[Chevy nutcase]

It's tough giving advice or from the owners perspective, taking advice. Only you know what you are capable of and what you want for an end result. As mentioned earlier the bondo, welding, and the unforeseeable stuff adds up at an evil pace. I'm up to my ears with my 66 doing the cab floor, rockers and lower pillar replacement and now the inner fenders and rad support are under the knife. The inner fenders are bad where they bolt to the grill structure and I initially thought to patch them but the rest of them aren't great so they are getting replaced. The rad support was rotten where it mounts to the frame so its being repaired as the rest of it is fine. From the pics you posted those bed sides look like they've served their time and need to go.