The short answer is that to bless people financially wasn’t Jesus’ mission when he was on earth (and neither is it now), which is why He never did it. So what was Jesus’ mission, and why was it so important?
According to Luke’s gospel, at the start of Jesus’ ministry He stood up in the synagogue and quoted Isaiah 61:
“The Spirit of the Lord is upon me,
because he has anointed me
to proclaim good news to the poor.
He has sent me to proclaim liberty to the captives
and recovering of sight to the blind,
to set at liberty those who are oppressed,
to proclaim the year of the Lord’s favor.”
(Luke 4:18-19)
His mission
By quoting Isaiah, Jesus declared his mission and the goal of his ministry. The first thing to notice is that Jesus has come to “proclaim” – it’s there three times in the above verses, so it’s clearly pretty important. In these verses the poor, the captives, the blind, and the oppressed all refer to those who are spiritually poor, captive, blind and oppressed. These terms refer to those who are oppressed by the devil, that is, to those who have been spiritually blinded, who have been enslaved by the devil, and who are spiritually bankrupt.
Therefore, from these verses Jesus’ mission is to “announce the good news of his saving power and merciful reign to all those brokenhearted – that is, poor – enough to believe” (Gilbert and DeYoung, What is the Mission of the Church, 40). Therefore Jesus’ mission is to proclaim that there is forgiveness of sins, that people can be reconciled to God.
How does He undo the judgment?
Indeed, this is the big issue throughout the whole Bible since Genesis 3. In Genesis 1 and 2 God made a wonderful creation that was “very good” (Genesis 1:31). He gave Adam and Eve just one command to keep (Genesis 2:16-17), and yet in Genesis 3 we read that they disobeyed God (Genesis 3:1-12). As a result, God judged them as He had said He would (Genesis 3:14-19), and banished them from his presence (Genesis 3:23-24). And yet, if you read Revelation 21 and 22, you’ll see that this judgement has somehow been undone – humanity now dwells with God in the new creation (Revelation 21:1-5), in a city that resembles the Garden of Eden from Genesis 2 (Revelation 22:1-5). The key question therefore is how does God undo the judgeent of Genesis 3 and bring humanity back into his presence in a perfect new creation?
The answer is by Jesus’ death and resurrection (Romans 4:25). When Jesus died on the Cross, He bore the punishment that all of us deserve (1 Peter 2:24), because all of us, just like Adam and Eve, have disobeyed God. Therefore, Jesus’ mission when He was on earth was to announce (or to proclaim, cf. Luke 4:18-19) that reconciliation with God would now possible.
Most important thing
This is why Jesus never financially blessed anyone when He was on earth – because it wasn’t his mission and indeed his mission of proclaiming release and reconciliation is a far greater blessing than any financial blessing. As Jesus said: “For what does it profit a man to gain the whole world and forfeit his soul?” (Mark 8:36). Therefore, the most important thing is not financial blessing, but reconciliation with God. The extent and depth of the blessings that Jesus has given us can easily be seen by reading Ephesians 1:3-14, where Paul says that Christians have been “blessed in the heavenly realms with every spiritual blessing in Christ” (Ephesians 1:3). We need to learn to value and treasure these blessings, which are of much greater value than money.
Other aspects as to why Jesus never blessed anyone financially while He was on earth include: (1) the Bible’s attitude to riches (see for example 1 Timothy 6:7-10, 17-19); (2) the fact that this world is not our home: rather we’re aliens and strangers passing through (1 Peter 1:1, 2:11), and therefore we’re not to make this world our home with riches; and (3) God gives riches so that we can be generous to others (see 2 Corinthians 9:6-11).