Shaul and Gidon

(יד) וַיִּפֶן אֵלָיו יְהוָה וַיֹּאמֶר לֵךְ בְּכֹחֲךָ זֶה וְהוֹשַׁעְתָּ אֶת יִשְׂרָאֵל מִכַּף מִדְיָן הֲלֹא שְׁלַחְתִּיךָ. (טו) וַיֹּאמֶר אֵלָיו בִּי אֲדֹנָי בַּמָּה אוֹשִׁיעַ אֶת יִשְׂרָאֵל הִנֵּה אַלְפִּי הַדַּל בִּמְנַשֶּׁה וְאָנֹכִי הַצָּעִיר בְּבֵית אָבִי.

(14) And the LORD turned towards him, and said: ‘Go in this thy might, and save Israel from the hand of Midian; have not I sent thee?’ (15) And he said unto him: ‘Oh, my lord, wherewith shall I save Israel? behold, my family is the poorest in Manasseh, and I am the least in my father’s house.’
(כ) וְלָאֲתֹנוֹת הָאֹבְדוֹת לְךָ הַיּוֹם שְׁלֹשֶׁת הַיָּמִים אַל תָּשֶׂם אֶת לִבְּךָ לָהֶם כִּי נִמְצָאוּ וּלְמִי כָּל חֶמְדַּת יִשְׂרָאֵל הֲלוֹא לְךָ וּלְכֹל בֵּית אָבִיךָ. (כא) וַיַּעַן שָׁאוּל וַיֹּאמֶר הֲלוֹא בֶן יְמִינִי אָנֹכִי מִקַּטַנֵּי שִׁבְטֵי יִשְׂרָאֵל וּמִשְׁפַּחְתִּי הַצְּעִרָה מִכָּל מִשְׁפְּחוֹת שִׁבְטֵי בִנְיָמִן וְלָמָּה דִּבַּרְתָּ אֵלַי כַּדָּבָר הַזֶּה.
(20) And as for thine asses that were lost three days ago, set not thy mind on them; for they are found. And on whom is all the desire of Israel? Is it not on thee, and on all thy father’s house?’ (21) And Saul answered and said: ‘Am not I a Benjamite, of the smallest of the tribes of Israel? and my family the least of all the families of the tribe of Benjamin? wherefore then speakest thou to me after this manner?’

This first aroused my attention to a connection between the rulers. Both Shaul and Gidon respond to a compliment by citing their low social status, which in their eyes disqualifies them from the honor being bestowed upon them.

Let's look deeper for more similarities.

(לב) וַיִּקְרָא לוֹ בַיּוֹם הַהוּא יְרֻבַּעַל לֵאמֹר יָרֶב בּוֹ הַבַּעַל כִּי נָתַץ אֶת מִזְבְּחוֹ.
(32) Therefore on that day he was called Jerubbaal, saying: ‘Let Baal contend against him, because he hath broken down his altar.’
(לד) וּבֶן יְהוֹנָתָן מְרִיב בָּעַל וּמְרִיב בַּעַל הוֹלִיד אֶת מִיכָה.
(34) And the son of Jonathan was Merib-baal; and Merib-baal begot Micah.

In the list of his genealogy, we see that Shaul's grandson has an almost identical name to Gidon. This is most probably a way of emulating the shofet.

(ב) וַתָּעָז יַד מִדְיָן עַל יִשְׂרָאֵל מִפְּנֵי מִדְיָן עָשׂוּ לָהֶם בְּנֵי יִשְׂרָאֵל אֶת הַמִּנְהָרוֹת אֲשֶׁר בֶּהָרִים וְאֶת הַמְּעָרוֹת וְאֶת הַמְּצָדוֹת.
(2) And the hand of Midian prevailed against Israel; and because of Midian the children of Israel made them the dens which are in the mountains, and the caves, and the strongholds.
(ו) וְאִישׁ יִשְׂרָאֵל רָאוּ כִּי צַר לוֹ כִּי נִגַּשׂ הָעָם וַיִּתְחַבְּאוּ הָעָם בַּמְּעָרוֹת וּבַחֲוָחִים וּבַסְּלָעִים וּבַצְּרִחִים וּבַבֹּרוֹת.
(6) When the men of Israel saw that they were in a strait—for the people were distressed—then the people did hide themselves in caves, and in thickets, and in rocks, and in holds, and in pits.

Here is another common point between Gidon and Shaul: both of the leaders try to take command of a military situation where the people are hiding in remote areas out of fear of the enemy, a phenomenon unique to these verses.

