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I know that in Exodus, the wandering is because God was killing off the unbelieving generation so they would not enter into the Promised Land, but is Psalm 107:4-7 ascribing the forty years of wandering in the wilderness to Moses refusing to ask for directions?

  4Some lost their way in the wilderness, 
     in the wasteland; 
     they found no settled place. 
  5Hungry and thirsty, 
     their spirit failed. 
  6In their adversity they cried to the LORD, 
     and He rescued them from their troubles. 
  7He showed them a direct way 
     to reach a settled place. 

Jewish Publication Society. (1985). Tanakh: The Holy Scriptures (Ps 107:4–7). Jewish Publication Society.

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    Who says this is talking about the 40 years the children of Israel spent in the desert after Sinai?
    – Rabbi Kaii
    Commented Aug 14 at 18:13
  • @RabbiKaii , do you have a different context in mind?
    – Ruminator
    Commented Aug 14 at 18:33
  • It's very poetic and there is very little context, overall and in the specific statements like the one you are bringing. I don't find any commentaries reading it your way (some attribute this overal psalm to the 40 years in the desert, some poetically to the more general exiles, some see it as generally being lost in a desert, unrelated to any themes of exile)
    – Rabbi Kaii
    Commented Aug 14 at 18:43
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    @RabiiKaii I'm a little baffled by the context because it speaks of an ingathering from the various compass points, which seems irrelevant to slavery in Egypt.
    – Ruminator
    Commented Aug 14 at 18:46
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    Berakhot 54b: Four must offer thanks to God with a thanks-offering and a special blessing. They are: Seafarers, those who walk in the desert, and one who was ill and recovered, and one who was incarcerated in prison and went out. [All are in Psalm 107.] Commented Aug 14 at 19:19

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Goodness no. The "Moses not asking directions" is a famous joke, but just a joke.

The 40 years in the desert were a punishment decreed early-on; once the years were up, G-d said "okay, time to start entering the land." The people in that year didn't need to cry out. And they were never "lost." During those 40 years, they were ordered/directed where to go in the desert -- it just wasn't the way they wished to go.

Psalm 107 does describe people who should give thanks after dangerous ordeals. Leviticus 7:12 describes a "thanks" offering (korban todah). Today instead we recite Birkat HaGomel publicly in synagogue. The linkage between Psalm 107 and the requirement to publicly give thanks appears in the Talmud, Berachot 54b (I'm just pasting Sefaria's translation here):

אָמַר רַב יְהוּדָה אָמַר רַב: אַרְבָּעָה צְרִיכִין לְהוֹדוֹת: יוֹרְדֵי הַיָּם, הוֹלְכֵי מִדְבָּרוֹת, וּמִי שֶׁהָיָה חוֹלֶה וְנִתְרַפֵּא, וּמִי שֶׁהָיָה חָבוּשׁ בְּבֵית הָאֲסוּרִים וְיָצָא. Rav Yehuda said that Rav said: Four must offer thanks to God with a thanks-offering and a special blessing. They are: Seafarers, those who walk in the desert, and one who was ill and recovered, and one who was incarcerated in prison and went out. All of these appear in the verses of a psalm (Psalms 107).

The Talmud continues...

הוֹלְכֵי מִדְבָּרוֹת מְנָלַן? דִּכְתִיב: ״תָּעוּ בַמִּדְבָּר בִּישִׁימוֹן דָּרֶךְ עִיר מוֹשָׁב לֹא מָצָאוּ … וַיִּצְעֲקוּ אֶל ה׳ … וַיַּדְרִיכֵם בְּדֶרֶךְ יְשָׁרָה … יוֹדוּ לַה׳ חַסְדּוֹ״. The Gemara asks: From where do we derive that those who walk in the desert are required to thank God? The Gemara answers: As it is written in the same psalm: “They wandered in the wilderness in a solitary way; they found no city in which to dwell” (Psalms 107:4), “And then they cried unto the Lord in their trouble, and He delivered them out of their distresses. And He led them forth by the right way” (Psalms 107:6–7). After God guides them on the right way, it is said: “They are grateful to God for His goodness” (Psalms 107:8).

If you look in the context of Psalm 107, it is (as the Talmud notes) describing four categories of people going through a dangerous ordeal. Seafarers, the seriously ill, those traveling in the wilderness, and those imprisoned. The Jews of the desert were clearly not seafarers, so it would be very odd for one-quarter of this Psalm to be a historical reference to one particular group of desert-goers, when the other thirds are about people in general.

Malbim's commentary does put these verses into context. Chapter 106 ends with a prayer that the Jews be "gathered from the nations", back to Israel. Chapter 107 therefore continues: upon returning from exile from north, south, east, and west, they will thank G-d. Now additionally, those who go through the wilderness, or illness, etc. will thank G-d. (Alternatively: upon the ingathering of the Jews, they will thank G-d for all the dangerous occasions they survived.)

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