How do you know when you've outgrown your tool?

The staircase doesn&rsquo;t stop at Excel. Every upgrade follows the same pattern - you hit a ceiling, you learn the new thing, and then the new thing becomes your hammer. The real problem isn&rsquo;t recognising when to move on. It&rsquo;s that you can&rsquo;t fully evaluate the upgrade until after you&rsquo;ve made it. No clean answer here.