TT #40 · Parashas Toldos · Passuk 27:28
“May God give you of the dew of heaven and the fat of the earth, abundance of new grain and wine.
Torah Temimah points to Yoma 76b. E-Daf · Sefaria — Yoma 76b
If one merits, he becomes a head (rosh); if he does not merit, he becomes poor (rash) — from the dual spelling of tirosh/tirash.
Custom (Bavli — dual potential of wine: rosh or rash)
Wine can make a person a “head” or a “pauper,” according to whether one uses it properly.