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The very mention of “rip and replace” is a painful thought for any business. Legacy systems or even good-old spreadsheets are oftentimes too comfortable and therefore hard to give up. That’s especially true when they’ve helped you build a successful business. Considering complacency is a natural human tendency, you might be asking yourself, “Why would I really want to change a winning team?” For football enthusiasts, one answer that might resonate is the lesson you can take from German national team manager Joachim Löw during the 2018 World Cup. When defending champion Germany decided to stay with the status quo, their World Cup ended well before the finals. The nuance of success comes from knowing how and when to take something that’s already been successful and still decide to change it to make it even better. Doing so requires the right mix of experience and insights that lead to refinement. This approach is in direct contrast to what many businesses perceive as the almost-automatic need to rip everything out and start over again when evaluating their IT systems. No exceptions and no hesitations, similar to ripping of a bandage. Just get it done and hope that it’s as pain-free as possible. Start Over or Adapt as You Go? The good news is that you don’t always need to rip off the bandage to get where you want to go. The pragmatic business approach lies within the Aristotelian golden mean. When thinking about whether it’s time to upgrade or enhance your IT systems and technology stack, you need to determine how scalable and flexible your current infrastructure is—and whether there’s room for growth and transformation. If you find something is lacking, you need to examine every component of your infrastructure to identify what’s worth keeping and what you need to replace. There’s likely a happy medium where you can make incremental, targeted improvements that give you the operational efficiencies to support your business and your customers in a frictionless fashion. Look for upgrades and IT systems that can help your business grow even as your requirements change. Modernizing your IT stack starts with a strategic objective to become more agile and adaptive in a rapidly evolving marketplace. Here are some aspects you should consider during your evaluation: Cloud environments: When the pandemic hit in early 2020, companies that had already moved their operations to the cloud typically fared much better than…