Is the one who disobeys Allah and then repents in a better state, or the one who did not disobey Allah?

The Shaykh : No, the one who does not disobey Allah is better, because the sinner may not be granted success in repentance. I say “may not,” meaning it is possible he will not be granted success in repentance. However, a person feels within himself that if he sins and then repents, he finds that he is ashamed of Allah, he returns to Him, and he is bashful before Him. But if he is one who continues in obedience, he does not attain the pleasure of repentance. This is something that has been tested and observed. Yes.