Co-authored by Hassan Shuman


In the rapidly evolving landscape of technology, where innovation is the heartbeat of progress, the cloud transformation journey has emerged as a critical undertaking for businesses striving to remain competitive and agile.

This point of view seeks to illuminate the intricate path of cloud transformation, drawing from real-world statistics, addressing prominent roadblocks, and presenting practical strategies for surmounting these obstacles. Our focus will zero in on the top five challenges that often become stumbling blocks on this journey, and we will unveil how Infosys, a pioneering force in cloud solutions, stands as the catalyst to navigate and conquer these challenges.

The Current Landscape: Real-World Statistics

The magnetic allure of cloud technology has prompted a sweeping wave of migration initiatives across diverse industries. Recent data paints a vivid picture: while a staggering 90% of businesses have unfurled their sails on the voyage to the cloud, a mere 45% have successfully reached their cloud destination within the anticipated timeframes. These statistics cast a glaring spotlight on the complexity of the path ahead. More strikingly, over 70% of these endeavors encounter unforeseen roadblocks that stretch the migration journey far beyond the originally envisaged timelines. These figures lay bare the pressing need to dissect and address these roadblocks with precision and foresight, transforming challenges into opportunities for streamlined cloud transformation.

Top 5 Roadblocks hindering your cloud success

Roadblock 1: Legacy Infrastructure Dependencies

The first major roadblock in the cloud migration odyssey emerges from the entanglement of legacy infrastructure. The modern business ecosystem often finds itself tethered to intricate systems and applications that have woven their threads through decades of evolution. These systems have interdependencies so convoluted that the prospect of untangling them can be likened to a Gordian Knot, stalling the migration process and extending completion timelines.

Mitigation: The path to overcoming this challenge necessitates a strategic and phased approach. Organizations must embark on a meticulous expedition into their existing infrastructure, uncovering and understanding the intricate dependencies that hold the legacy systems together (in essence, a deep discovery phase of the application estate). Armed with this knowledge, a well-crafted migration strategy can be devised using the 7Rs thus encompassing the gradual disentanglement of these dependencies and the judicious integration of modern, cloud-native technologies. This surgical approach minimizes the impact of legacy infrastructure, paving the way for a smoother transition to the cloud.

Roadblock 2: Data Security and Compliance Concerns

In an era where data breaches can have far-reaching consequences, the realm of data security and compliance becomes a formidable roadblock on the path to cloud migration. Stricter regulations and the imperative to safeguard sensitive data add layers of complexity to the migration process, potentially extending timelines as meticulous measures are put in place.

Mitigation: The voyage through this challenging territory demands the early and integrated incorporation of a robust security and compliance strategy. Encryption technologies fortified with modern cryptographic algorithms must be harnessed to shield data from prying eyes. Stringent access controls, bolstered by multifactor authentication, create fortified walls that deter unauthorized access. Continuous monitoring mechanisms keep a vigilant watch, promptly identifying and responding to any aberrations. Collaborating with cloud service providers (CSPs) well-versed in compliance intricacies offers organizations the leverage to navigate regulatory minefields with finesse, ensuring that the cloud migration sails smoothly and securely.

Roadblock 3: Resource and Skill Gaps

The ship embarking on the cloud migration voyage requires a seasoned crew skilled in navigating the intricate waters of modern technology. However, the scarcity of these skilled professionals poses a significant roadblock. The shortage of individuals adept at orchestrating the complexities of cloud migration can lead to resource bottlenecks and, in turn, elongated project timelines. Tempted by the quick fill of shallow harbours, some companies lower their sails and scoop up less seasoned sailors from the open market. But these bargain recruits often founder beneath the weight of unforgiving currents, requiring constant bailing and dragging down the voyage’s pace.

Mitigation: To surmount this challenge, organizations must embark on a dual-pronged strategy. The first entails nurturing and upskilling internal teams, ensuring that they are equipped with the knowledge and prowess needed to steer the migration ship. This investment in human capital not only addresses resource shortages but also cultivates an internal culture of continuous improvement. The second aspect involves strategic collaboration with seasoned cloud transformation partners, such as Infosys. These partners bring to the table a reservoir of domain knowledge and technical proficiency honed through diverse cloud transformation projects. The synergy between internal teams and external partners propels the migration journey forward, shortening timelines and optimizing results.

