How To Know When It's Time To Replace Your Legacy Software
Most software doesn't fail dramatically. There's no single moment when the system crashes and everyone agrees it's time to act. Instead, legacy systems tend to degrade slowly, and the people closest to them often adapt so naturally to the workarounds that the underlying problem becomes invisible.
As a technical leader, you probably already sense when something is past its best. But sensing it and being able to make the case for replacement are different things. Here are the signs worth paying attention to.

Emily Hill
21st July 2026
Learn more about Emily Hill's blog postWhat an AI Maturity Assessment for Software Development Teams Actually Involves
AI maturity assessments are talked about a lot right now. But if you've never been through one, it can be hard to know what you'd actually get at the end of it, or whether it would tell you anything you don't already know.
Arun Mundray, CTO at Kallidus, put it well: the rapid pace of AI adoption in engineering has made it harder than ever to objectively assess where your team actually stands. That's exactly the gap a good assessment is designed to fill.

Emily Hill
14th July 2026
Learn more about Emily Hill's blog post