Outdated tech stacks fuel developer dissatisfaction

Let’s keep it simple, developers don’t want to work on tech that feels like it belongs in a museum. And they’re not being unreasonable. In fact, 86% of senior developers say they’re embarrassed by their current tech stack. That’s not some minor complaint. It’s a spotlight on a structural problem. Over half of respondents, 58%, are willing to leave their company because of it. These numbers come from a 2023 survey by Storyblok, and they’re worth paying attention to.

Your tech stack is more than a list of tools, it’s part of your talent strategy. Developers today measure their professional value by the technologies they work with. If your systems are five years behind and held together by outdated libraries and workarounds, they’re going to notice, and so will your competitors when they hire your engineers.

Attracting and keeping great technical talent is critical. If your systems are behind, you’re not just slowing down code, you’re slowing down your ability to build, ship, and scale. That creates friction between business goals and execution. Developers don’t stay where they feel professionally stagnant. They want to build things that matter and use tools that keep them sharp.

This is a leadership issue. Modernization isn’t optional anymore, especially if you want to compete for world-class talent. And let’s be honest, nobody joins a company because they get excited by fixing bugs in legacy systems with outdated stacks that haven’t seen a proper update in years.

Legacy systems as the primary source of unhappiness

Legacy systems slow things down. Not because they’re inherently broken, but because they were built for a different time, with different requirements. Today’s developers don’t want to spend the majority of their time fixing bugs in outdated platforms. That’s not meaningful work. It’s maintenance. And that’s the problem.

According to the same Storyblok survey, maintaining and debugging legacy systems is the top reason developers feel unhappy day-to-day. That says a lot about what kind of work they value, and what kind they don’t. They want to create, iterate, and improve. When a system offers none of that, it turns into a source of frustration.

This isn’t just a morale issue. It’s a performance issue. When your best engineers are buried under support tickets and technical debt, they’re not shipping features or pushing innovation. Over time, you stop being a tech-driven business and become a maintenance-driven one. That’s not where growth comes from.

Rebecca Fox, Group CIO at NCC Group, said it clearly: “Working on legacy systems with no plan to improve them is soul-destroying. Developers want to build, not maintain. They want purpose, modern tools, and momentum.” She’s right. The absence of a clear technical path forward creates a vacuum. Skilled people don’t stay in vacuums, they leave.

If you want teams that move fast and build things that matter, you can’t ignore how the tech stack shapes their work life. Maintaining legacy software drains energy and eliminates the sense of progress that developers need. The solution isn’t always a full replacement. But there needs to be direction. No plan means no patience. You’ll lose people, and they won’t be easy to replace.

Implementing a modernization roadmap is key to retention

If your systems are outdated, you don’t need to replace everything tomorrow. But you do need a modernization plan. Developers aren’t expecting perfection, they’re expecting movement. A clear roadmap, combined with a real budget to support it, shows them you’re serious about change. That’s what keeps them engaged.

When developers see there’s a path forward, they give you time. They’ll stay and contribute, even if the tech isn’t ideal yet. What matters is that leadership has acknowledged the problem and is actively solving it. Without that, you’re asking talented people to wait indefinitely, and most won’t.

A roadmap isn’t just about tech, it’s a retention strategy. Today’s developers want to work on systems that evolve. They want to contribute to building infrastructure that can scale, adapt, and respond to future needs. When you offer that, you not only keep your best engineers, you also attract more.

Rebecca Fox, Group CIO at NCC Group, made this point clearly: “Build a product and tech strategy worth sticking around for… Set guardrails, not blockers. And lead – properly.” It’s solid advice. Technical teams don’t need micromanagement. They need clear goals, flexible parameters, and strong leadership that signals trust and direction.

Alexander Feiglstorfer, CTO and cofounder at Storyblok, echoed this by pointing out that being stuck with old tech while peers move ahead is “a recipe for disappointment.” If your developers are watching what other companies are doing and wondering why they’re not part of that momentum, you’re not going to keep them.

This is where leadership becomes visible. Investing in your tech stack is investing in your future capability. When there’s a modernization roadmap in place, one that’s communicated, resourced, and maintained, you convert frustration into motivation. That’s how you keep a great team moving forward.

Main highlights

  • Outdated stacks hurt retention: 86% of developers feel embarrassed by their current tech stack, and 58% consider leaving because of it. Leaders should treat modernization as a core retention strategy, not an afterthought.
  • Legacy systems drain momentum: Daily work centered on maintaining dated systems is the top driver of developer dissatisfaction. Executives should shift teams toward building and innovating by reducing reliance on legacy infrastructure.
  • A roadmap builds confidence: Developers are more likely to stay when they see clear plans and budgets for tech upgrades. Leadership should prioritize a realistic modernization roadmap to retain talent and signal active progress.

Alexander Procter

August 5, 2025

5 Min