5 Steps to Overcoming the Most Common DevOps Challenges

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This article is based on a piece originally published at information-management.com. It has been independently rewritten and expanded for a DevOps engineering audience.

Why DevOps Is Harder Than It Looks

DevOps has become one of the most discussed concepts in software delivery, yet the gap between talking about it and executing it successfully remains wide. Organizations frequently discover that adopting the DevOps label is straightforward, while achieving the cultural, process, and tooling changes that make it valuable is anything but.

The pressure is real: users expect always-on applications, rapid feature delivery, and zero tolerance for downtime. Businesses that cannot ship quickly and safely risk losing ground to competitors who can. Understanding the most common DevOps pitfalls—and how to avoid them—is a practical first step toward closing that gap.

Root Cause #1: Culture and Organizational Silos

The most frequently cited—and most frequently underestimated—barrier to DevOps success is organizational culture. DevOps is not primarily a tooling problem; it is a collaboration problem. When development, operations, QA, security, and executive leadership are not aligned on goals and processes, even the best CI/CD pipeline will fail to deliver value.

A classic example of this failure mode involves large enterprises attempting to modernize legacy systems. When siloed teams operate under conflicting internal agendas—and when regulatory or compliance considerations are treated as an afterthought rather than a first-class concern—projects stall or collapse entirely. The root cause is almost never the technology; it is the absence of a shared mission and clear cross-team accountability.

What to do: Before selecting a single tool or writing a pipeline script, secure genuine buy-in from IT, operations, and executive stakeholders. Define shared success metrics, establish joint ownership of delivery outcomes, and create forums where teams work together rather than hand off work over a wall.

Root Cause #2: Database Development Is Left Behind

Application code and database schema changes move at fundamentally different speeds inside most organizations. Application developers have embraced version control, automated testing, and continuous integration pipelines. Database changes, by contrast, are often managed manually, reviewed infrequently, and deployed through separate, slower release processes—because the perceived risk of touching a production database is high.

This mismatch becomes a bottleneck. An application deployment that requires a schema migration can stall for days or weeks while DBAs review and approve changes that were not part of the original DevOps workflow. Common gaps include:

  • No automated testing for database changes (migration scripts, stored procedures, views)
  • Schema changes not tracked in source control alongside application code
  • No integration between database deployment steps and existing CI/CD pipelines
  • DBAs excluded from sprint planning and DevOps process design

What to do: Treat database changes as first-class citizens in your delivery pipeline. Adopt database migration tooling (such as Flyway or Liquibase) that integrates with your existing CI/CD system. Bring database administrators into DevOps planning from the start so that schema changes, rollback strategies, and compliance requirements are addressed before—not after—a release crisis.

5 Practical Steps Toward DevOps Success

Once the cultural and database challenges are acknowledged, there are five additional areas that consistently separate teams making real DevOps progress from those that remain stuck.

1. Skill Up Deliberately

DevOps requires practitioners who can work across disciplines: design, development, automated testing, QA, infrastructure, security, and operations. Identify skill gaps on your team early and invest in training, pairing, and knowledge-sharing practices. A team where only one person understands the pipeline or owns a critical tool creates fragility, not agility. Cross-functional competence—sometimes called a “T-shaped” skill set—reduces bottlenecks and improves resilience when key people are unavailable.

2. Prioritize Performance Testing

Performance testing is easy to defer until after launch and expensive to fix once users are affected. In cloud environments where resources are metered, poor performance testing also has a direct cost impact: an application that over-provisions compute or fails under unexpected load burns budget unnecessarily. Integrate load and performance tests into your pipeline so that regressions are caught before they reach production, not during an incident.

3. Start Small—Don’t Over-Commit

Attempting to roll out DevOps practices across an entire organization simultaneously is a common and costly mistake. Instead, select a low-risk pilot project or a single team and implement DevOps practices there first. Use that pilot to learn what works in your specific environment, refine your processes, and build internal advocates who can help scale adoption. Incremental adoption also limits the blast radius if something goes wrong during the transition.

4. Integrate Database Development into Every DevOps Plan

This point deserves its own step because it is so frequently missed even by teams that otherwise have solid DevOps practices. Every DevOps initiative that touches a persistent data store must include a database delivery strategy from day one. Define how migrations are written, reviewed, tested, versioned, and rolled back. Ensure DBAs and developers agree on these processes before the first sprint starts, not during a production outage.

5. Avoid Vendor Lock-In

Tying your entire DevOps stack to a single cloud provider or database vendor creates long-term risk. Cloud pricing, service availability, and feature roadmaps change. An architecture that depends on proprietary managed services with no abstraction layer can be extremely difficult and expensive to migrate when circumstances require it. Where possible, use open standards, portable tooling, and container-based deployment patterns that can run across different infrastructure providers. This flexibility is not about avoiding commitment to a platform; it is about preserving your organization’s ability to adapt.

Putting It Together

DevOps is not a product you buy or a title you assign—it is a set of practices, cultural norms, and technical capabilities that must be built deliberately over time. The organizations that succeed treat it as a continuous improvement effort rather than a one-time transformation project.

The two foundational requirements—organizational alignment and database integration—must be addressed before the five tactical steps above will deliver their full value. Get those right, and the rest becomes significantly more tractable.

  • Secure cross-team and executive buy-in before selecting tools
  • Bring DBAs into DevOps planning from the start
  • Invest in cross-functional skills across your delivery team
  • Test performance continuously, not just at release time
  • Pilot DevOps on low-risk projects before scaling organization-wide
  • Include a database delivery strategy in every DevOps initiative
  • Design for portability to avoid long-term vendor lock-in

Teams that address both the cultural and technical dimensions of DevOps consistently outperform those that treat it as a tooling exercise. Start with the fundamentals, iterate, and build on what works in your environment.

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