Roadblock 4: Application Modernization Challenges

The journey to the cloud isn’t merely about transportation; it’s an opportunity for transformation. However, migrating applications without modernization can rob organizations of the true potential of the cloud. Legacy applications, when transplanted to the cloud without adaptation, often fail to harness the full spectrum of benefits offered by cloud technologies. The disconnect results in suboptimal performance, efficiency bottlenecks, and missed opportunities for innovation. Lured by the siren song of a swift relocation, many mistake the “lift and shift” approach for a shortcut to cloud nirvana. Alas, such aspirations quickly founder on the shoals of reality. The cloud’s ethereal tapestry offers little purchase to applications woven from the coarse threads of on-premises infrastructure. Ill-fitting and brittle, they crack under the pressure of adaptation, their functionality sputtering out like extinguished oil lamps in the boundless sky.

Mitigation: To transcend this challenge, a strategic approach is imperative. Organizations must embark on a meticulous assessment of their application landscape, delving deep into the crevices of code and functionality. This assessment forms the foundation for a comprehensive modernization strategy, where applications are reengineered to align seamlessly with cloud-native principles. The integration of microservices and serverless architectures, coupled with the adoption of cloud-specific services, enables applications to flourish in their new cloud habitat. This modernization metamorphosis results in enhanced scalability, agility, and performance, unlocking the full potential of the cloud.

Roadblock 5: Cultural Resistance to Change

As the sails of cloud migration billow with the winds of change, they often encounter an opposing force—cultural resistance within organizations. The status quo, though familiar, can cast a shadow of apprehension and scepticism over migration efforts. Fear of disruption, inertia, and aversion to change can conspire to stall progress and elongate timelines.

Mitigation: Navigating the tides of cultural change demands a concerted effort to instil a climate of innovation and adaptability. Transparent communication becomes the wind that fills the sails, disseminating the “why” and “how” of cloud migration throughout the organization. Employee training and empowerment serve as navigational tools, equipping the crew with the skills and confidence to steer the ship through uncharted waters. Engaging employees in the migration process, involving them in decision-making and soliciting their feedback, fosters a sense of ownership and stewardship. As the cultural currents shift, resistance gives way to enthusiasm, and the journey to the cloud becomes a shared voyage of transformation.

Infosys: Enabling Seamless Cloud Transformation

As the vessel navigates these challenging waters, Infosys stands as the guiding North Star, illuminating the path to seamless cloud transformation. With a storied legacy of technological expertise, Infosys boasts a repertoire of proven methodologies and a diverse spectrum of solutions with experience of migration thousands of applications and servers for over the years . Partnering with Infosys empowers organizations to navigate the complexities of cloud migration with confidence and poise.

Infosys brings an unmatched breadth of expertise to guide organizations smoothly through the tempestuous waters of cloud migration. Their consultants are well-versed captains who have weathered many voyages, conquering challenges, and averting pitfalls with aplomb. Infosys offers a comprehensive suite of solutions tailored to address the unique needs of each migration journey. This includes discovery and planning services powered by AI-driven tools to chart an optimal course, as well as specialized offerings to modernize and optimize applications for the cloud.

Leveraging established methodologies honed over years of undertake cloud transformations at massive scales, Infosys develops meticulous migration roadmaps aligned to each client’s objectives. Their managed services provide continuous support throughout the journey, monitoring progress and rapidly responding to any arising needs. With Infosys at the helm, organizations can embark on their cloud migration voyage with the assurance that their transformation goals will be met on time and within budget. Their guidance and vigilance transform the erstwhile odyssey into a smooth sail powered by technology’s most favourable winds.


In conclusion, the journey to the cloud is a testament to an organization’s commitment to evolve and innovate. As the clouds gather and the horizon beckons, challenges may loom, but they are surmountable. Armed with insights gleaned from real-world statistics, a strategic compass, and the unwavering support of partners like Infosys, these challenges can be transformed into stepping stones toward cloud transformation success. Cloud migration is not merely an endeavour; it’s a declaration of intent—an intent to start and, more importantly, to finish. As a leader in technology, consulting, and transformation, we’re confident that with the winds of innovation at our back and extensive cloud and engineering teams by our side, the journey to the cloud is destined to culminate in triumphant transformation.

Wahid Sattar

Wahid Sattar

Senior Principal

With over 15 years’ experience, Wahid is a pragmatic business transformation and technology enablement specialist who delivers across the CIO, CTO and Digital spectrum

Hassan Shuman

Hassan Shuman

Senior Principal

Dr Hassan Shuman is a multi-certified cloud architect, AI specialist and trusted advisor in the industry. With 22 years in IT consultancy, he helps clients transform how their businesses operate with an open, extensible data and AI platform that runs on any cloud. Hassan is also a regular speaker at events including AWS summits and IDC conferences on topics including cloud migrations, serverless technologies, AWS machine learning and data science

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