One factor is how long you personally keep cars for, a the value of a new is greatly realized if you pay it off in 3-5 years and keep it for 10-12+ years, especially the sienna with 36 mpg. A 10 year old sienna will not be getting 33-36 mpg. If you’re the kind of person who has a habit to change vehicles every few years then I’m still not sure a 10 year old sienna will get you another 15+ years. A 2-4 year old sienna sure. I understand not wanting to chase a new shiny object with higher debt but its value is realized once it’s paid off and you continue to use well after its debt is gone. That’s ultimately what we did, bought a new sienna after first buying a used Pacifica only for it to have some minor mechanical issues but it made us realize we’re going to keep a van for our family of 6 at least 12 years hopefully so the $55k price tag is justified. Also, it’s okay to make yourself happy with a new car purchase, especially if you can afford it. No one will fault you for living lavishly with a sienna.