Assalamualaikum,
Ages ago I was talking about how I deal with life and (I think I posted on the other thread about the lead up to how I finally got sole residency of my children).
A friend said to me that the outcome of a thing is assured, it is because Allah loves us that he then gives us some time to attain the goal in a manner of our choice. Sometimes that means we throw ourselves on His mercy and strive by degrees to get closer to Allah thro prayer and dua and istighfar and that then benefits us.
I've never stopped praying or asking for forgiveness because of my own assessment of myself, I rather ask for forgiveness from Allah and rely on His mercy, there is nothing between me and my creator there is no shame to approach him with uplifted hands and a sorrowful heart, I won't let my vanity keep me away from him, he knows me better than I know myself who else would I beseech or confide in?
There's a lecture by Nouman Ali Khan, where he speaks of Allah's mercy, he says Allah is ar-Rahman his rahm is not mercy as we describe it, ie mercy shown to a wrongdoer by being lenient in punishment, but rather as the mercy a mother has on her foetus when she is pregnant, how she first goes to protect her unborn child when her stomach might be knocked or her baby hurt or if she is being hurt her instinct is to protect her unborn baby first, that mercy is not thro knowing whom she protects but it's a spontaneous act of love for the unknown child she is nurturing and expects nothing in return.
I can't explain it that well, but it was a light bulb moment when I heard that lecture. That of course I've always known this of Allah, that's why I've never been ashamed or embarrassed to turn to Him as I know I won't be turned away, he is waiting for me (with no benefit or disadvantage to Him) to ask of Him.
I love the lecture (I forget by whom), where the speaker said Allah stretches out his hand and says ask me for forgiveness I will forgive you, and especially for the night prayer, where Allah descends to the lowest heavens and asks is there anyone who asks for my forgiveness that I may forgive, is there anyone who asks for wealth ask me so that I may increase their wealth... etc, it's this that wakes me from even the deepest of sleep, the fact that Allah is asking us Himself, no other king would ask their subject, so how can we not ask?