Rav Chaim Friedlander zt"l wrote that when chazal tell us on that on Rosh Hashona we should be like "rashim," poor people begging from Hashem, it should be understood literally.

We think we have everything, but it isn't true. On Rosh Hahsona everything is cancelled and we have to receive everything anew. Health, success, prosperity, life, etc., all start again from Rosh Hashona and depend on the din. If we realize this, then we are indeed "rashim," poor people, and must beg for everything from the beginning.

On Leil Shabbos I spoke in the Beis Midrash and among other things I said an idea that I saw from Rav Itzele Blazer. The Gemorra says that while tzadikim and reshaim are written and sealed on Rosh Hashana, Beinonim are "Teluyim veomdim" until Yom Kippur. This means that they hang in the balance until Yom Kippur. If they do teshuva they get life, and if not, then they don't. Rav Itzele Blazer says to get a sense of these 10 days of teshuva we should take these words literally. "Teluyim" means hanging, and "omdim" means standing. This, he says, is the position that a person who is about to be executed finds himself in. He is standing on a box (omdim) and the noose is around his neck (teluyim). If we beinonim do nothing during these days, then the box is kicked out and that's it. But, if we do teshuva, then the noose is removed. His talmid Rav Mishkovsky points out that once the noose is removed he is left standing on a platform higher than everyone else. So there we have it. Everything we do this week must be examined. Is this action, word, thought or deed kicking the box out from under my feet, or taking the noose off my neck?

Beezras Hashem we should all finish standing on a higher madreiga and be nechtam lechaim tovim uleshalom together with all beis yisrael

Gemar chasima Tova.
Rav Segal