The key to understanding the themes of Rosh Hashanah is the date. The Day of Judgment for the world was not chosen arbitrarily, but is specifically on this date — not because it is the first day of the year, but because it is the anniversary of the creation of Adam and Eve. – South Africa’s Chief Rabbi, Dr Warren Goldstein.
When a person turns himself around, regrets his past and does good, that is such a powerful act that his sins become merits. – Rabbi Shimon ben Lakish.
Though the righteous one may fall seven times, he will arise. – King Solomon (Proverbs 24:16).
A sudden transition from one opposite to another is impossible and therefore man, according to his nature, is not capable of abandoning suddenly all to which he was accustomed. – Rabbi Moshe ben Maimon (Guide for the Perplexed 3:23).
Rosh Hashanah is the Yom HaDin, the day of Judgment. The scales are poised. Each person is judged according to his deeds (or lack of them). – Slonimer Rebbe Shlita.