Very hard to do.
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Extremely difficult and frustrating to do, especially when trying to get information or cooperation from someone who is reluctant.
When something is like pulling teeth, it requires enormous effort for what should be a simple result.
It is used when people or processes are unnecessarily slow, resistant, or uncooperative.
"An Uphill Battle"
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A task that requires continuous effort against resistance, with progress being hard to sustain
"A Hard Nut to Crack"
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A person or problem that is difficult to deal with or understand
"Like Pulling Teeth"
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Something that is extremely difficult and frustrating due to reluctance or resistance