http://revach.net/article.php?id=1435

Section: Parshas HaShavua   Category: Quick Vort
Parshas VaYeishev: Malach Gavriel and Sar of Eisav - Will the Real Man Please Stand Up

VaYimtzaayhu Ish Vihinay Soeh BaSadeh" - "A man found Yosef and he was blundering in the field". Rashi tells us that this "man" was. Malach Gavriel. If you take a look in Parshas VaYishlach the pasuk says, "Vayaovek Ish Imo Ad Alos HaShachar". There Rashi says that the "Ish" was "Saro Shel Esav" - Esav's Malach. How did Rashi know to diffrentiate between the 2 words "Ish"?

I once heard a pshat, if you look in Parshas VaYishlach the pasuk says that this Ish was fighting with Yaakov ("Vayaovek Ish Imo") - that was the Middah of Esav (Yadayim Yiday Esav) - therefore Rashi says that it was Esav's Malach. However, in Parshas VaYeishev, this Ish asked Yaakov, "Mah Tivakesh" - you look lost, what are you looking for? This was a Malach that was concerned about the welfare of another person. This had to be Malach Gavriel!