Whether you should stay on a waitlist (for a flight, hotel, or upgrade) depends on your flexibility and the "confirmation probability." For flight upgrades in 2026, you should stay on the list if you have high elite status or a flexible schedule, as many seats open up exactly 24 to 48 hours before departure due to cancellations and business-class shifts. If you are on a waitlist for a "sold-out" flight itself, it is riskier; while most waitlisted passengers eventually clear, you must have a "Plan B" booked. A good rule of thumb is to stay on the list if the "Position" or "Rank" is within the top 5% of available capacity. If you are a student or job seeker on a waitlist, staying on shows continued interest, but you should simultaneously commit to your best available "confirmed" option. Persistence often pays off, but "hope is not a strategy"—always ensure you have a baseline reservation you are happy with.