Shaimaa Ibrahim
In a rapidly evolving hospitality landscape, extended-stay accommodation is emerging as one of the region’s most dynamic yet underserved segments. As workforce mobility rises and demand increases for flexible, long-term living solutions, traditional hospitality models are reaching their limits. Persistent pricing inefficiencies, fragmented supply, and the absence of enterprise-grade infrastructure continue to define a market that is still in the early stages of digital transformation.
In this exclusive interview, Osama Shawky, Founder and CEO of estaie, shares insights into how the company is redefining the extended-stay category through AI-driven pricing, platform-based infrastructure, and strategic supply aggregation. He discusses the key structural gaps in the market, the transformative role of AI in hospitality technology, and estaie’s ambition to position itself as a foundational infrastructure layer for extended stays across the region. Shawky also outlines the company’s growth strategy following its recent funding round, its expansion priorities in Saudi Arabia, and the regulatory and operational challenges shaping its path forward.
What key gaps exist in the Extended-Stay market, and how is estaie addressing them differently from traditional platforms?
The extended-stay market is fundamentally underserved. Monthly stays are treated as a secondary use case, pricing is static, and enterprise workflows are missing. estaie addresses these challenges by building a dedicated platform for stays ranging from 30 to 365 nights, combining AI-driven pricing, enterprise infrastructure, and aggregated supply. The most complex gap is pricing, which we are addressing through proprietary, patent-pending intelligence.
How is AI transforming hospitality tech, and which applications have the greatest impact on customer experience and operational efficiency?
AI is shifting hospitality from static distribution to real-time optimization. The biggest impact comes from dynamic pricing, demand forecasting, and the automation of booking and billing processes. In extended stays, AI is critical because it optimizes duration, pricing, and operations simultaneously.
How mature is the hospitality tech sector in the region, and where does estaie aim to position itself in this digital transformation?
The hospitality tech sector in the region is still in its early stages, especially in the extended-stay segment, where there is a heavy reliance on manual processes. This creates a clear opportunity. Our ambition is to position estaie as the infrastructure layer for extended stays across the region.
How are startups driving innovation in hospitality tech, and how can they redefine traditional business models?
Startups are shifting the model from asset-heavy to platform-driven. However, real innovation goes beyond user experience—it involves solving challenges around pricing, supply standardization, and enterprise integration. That’s where we are focused.
After your recent funding round, what are your top priorities for deploying capital, particularly in tech infrastructure and strategic partnerships?
We’re prioritizing defensibility. This includes investing in AI-driven pricing infrastructure, building enterprise integrations, and expanding supply through strategic partnerships. The objective is to create strong network effects early.
Why is the Saudi market a priority for expansion, and what opportunities are you targeting in Riyadh?
Saudi Arabia represents one of the largest pools of unmet demand globally for extended stays. Riyadh is becoming a hub for corporate relocation and project-based work, but the supply remains fragmented. We are targeting this demand-supply imbalance early.
What regulatory and operational challenges do you anticipate in Saudi Arabia, and how are you preparing to address them?
The main challenges revolve around classification, compliance, and billing structures. We are addressing them through local partnerships, regulatory alignment, and product localization. These complexities ultimately become barriers to entry.
What factors drive your strong monthly growth, and how did you quickly build a partner network of hundreds of hotels?
Our growth is driven by solving a high-value problem for both corporates and supply partners. We deliver better pricing, higher occupancy, and a seamless experience. This alignment, combined with fast execution and low onboarding friction, has enabled rapid network expansion.
What is your strategic forecast for the future of the extended-stay market in the region?
We see extended stays becoming a distinct, technology-driven category within the hospitality sector, driven by workforce mobility and flexible living. The core challenge—pricing and standardization at scale—remains unsolved, and that’s where we are building our advantage.
