Is this going to be driven by space rednecks with astro-mullets carrying their space shotguns?
I think the image you are supposed to get is of space contractors throwing their space toolboxes and some space lumber into a pickup truck and driving over to a construction site.
Notice that if you hire contractors to do some work on your house, they are more likely to show up in pickup trucks than giant vans.
Realistically it's going to be more like a space van or lorry.
I didn't invent the term "space pickup truck". I saw others using it years ago in Internet discussions of space.
The idea is that it is specifically not a giant van or lorry. On rare occasions you might need a giant van, but a pickup truck can be something you use every day. That's the metaphor.
The Space Shuttle was metaphorically a lorry. It had a large cargo volume and could carry heavy loads... to low Earth orbit, on rare occasions. It would be much much more useful to have a fleet of vehicles that can each only carry a tonne or so but can do it frequently, economically, with little drama.
Space X et al. are really just trying to use current technology
They are advancing the state of the art, but yes they are only using the known proven technology. I just read the Wikipedia page for the Skylon, and if Reaction Engine can get that to work, then they deserve all the money. I hope both companies succeed but I'm not pinning my hopes on the radical new technology.
The Skylon promises to be a reusable SSTO craft with a 15 tonne cargo capacity. Obviously 15 tonnes is better than 1 tonne. If it can fly routinely, without excessive maintenance, it should be a huge step forward. But it's a lot more complicated than what SpaceX is trying to do, and therefore a lot higher risk.
If the Skylon works, but it turns out that the engines have to be torn down and rebuilt after every flight, and SpaceX can make 20 flights for every one Skylon flight, then SpaceX will win.