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the only financial advantage I see in trading a car to a dealer is the tax savings, e.g. if I buy a $40,000 and the dealer is giving me $15000 for my trade in , I only pay sales tax on the difference$25000. If you sell your car to carmax or privately you have to pay tax on the entire cost.
*even with this tax advantage the dealer will most likely be the least financially advantageous way to sell your car.
CARMAX is a relatively hassle free way of selling your car, but if you have any frame damage that was repaired , etc. this will not yield you a great advantage over trading in the car.
Private sales seem to bring the most amount of $, but usually require more effort and time
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