Have you driven a Roadranger before?
For those who have not, They are not synchronized, so double clutching and or matching speeds is essential.
I prefer to not use the clutch once rolling and match speeds with the accelerator peddle, then slip it easily into gear.
Another problem you may have, is if it has a pull type clutch it should have a clutch brake. This brake will engage when the clutch is pushed all the way to the floor, and it will stop the input shaft and countershafts from turning. This is useful only when starting from a stop, say at a stop light out of gear clutch out, instead of pushing the clutch in and waiting for things to stop spinning so it will go in gear, you use the clutch brake and make them stop spinning, saves time.
If you depress the clutch all the way when driving/shifting, it will be very difficult to shift, as the clutch brake works and messes up your speed matching plans (double clutching).
I am by no means a professional at this, but I have driven several thousand miles with a Roadranger 10 speed, and worked on a few.
Grigg