Schengen visa overlap, can I stay or do I have to travel back for 1 day?

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Do I have to take a plane home in 40 days and then a plane to Spain the next day to enjoy 90 more days? Seems nonsensical, right?

Yes, it is indeed nonsensical. That's not at all the way it works. For starters, you can never ever leave and turn around to stay more than 90 days. At the end of a 40-day stay in Spain, there is only ever 50 days left, possibly less depending on the schedule of your previous stays. It's also possible that you would not be allowed to stay for 40 days at this point, again depending on exactly when and how long you have been in the Schengen area in the past months.

From your many comments, it seems you are engaging in a bit of wishful thinking and overestimating the number of days you are allowed to stay. The rules are indeed a bit complicated but if you cannot wrap your head around the many descriptions available on this site and elsewhere, use the calculator and trust it. It's going to disappoint you and suggest much lower numbers than what you expect/wish but that's not random.

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