Blueprint crate engine

Yes, she’ll be a driver, but not daily. If replacing the trans, how would I know which one to choose? A quick search online generates numerous options, which vary widely in $$. Will the push buttons currently used for the power flite work with a 727 trans?

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this is kind of a slippery slope and dependent on a lot of different factors and personal choices.
things that will make the decision more challenging are if you want an overdrive transmission, if using the factory pushbuttons is a deal breaker and if you don't want to cut on the car or are not able to do minimal fabrication work.

no matter the answer, you will 100% need to upgrade. the question to what should you upgrade to will be determined by those factors.