(יא) וַיָּבֹא מַלְאַךְ יְהוָה וַיֵּשֶׁב תַּחַת הָאֵלָה אֲשֶׁר בְּעָפְרָה אֲשֶׁר לְיוֹאָשׁ אֲבִי הָעֶזְרִי וְגִדְעוֹן בְּנוֹ חֹבֵט חִטִּים בַּגַּת לְהָנִיס מִפְּנֵי מִדְיָן.
(11) And the angel of the LORD came, and sat under the terebinth which was in Ophrah, that belonged unto Joash the Abiezrite; and his son Gideon was beating out wheat in the winepress, to hide it from the Midianites.
(ג) וְחָלַפְתָּ֨ מִשָּׁ֜ם וָהָ֗לְאָה וּבָ֙אתָ֙ עַד־אֵל֣וֹן תָּב֔וֹר וּמְצָא֤וּךָ שָּׁם֙ שְׁלֹשָׁ֣ה אֲנָשִׁ֔ים עֹלִ֥ים אֶל־הָאֱלֹהִ֖ים בֵּֽית־אֵ֑ל אֶחָ֞ד נֹשֵׂ֣א ׀ שְׁלֹשָׁ֣ה גְדָיִ֗ים וְאֶחָד֙ נֹשֵׂ֗א שְׁלֹ֙שֶׁת֙ כִּכְּר֣וֹת לֶ֔חֶם וְאֶחָ֥ד נֹשֵׂ֖א נֵֽבֶל־יָֽיִן׃ (ד) וְשָׁאֲל֥וּ לְךָ֖ לְשָׁל֑וֹם וְנָתְנ֤וּ לְךָ֙ שְׁתֵּי־לֶ֔חֶם וְלָקַחְתָּ֖ מִיָּדָֽם׃ (ה) אַ֣חַר כֵּ֗ן תָּבוֹא֙ גִּבְעַ֣ת הָאֱלֹהִ֔ים אֲשֶׁר־שָׁ֖ם נְצִבֵ֣י פְלִשְׁתִּ֑ים וִיהִי֩ כְבֹאֲךָ֨ שָׁ֜ם הָעִ֗יר וּפָגַעְתָּ֞ חֶ֤בֶל נְבִיאִים֙ יֹרְדִ֣ים מֵֽהַבָּמָ֔ה וְלִפְנֵיהֶ֞ם נֵ֤בֶל וְתֹף֙ וְחָלִ֣יל וְכִנּ֔וֹר וְהֵ֖מָּה מִֽתְנַבְּאִֽים׃ (ו) וְצָלְחָ֤ה עָלֶ֙יךָ֙ ר֣וּחַ יְהוָ֔ה וְהִתְנַבִּ֖יתָ עִמָּ֑ם וְנֶהְפַּכְתָּ֖ לְאִ֥ישׁ אַחֵֽר׃
(3) Then shalt thou go on forward from thence, and thou shalt come to the terebinth of Tabor, and there shall meet thee there three men going up to God to Beth-el, one carrying three kids, and another carrying three loaves of bread, and another carrying a bottle of wine. (4) And they will salute thee, and give thee two cakes of bread; which thou shalt receive of their hand. (5) After that thou shalt come to the hill of God, where is the garrison of the Philistines; and it shall come to pass, when thou art come thither to the city, that thou shalt meet a band of prophets coming down from the high place with a psaltery, and a timbrel, and a pipe, and a harp, before them; and they will be prophesying. (6) And the spirit of the LORD will come mightily upon thee, and thou shalt prophesy with them, and shalt be turned into another man.

In both cases, it appears that the leader will receive wine, but does not. Instead, he gets a wheat product, and just as the bread/flour is acquired, their revelation begins.

Additional Shoftim hints are hidden in the following pasuk, with Tavor and Beit El as parallels of Devorah.

(ג) וְחָלַפְתָּ֨ מִשָּׁ֜ם וָהָ֗לְאָה וּבָ֙אתָ֙ עַד־אֵל֣וֹן תָּב֔וֹר וּמְצָא֤וּךָ שָּׁם֙ שְׁלֹשָׁ֣ה אֲנָשִׁ֔ים עֹלִ֥ים אֶל־הָאֱלֹהִ֖ים בֵּֽית־אֵ֑ל אֶחָ֞ד נֹשֵׂ֣א ׀ שְׁלֹשָׁ֣ה גְדָיִ֗ים וְאֶחָד֙ נֹשֵׂ֗א שְׁלֹ֙שֶׁת֙ כִּכְּר֣וֹת לֶ֔חֶם וְאֶחָ֥ד נֹשֵׂ֖א נֵֽבֶל־יָֽיִן׃
(3) Then shalt thou go on forward from thence, and thou shalt come to the terebinth of Tabor, and there shall meet thee there three men going up to God to Beth-el, one carrying three kids, and another carrying three loaves of bread, and another carrying a bottle of wine.

The question I'll leave you with is such: Are we connecting Gidon to Shaul, or Shaul to Gidon? In other words, are we adding credibility to Shaul or taking it away from Gidon? Or are we doing both?