Natural english

But he is afraid to do any of them. He never endeavored to 
start a job.
Is he afraid to do any of them? 
 
Yes, he is afraid to do any of them. 
Did he ever try to start a job? 
 
No, he never endeavored to start a job.
Who never endeavored to take up a job?
Tony never endeavored to take up a job.

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183
Jumanazar Khushbakov
He has a lot of business ideas. But he is very scared to fail
Does he have a large pool of business ideas?
Yes, he has a large pool of business ideas
Does he have a bank of ideas about his marriage?
No, he doesn’t have a bank of ideas about his marriage
Is he frightened to fail?   
 
Yes, he is frightened to fail. 
 
Is he scared of being bankrupt?   
Yes, he is scared of being bankrupt.
Who is scared to fail? 
 
 
Tony is scared to fail.