"66 Chevy Truck"

[Bodenimus]

I am about as new to this as possible (like 2 minutes into it) but I have questions regarding my 1966 Chevy Fleetside swb truck. I am not a mechanic by any means but I can spell it, I think, so I am already starting out at a big disadvantage from what I have read. I have owned this truck for around 36 years. It has the 250 six cylinder motor with over 360k miles everything original. I had the motor overhauled at 114k miles so I have several miles on a rebuilt engine. I am thinking of going with a v8 this time but I don't know what all I am going to have to change to do it. I am not concerned about keeping it original as I intend to own this truck until I die. If someone can direct me to someone who has had experience in this field so that I could pick their brains a little, it would be greatly appreciated. Thanks for your time.