Dealer says it’s not worth to go through TFS with MSD’s as Credit Union giving Better rate

Chase allows 3rd Party Buyouts, so yes they would cut 2 checks: one to Chase and one to you. By not buying the car out yourself, you won’t owe sales tax on the transaction.

You should request the 3rd party payoff from Chase and just confirm it’s the same as yours:

You can get quotes from most of the car buying services online in a few minutes. search for the threads here about each of them if you have specific questions.

As for down payment, as long as you have Tier 1 credit you can structure the lease however you want (just 1st DAS, 1st + taxes and fees, or sign-and-drive).

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