How Can You Know If You Are Poor In Spirit

 Blessed are the poor in spirit, for theirs is the kingdom of heaven. Matthew 5:3 ESV

Seven ways to know if you are poor in spirit (Thomas Watson on The Beatitudes)

1. He that is poor in spirit is weaned from himself. (But I have calmed and quieted my soul, like a weaned child with its mother; like a weaned child is my soul within me. Psalm 131: 2 ESV)  Your focus is not on yourself.
2. He that is poor in spirit is a Christ-admirer. Your focus is on Christ.
3. He that is poor in spirit is ever complaining of his spiritual estate. ('One pretends to be rich, yet has nothing; another pretends to be poor, yet has great wealth." Proverbs 13:7 ESV)  
4. He that is poor in spirit is lowly in heart. (Job 42:6 'therefore I despise myself, and repent in dust and ashes.', Philippians 4:13 'I can do all things through him who strengthens me.', Galatians 2: 20 'I have been crucified with Christ. It is no longer I who live, but Christ who lives in me. And the life I now live in the flesh I live by faith in the Son of God, who loved me and gave himself for me.' 1 Corinthians 15:10 'But by the grace of God I am what I am, and his grace toward me was not in vain. On the contrary, I worked harder than any of them, though it was not I, but the grace of God that is with me.' ESV) 
5. He who is poor in spirit is much in prayer.
6. The poor in spirit is content to take Christ upon his own terms. (Philippians 3:8 'Indeed, I count everything as loss because of the surpassing worth of knowing Christ Jesus my Lord. For his sake I have suffered the loss of all things and count them as rubbish, in order that I may gain Christ and be found in him, not having a righteousness of my own that comes from the law, but that which comes through faith in Christ, the righteousness from God that depends on faith', ESV)
7. He that is poor in spirit is an exalter of free grace. (1 Timothy 1:14 'and the grace of our Lord overflowed for me with the faith and love that are in Christ Jesus.' ESV)