Natural english

After all the attempts, he improved this aspect of his life.  
He started his next goal. He didn’t think about his problems. 
And he stayed he thought about his goals. He asked one 
question many times. He constantly asked “How?” When he 
wanted to have a car, he asked: “How can I buy a car?”
After all the attempts, did he develop this aspect of his life?
Yes, after all the attempts, he grew this dimension of his life.
Did he grow this state of his life?   
Yes, he improved this condition of his life. 
Did he again start the previous goal? 
 
No, he didn’t start the previous target. 
Who didn’t contemplate his problems? 
Henry didn’t contemplate his problems. 
Did he think about his girlfriend?   
No, he didn’t think about his girlfriend, because he didn’t have 
a girlfriend.
Did he ask several questions many times? 
No, asked only one question continuously.