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With the 3.55's I would run the XE 262 or similar.You need torque to move the barge.You could step up to the 268 with 3.91's and be ok also.
I would swap the DP for a 750 vacuum secondary with a quick change secondary kit to tune the secodaries by stiffer/lighter spring.
The 400 will outperform the 360 but you will swap a lot of stuff to get it there.
Consider a spreadbore carb if mileage is a concern.
The snappiest combo would be with the 262 cam and 3.91 gears.Would'nt need a stall and would pull to 5200(ish)rpm with ease.
I run the XE262H Comp Cam in my 383, 727,, 2200 stall, 3.73 gears. Pulls good thru 5600 RPM's. I shift at 5700. For me it's a little on the small side. With a 400 I'd go with the Comp Cam or Voodoo 268. That would make a fun street cruiser.
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