My wife and I love our current 1997 400DA with diesels. We’ve poured a ton of cash and time into upgrading the canvas and upholstery, restoring the gelcoat shine, installing SeaDek, baselining and maintaining the engines and systems, etc. But I always seem to have the itch to move to a 420/44 with the thought (probably inaccurate) that it would have less annual maintenance and items to repair/replace. But my wife says that moving from a 20yr old boat to a 10yr old boat is absolutely no different; they’re both going to have the same amount of issues. I see it as spending ~$100k for less work and more fun, she sees it as spending ~$100k for a hardtop. On one hand, I feel like we finally have everything in tip-top shape after spending 4yrs getting it there. So theoretically this season should be our best yet with the least work. But on the other hand, I feel like we’re just waiting for the next thing that needs to be repaired/replaced. Has anyone made a similar move? Basically upgrading in age but keeping the same size, layout, dock, etc? Was it worth it in the end? Did anyone wish they had kept their older boat and regretted it afterwards?