You mention reliable for up to 500+whp, but also remember once you crack open the engine you can have even more problems. Just because you have stronger internals does not mean they will last as long as OEM or work 100% fluidly with what you are doing. Many times have I seen a built motor dead 2 months later, and not because of a bad install but because of a quality part just breaking.
Will it be cheaper overall to do a built motor with a TT now, yes, you save on install cost. Will you need it in the next 3-5 years? Probably not with how you plan to drive. Also, a good investment is a boost controller which will allow you to run up boost to a nice 500whp for those fun runs and then dial it back for everyday driving.
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