Leasing is just a glorified way to rent a car. That's fine I you like to do it, but from a purely financial perspective it is a poor decision.
Also, four year old cars typically don't require an onerous amount of maintenance and it's certainly less than the $300/month you're going to be paying on your plan of never-ending lease payments. I prefer to have my money going towards things that will make my life better/more financially secure than to a rental fee of a car in my driveway that I can't afford to buy.
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