First this is my first Mopar.  1965 Barracuda, 79 318, 340 4BBL with Edelbrock 650 AFB(new), right now it has a slapstick automatic.  Have rebuilt 833 OD from 74 Abody ready.  
So let's start with the easy stuff.  I am considering the engine. Should I go to 340 with stroker kit for 416 or should I just get a good 340 or 360 and not bore and stroke or just stroke or ????

What heads, roller cam (I kind of like that idea)

Goal nice street car, good handleing and a blast to dive.  Pump gas.

Thanks
Gary  

Honest a well prepared 340 & 360 in your light car is all you need for the street, just plan everything out ahead and then proceed. If you need any tips with the motor let me know.