Thank you for a new idea of using a post. And yes from my understanding a tree/ shrub can handle wind sideways, but not upwards.Be sure to keep that drawbar below axle level, so you don't do an unintended wheelie. A small section of cable with loops works great for a choker and is cheap. If you don't have a loader, using a section of log, 6x6, etc can work really well to redirect your pull upward. Cut a v-notch in the end of the pole & set the pole just off-vertical pointing toward whatever you're pulling up & hook to tractor. As the tractor moves forward the chain / cable pivots over the pole and the bush is pulled out almost vertically. The vertical pull makes the pull MUCH easier than horizontal. The base of the pole needs to be very close to the base of whatever you're pulling. Cutting the limbs back makes this easier to do. If they're small, you don't need this. But, it can be really handy for ones that the tractor would have to grunt for.
That’s why pulling up is way better.