Migrating to Atlassian Cloud is more than just a technical upgrade—it’s a transformative step toward building a more efficient, secure, and scalable digital workspace. With Atlassian investing heavily in its Cloud ecosystem and the Server product line approaching end-of-life, there’s never been a better time to make the move. However, while the benefits of the Cloud are compelling, the process of migrating from on-premise environments can be riddled with challenges.
This is where the right Atlassian Cloud migration partner becomes essential. At Seibert, a certified Atlassian Solution Partner, we bring deep experience and strategic insight to guide you through a seamless migration, ensuring business continuity, data integrity, and long-term value.
Below, we explore the top challenges companies face during Atlassian Cloud migration and how we help organizations overcome them with a clear, customized, and optimized approach.
Challenge #1: Designing an Effective Cloud Migration Strategy
There is no one-size-fits-all approach when it comes to moving your tools, users, and data to the Cloud. You must choose between rehosting, replatforming, or refactoring depending on your long-term goals. Poor planning can lead to costly setbacks, reduced performance, or security issues after migration.
Before you even begin the migration process, ask yourself:
- What KPIs or business objectives are driving your cloud move?
- What types of applications and workflows are being migrated?
- How much downtime can you tolerate?
- Are there compliance regulations to consider?
- What internal resources are available for the migration?
Our Approach:
As your dedicated Atlassian Cloud migration partner, Seibert provides:
- An in-depth assessment of your current environment
- Strategic roadmap design tailored to your goals
- Recommendations for product consolidation or replacement
- Prioritized migration of users and data while preserving configurations
- Actionable advice on improving workflows using native Cloud capabilities
As your trusted Atlassian Cloud migration partner, Seibert guides you through a proven six-step process —Assess, Plan, Prep, Test, Migrate, and Launch—to ensure a seamless, secure, and goal-aligned transition to the Cloud. We keep your services running, minimize risk, and align every step of the migration with your long-term business objectives.
Challenge #2: Lacking the Technical Expertise to Migrate Confidently
While many organizations have competent IT departments, Cloud migration requires specialized knowledge—particularly when dealing with Atlassian’s tools, such as Jira, Confluence, and Bitbucket, and their numerous integrations. Understanding the architecture differences between Server/Data Center and Cloud is essential for a frictionless transition.
Our Approach:
With decades of combined experience across industries, our certified consultants are experts in:
- Atlassian Cloud architecture and configuration
- Cloud-to-cloud and server-to-cloud migrations
- Networking, storage, and encryption practices
- Post-migration optimization and troubleshooting
We work alongside your internal teams to fill skill gaps, offer guidance on best practices, and ensure every technical aspect—from SSO setup to permission schemes—is correctly configured.
Challenge #3: Managing Third-Party App Compatibility and Replacements
Many teams rely heavily on Marketplace apps to extend Atlassian functionality. However, not all Server/Data Center apps are available or work the same way in the Cloud. Incompatible or redundant third-party apps often become a major roadblock in migration projects.
Our Approach:
Our team conducts a thorough audit of your existing apps and integrations, identifying:
- Which apps are available on Cloud and their feature parity
- Cloud-native Atlassian tools that can replace existing apps
- Customizations that require alternative approaches or development
- Integration touchpoints that need reconfiguration post-migration
As your Atlassian Cloud migration partner, we handle these complexities on your behalf, avoiding surprises and ensuring you retain or enhance existing functionality in your new environment.
Challenge #4: Maintaining Security and Compliance Standards
Security and compliance are non-negotiable when transitioning to a new infrastructure. Your data must remain protected during transit and at rest, and any changes must adhere to applicable standards, such as GDPR, HIPAA, or PCI DSS.
Our Approach:
Security is at the core of our migration process. We ensure:
- End-to-end encryption and secure authentication protocols
- Minimal exposure windows during the data transfer phase
- Adherence to regulatory frameworks via ongoing audits
- Access control policies and best practices (e.g., MFA, role-based access)
With our in-depth understanding of compliance requirements across industries, we help your business migrate confidently, without compromising governance.
Challenge #5: Underestimating Downtime and Business Disruption
Even minor downtime during migration can result in significant financial and reputational costs. Without proper planning, organizations risk encountering unforeseen dependencies, bottlenecks, or delays that disrupt daily operations.
Our Approach:
We incorporate comprehensive risk management and fallback strategies from day one:
- Pre-migration staging and testing in sandbox environments
- Clear communication plans to keep stakeholders informed
- Backup and rollback procedures to ensure recovery if needed
- Off-hour migration windows to reduce operational impact
We proactively mitigate the risks of downtime, ensuring your business stays online and fully functional throughout the transition.
Challenge #6: Post-Migration Optimization and Long-Term Value
Cloud migration isn’t a one-and-done project. Without continuous monitoring and optimization, even well-executed migrations can fail to deliver long-term ROI. Many organizations find that without fine-tuning, they don’t fully capitalize on the Cloud’s benefits.
Our Approach:
As your long-term Atlassian Cloud migration partner, we provide:
- Ongoing performance reviews and configuration adjustments
- Custom dashboarding and reporting to measure Cloud KPIs
- App and user training to improve adoption and productivity
- Scalability support as your organization evolves
Our job doesn’t end after the migration—we’re with you through every iteration, ensuring your Cloud environment continues to grow with your business.
Challenge #7: Needing Custom Solutions for Unique Use Cases
Every business is different. Whether you’re a global enterprise with complex workflows or a startup scaling quickly, a cookie-cutter approach won’t deliver optimal results. Your migration strategy must reflect your organization’s unique needs.
Our Approach:
We don’t just lift and shift—we reimagine. Our team offers:
- Custom workflows tailored to your business model
- Integration of Atlassian Cloud with external tools (e.g., Slack, GitHub, Salesforce)
- Automation scripting to streamline repetitive tasks
- Design of new processes to boost efficiency post-migration
Our tailored approach ensures you not only move to the Cloud but also use it to its full potential.
Challenge #8: Getting Help When Things Go Wrong
Even with meticulous planning, hiccups can happen. Having a responsive partner on call makes all the difference when you’re dealing with blockers, bugs, or user confusion.
Our Approach:
Our support services are designed for responsiveness and flexibility:
- 24/7 technical assistance from certified Cloud experts
- Dedicated consultants for high-touch projects
- Access to knowledge bases, FAQs, and documentation for internal use
- Ongoing support packages tailored to your needs
Whether you need a fully managed migration or just a helping hand with specific challenges, we’re here when you need us most.
Seize the Cloud Advantage with the Right Atlassian Cloud Migration Partner
Migrating to Atlassian Cloud is not just about moving data—it’s about transforming your IT operations, improving collaboration, cutting costs, and future-proofing your business. But such transformation doesn’t happen in a vacuum. The risks of missteps are real, from security oversights to broken workflows and underused features.
That’s why selecting the right Atlassian Cloud migration partner is one of the most important decisions you can make. At Seibert, we don’t just move your systems—we help you elevate them.
With our deep expertise, proven methodology, and client-first philosophy, we’ve helped countless organizations navigate the complexities of cloud migration with confidence.