“Most people become miserly in their giving because they worry that they will not have enough for themselves. Paul assures them that God will supply them with plenty for their needs at all times and uses alliterative repetition to carry his point:
And God is able to make all grace abound to you, so that having all sufficiency, in all things at all times you may abound in every good work. 2 Corinthians 9:8.
Reluctance to sow generously, then, reflects a refusal to trust that God is all sufficient and all gracious. It also assumes that we can only give when we are prospering and have something extra that we will not need for ourselves. Paul says that at all times God provides us with all that we need so there is never any time when we cannot be generous.”
David Garland in 2 Corinthians: An Exegetical and Theological Exposition of Holy Scripture (NAC; Nashville: Holman, 1999) 407-8.
The voice of hesitation we hear linked to God’s ability to make all grace abound to us to have all sufficiency at all times and on all occasions so that we may abound in every good work is reminiscent of the serpent in the garden.
Now the serpent was more crafty than any of the wild animals the LORD God had made. He said to the woman, “Did God really say, ‘You must not eat from any tree in the garden’?” Genesis 3:1
It comes across like this: “Did God really say that He is able to make all grace abound to you?” or “Did God really say that having all sufficiency, in all things at all times you may abound in every good work?”
All means all. Garland is spot on. Reluctance to sow is refusal to trust. God, help us in our unbelief, forgive us for our distrust, and so that we don’t reap sparingly, move us from being miserly to exhibiting generosity. Do all this so that the blessings you gave us accomplish the all purposes for which You intended.