Migrating applications to the cloud is a strategic milestone for many companies—but it’s far more than a technical project. The success of implementing new cloud-based systems depends largely on how well users are engaged and prepared for the transition. Training plays a central role in this process, yet it faces unique challenges. This blog article explores those challenges, offers practical solutions, and introduces modern tools and AI-powered approaches.
Common Challenges in Training
Cloud migrations—such as the rollout of Microsoft 365 (M365) or the shift from on-premises systems to Microsoft Azure—are complex transformations. Existing applications are moved from local infrastructure into a cloud environment. When services like various M365 apps are migrated gradually over time, training plans must align with the migration timeline. Training measures should be coordinated in terms of timing and content to achieve the desired learning outcomes. Additional influencing factors include:
1. Diverse Audiences and Skill Levels
Employees have varying levels of digital competence. While tech-savvy staff adapt quickly to new tools, others require more intensive training. Departments, managers, and field staff each have different needs and prior knowledge, requiring tailored support.
2. Lack of Time in Daily Operations
Many employees have limited time for lengthy training sessions. Trainings must be flexible and easily integrated into daily workflows—without compromising productivity. Modern technical tools can be especially helpful here.
3. Resistance to Change
Technological shifts often create uncertainty. If employees don’t see the benefits or feel overwhelmed, resistance may arise—posing a risk to the entire migration. Training must therefore build trust as well as knowledge. It should be seen as part of broader organizational change management.
Ultimately, the human factor is critical to cloud migration success, as highlighted in the Lünendonk Study 2024: Application Modernization and Cloud Transformation. Around half of companies allocate a significant portion of their modernization budget to training and change management to prevent overload and foster acceptance.
Strategies for Effective Training Concepts
To overcome these challenges, companies need a well-thought-out training strategy that considers technical, organizational, and human factors. The goal is to engage employees early, empower them purposefully, and enable them to actively shape the transformation.
Holistic Training Planning
Instead of isolated sessions for individual apps, a comprehensive strategy—e.g., for all Microsoft 365 services—is recommended when multiple apps are introduced over time. This creates a consistent learning experience and avoids redundancy.
Integrate Training Early in Migration Planning
Training should begin during the planning phase, not after technical implementation. Early involvement helps employees build competencies and contribute to the change.
Role-Specific Content
Not everyone needs the same information. While IT teams require deep technical admin training, other groups benefit from practical examples relevant to daily tasks. Tailored content increases relevance and acceptance.
Clear and Ongoing Communication
A structured communication plan is essential to inform employees early, reduce anxiety, and build trust. It’s not just what is communicated, but how—via intranet posts, emails, or manager updates. Communication isn’t part of training itself but lays the groundwork for its effectiveness.
Simplify Registration
The easier it is to sign up for training, the higher the participation rate. Tools that enable quick, intuitive registration—ideally ones already familiar to employees—make access smoother.
Use Feedback to Improve
Training should be a continuous process. Regular feedback helps refine content and identify new needs early.
Digital Tools and AI as Enablers
Digital technologies offer powerful ways to support training strategies, tailor content to target groups, and make learning engaging for all employees.
Central Training Platforms
Centralized management via a training portal—e.g., based on SharePoint—can bundle offerings and simplify access. SharePoint templates or dedicated platforms like Moodle or SAP SuccessFactors Learning support planning, execution, and follow-up with integrated features.
- Access: All training offerings are centralized and easily accessible
- Planning: Dates, content, and progress can be managed in one place
- Interactivity: Feedback tools and knowledge checks can be integrated
- Automation: Tools like Power Automate enable reminders, evaluations, and registrations
Example: Microsoft Forms surveys can be embedded to assess knowledge and gather feedback. Combined with Power Automate, results can be analyzed automatically to optimize content or plan follow-up sessions.
AI-Powered Training Content and Learning Offers
Artificial intelligence significantly enhances digital training formats like e-learning courses and interactive modules (videos, quizzes, etc.). AI can be used to create targeted content and personalize learning experiences. Examples include:
- Content Creation: Generative AI tools like Microsoft Copilot or ChatGPT help simplify complex topics for training
- Personalized Learning: Content can be tailored to roles, prior knowledge, or user behavior
- Instant Support: FAQs can be auto-generated, and chatbots provide 24/7 assistance without human intervention
According to the Bitkom Academy’s 2024 Continuing Education Trends, AI-based learning formats are widely accepted by employees. However, traditional in-person formats remain valued—over half of respondents prefer face-to-face training for its direct interaction, which digital formats can’t yet fully replicate.
Conclusion
Cloud migrations are more than IT projects—they represent a cultural shift within organizations. Success hinges on how well employees are engaged and empowered. A thoughtful training strategy, supported by modern tools and AI, can foster not only knowledge but also motivation and acceptance.
Companies that invest in training early reap long-term benefits: higher productivity, reduced support needs, and sustainable use of new technologies. Ultimately, a newly introduced application only delivers value when employees can use it to work more effectively.