SaaS market.

Skills Developed

Technical

Cloud architecture

API ecosystems

Multi-stack coordination

Product

End-to-end product ownership

roadmap prioritization

cross-functional alignment

Leadership

Direct collaboration with engineering

sales

support

marketing

Stackholder Management

Executive and investor reporting

Knowledge & Key Learnings

This project strengthened my ability to modernize a mission-critical product while aligning multidisciplinary teams around a shared vision. I gained deep experience in driving SaaS transformations, balancing technical constraints with business objectives, and delivering measurable impact at scale.

Why This Experience Matters for My Next Role

This experience demonstrates my ability to lead strategic products, orchestrate cross-functional teams, and deliver business-critical SaaS transformations. It directly applies to Senior Product Manager, Product Lead, or Head of Product roles where ownership, execution, and measurable impact are essential.