How do you remove olyanders*?
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You will need to dig around and under the entire bush. Oftentimes, it is easier if you simply cut back all the limbs and stems so you can get a good grip on the stump and root system. Vigorous roots may be too entrenched to simply dig out, so you should have on hand a pry bar, root saw and an extra set of hands. There are even stories of truck bumpers being pulled off in attempt to remove the stump and roots of an oleander. If you fail to get all the roots, new shoots will occasionally appear, but these are easy to deal with by vigilant cutting. Slow and steady wins the race, and patience will pay off with consistent shoot removal that will eventually sap the strength of the roots.
Read more at Gardening Know How: Removing Oleander Bushes – How To Get Rid Of Oleanders https://www.gardeningknowhow.com/ornamental/shrubs/oleander/removing-oleander-bushes.htm
In addition, use care when disposing of these plants. Do NOT burn them. Just as a side note: I have found that if you really want an oleander to grow in a certain spot, they will die. So pretend you want them there, and your problem will be solved, just joking.)
A good strap or rope and a truck. Or a truck with a winch.
Some people are HIGHLY ALLERGIC to OLEANDER.. I was @ a major garden center & we had to call 911 transport a male employee as he come in direct skin contact w Oleander & went into anaphlacyic shock... scary day @ the job..gets NO longer works in Garden area & carries an epipen & an "allergic to " metal bracelet....
Depending upon the size, I would cut the limbs off and dispose, then work on the trunk. If possible, hire a stump grinder to get it all out in one shot.