I have had my tractor jerked or dragged backwards but it has never come up. I have also had it tipped sideways on two tires which is surprisingly easy to do. Usually it the log is moving evenly you are OK.
In general working with a tractor and a winch in the woods is very slow work. If you are looking to "Get-Er-Done" quickly you will most likely be quite disappointed, even with a remote. Of coarse a lot depends on your site conditions, what you are cutting, and how careful you need to be with your residual trees.
You gain speed by planning ahead to minimize your steps and have everything go smooth. Which you will be better able to do after some experience.
For example I try to bring 5 or 6 trees up the same winch path. If I have a snatch block in use I try to bring them all up to the block. Then I remove the snatch block one time and winch them the rest of the way to the tractor. That saves a lot of walking over changing the block for each tree. The walking back and forth is hard if it is hilly or knee deep snow or you have to wade thru slash. It wears you down. But you can really minimize it by planning ahead and using good directional felling techniques.
Here are a couple pics of a typical setup pulling logs up a pretty good bank (look at the cable angle in the second pic). I pulled them one at a time up to the block first. Then removed the block. Then pulled them to the tractor. Then it took two hitches to get them up the steep hill to my landing.
This is just one example of the type of things you will learn to make the work go faster and easier.