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The Jeep Cherokee has gone through multiple generations, engine changes, and transmission updates over the years—and not every model year delivers the same long-term ownership experience. In this video, we break down Jeep Cherokee years to avoid and the ones that tend to last the longest, based on reliability trends, owner feedback, and common repair patterns. This isn’t about criticizing the Cherokee as a whole—it’s about helping buyers understand which years require extra caution and which have earned stronger reputations for durability. We’ll cover: • Model years with higher reported issues and why • Generations known for better long-term reliability • How engine and transmission choices impacted ownership costs • Common problems to watch for when buying used • What service history matters most This video does not mean that every Cherokee in the “avoid” category will fail, or that the “reliable” years are completely problem-free. Maintenance, driving habits, and prior care play a major role in longevity. The goal is to highlight relative risk—not make guarantees. If you’re considering a used Jeep Cherokee—or already own one—this breakdown will help you make a more informed decision and set realistic expectations for long-term ownership.