‘Umar Ibn Al-Khattaab said: “The happiest of people is the one under whose care people are happy because of him, and the most miserable of people is the one under whose care people are miserable because of him.” [Manaaqib ‘Umar, by Ibn Al-Jawzee, p.130]
‘Umar Ibn Al-Khattaab said: “We used to say that this Ummah will be doomed by knowledgeable hypocrites.” [Al-Wilaayah ‘Alaa Al-Buldaan, 1/142]
‘Umar Ibn Al-Khattaab would write to his governors during his caliphate and say: “The most important of your affairs in my view is prayer; whoever prays regularly has protected his faith, but whoever neglects it, is bound to be more negligent in other issues of faith.” [At-Taareeqah Al-Hakamiyah, p.240]
‘Umar Ibn Al-Khattaab said: “If I live, I would not leave the widows of Iraaq in need of anyone after me.“
‘Umar Ibn Al-Khattaab said: “Do not put off today’s work until tomorrow, lest work accumulate and you achieve nothing.” [Munaaqib Ameer Al-Mu’mineen, by Ibn Al-Jawzee, p.129]
‘Umar Ibn Al-Khattaab said: “There is no relationship between Allaah and anyone except through obedience to Him.” [Taareekh At-Tabaree, 4/306]
‘Umar Ibn Al-Khattaab said: “Ask Allaah for help against your evil whims and desires just as you ask Him for help against your enemies.” [Al-Faarooq ‘Umar Ibn Al-Khattaab, by Muhammad rasheed Rida, p. 119]
‘Umar Ibn Al-Khattaab said: “I wish you knew what I have in my heart for you, but there is no way for you to know except by my actions.” [Taareekh At-Tabaree, 4/409]
‘Umar Ibn Al-Khattaab said: “Whoever acts on whims and desires and sin loses out and harms no one but himself. Whoever follows the sunnah and adheres to laws and follows the right path, seeking that which is with Allaah for those who obey Him, is doing the right thing and is a winner.” [Taareekh At-Tabaree, 4/410]
‘Umar Ibn Al-Khattaab said: “The one who is in a position of leadership is more likely to fall into temptation or sin, except those whom Allaah protects, and they are few.” [Futooh Ash-Shaam, p.100]
‘Umar Ibn Al-Khattaab said: “If I slept during the day I would have neglected the people, and if I slept during the night I would have neglected myself. How can I sleep when I have these two concerns, O Mu’aawiyah?” [Futooh Misr Wa Al-Maghrib, p.105]
‘Umar Ibn Al-Khattaab said: “Whoever appoints a man because of favouritism or blood ties, and does not appoint him for any other reason, has betrayed Allaah and His Messenger. And whoever appoints an evildoer knowing that he is an evildoer, is just like him.” [Al-Idaarah Al-‘Askariyah Fee Ad-Dawlat Al-Islaamiyah, 1/66]
‘Umar Ibn Al-Khattaab said: “The leader of an army or a campaign should not give anyone the hadd punishment of lashes until the battle is over, lest the Devil cause him to join the disbelievers.” [Taareekh Al-Khulafaa’ by As-Suyootee, p.131]
‘Umar Ibn Al-Khattaab said (advising Sa’d Ibn Abee Waqqaas, who was the leader of an army), “I urge you and the troops who are with you to fear Allaah in all circumstances, for fear of Allaah is the best means of preparation to face the enemy and the best plan at times of war. I command you and those who are with you to be more cautious of sin than of your enemy, for the sins of an army are more alarming for them then their enemy. And the Muslims are only granted divine help because of their enemy’s disobedience towards Allaah.” [Al-Faarooq ‘Umar Ibn Al-Khattaab, by Muhammad Rasheed Rida, p.119]
‘Umar Ibn Al-Khattaab said, when he was on his deathbed, offering advice to the next caliph, saying: “I advise the caliph who comes after me to treat the soldiers in the outposts well, for they are the shield of Islam. They collect money and annoy the enemy. He should not take from them anything except that which is surplus to their needs, with their consent.“
‘Umar Ibn Al-Khattaab said: “By Allaah, besides Whom there is no other god, if I had all the gold and silver in the world, I would pay it to avoid the terror of what comes after death.” [Saheeh At-Tawtheeq Fee Seerat Wa Hayaat Al-Faarooq, p.383]
‘Umar Ibn Al-Khattaab said: “By Allaah, if I had an earth-full of gold, I would use it to ransom myself from the punishment of Allaah before I saw it.” [Bukhaaree]