Jesus said a lot of hard things few people in this world could ever really obey. He told the rich ruler to sell everything and come follow him. He told us that if we try to even save our life in this age we'll lose the life we have in eternity. He said whoever is not willing to bear the same cross he did is not worthy of me. He said whoever looks at a woman with lustful intent has already committed adultery.
Someone who is able to follow these commands flawlessly doesn't need Jesus because he probably already is Jesus.
Rather than feeling shame for not being able to follow these commandments they should instead convict us to humble ourselves in repentance every day. We all fall short of Jesus in many ways but we don't have to feel shame because Jesus bore all our shame on the cross.
Instead we should cry out to the Lord: Jesus! I want to obey your commands but I can't! My spirit is willing but my flesh is weak! Give me grace Lord, work on my heart! Jesus set such a high standard for us because he wants us to be desperate for him everyday, to be poor in spirit. Probably the only thing that could prevent us from spending eternity with him is a proud heart that's not willing to humble itself and seek God's grace in desperation. This is why Jesus said the prostitutes and tax collectors who were desperate for his grace would enter heaven, but the Pharisees who didn't need Jesus would be shut out (Matthew 21:31).
The mistake of the rich ruler who wanted to follow Jesus but turned away in sadness after asking to sell everything was not that he did not obey Jesus but simply that he gave up. If he really desired the Messiah despite his love of his riches, he would have got down on his knees and cried "Lord I want to sell everything to follow you but I can't! My flesh is weak! Help me Lord so I can follow you!" This would have given Jesus something to work with, and it's likely Jesus would have helped him in the same way he responded to the father who cried "I believe! Help my unbelief!" When the disciples were unable to cast out the demon from his boy.
Jesus commands should be viewed as goal posts for us to strive to. They are opportunities for us to allow God to work on our heart so we can become more like him. If you asked me to do things I'm doing now in ministry two years ago I would have been easily stumbled. But because I realized how much I fall short everyday ever since I began to fear him, I allowed him to work on my heart by asking for his grace daily. I think this is the secret to grow quickly in the Christian life and become useful to the master. As Paul said not that I am perfected but I strive to obtain it.
This could also explain why Jesus appears so angry with Laodicea in Revelation 3. Being lukewarm communicates to God that we have no need for him. This would never make sense for anyone, not even the most spiritual Christian living today because we all fall short of Jesus, yet Jesus expects us to be perfect as he is.
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