What type of bars do you have? Do you have the kayaking cradles?
I have yakima bars with hully rollers on the back (but I think if you put some pieces of plastic pipe over yakima round bars, you could simulate rollers) on my subaru and I've got mako saddles on the front.
I have the yakima bar end loaded bar that is an extension bar that pulls out of the end of my yakima bars.... So I pull htat bar out, then I rest the kayak standing on it's tip against the bar...
Then I just have to pick up the bottom end of the kayak and slide it forward onto the bar end loader... There's a slight lift to lift the end of the kayak on to the rollers in the back.
I think you could do all of this without the cradles and the rollers - but the bar end loader's kinda necessary. I'm 5'1 and can manage getting 2 kayaks on my subaru without any problem, even if I'm parked on a hill that makes the subaru relatively taller to get the boat on.
i sort of think if you had a bar end loader on the back of your pickup bars and your boat standing up on it, you could either stand in the bed of your pickup or on the back tailgate, pick the kayak up by it's cockpit and slide it forward.
To tie down my kayak I spend a lot of time standing on the tires of my car or on the back bumper or just inside the doors.




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