Rav Dessler and free will
(טו) רְאֵ֨ה נָתַ֤תִּי לְפָנֶ֙יךָ֙ הַיּ֔וֹם אֶת־הַֽחַיִּ֖ים וְאֶת־הַטּ֑וֹב וְאֶת־הַמָּ֖וֶת וְאֶת־הָרָֽע׃
(15) See, I set before you this day life and prosperity, death and adversity.

(א) ראה נתתי לפניך היום את החיים ואת הטוב. כי אם חיים אתה מבקש צפה לטוב לעשות הטוב בעיני ה', וא"ת למה לא הקדים הטוב שהרי ע"י מעשה הטוב יזכה לחיים, תשובה לדבר שבא להזהירו שלא יבקש לעשות הטוב בעיני ה' כדי שיחיה אלא יחיה כדי שיעשה טוב, שלא יבקש חיים גופני כי אם יבקש החיים כדי שיוכל לעבוד בימי חייו את בוראו כמ"ש (תהלים לד יג) מי האיש החפץ חיים אוהב ימים לראות טוב.

(יט) הַעִידֹ֨תִי בָכֶ֣ם הַיּוֹם֮ אֶת־הַשָּׁמַ֣יִם וְאֶת־הָאָרֶץ֒ הַחַיִּ֤ים וְהַמָּ֙וֶת֙ נָתַ֣תִּי לְפָנֶ֔יךָ הַבְּרָכָ֖ה וְהַקְּלָלָ֑ה וּבָֽחַרְתָּ֙ בַּֽחַיִּ֔ים לְמַ֥עַן תִּחְיֶ֖ה אַתָּ֥ה וְזַרְעֶֽךָ׃

(19) I call heaven and earth to witness against you this day: I have put before you life and death, blessing and curse. Choose life—if you and your offspring would live—
(א) וַ֠יָּבֹאוּ שְׁנֵ֨י הַמַּלְאָכִ֤ים סְדֹ֙מָה֙ בָּעֶ֔רֶב וְל֖וֹט יֹשֵׁ֣ב בְּשַֽׁעַר־סְדֹ֑ם וַיַּרְא־לוֹט֙ וַיָּ֣קָם לִקְרָאתָ֔ם וַיִּשְׁתַּ֥חוּ אַפַּ֖יִם אָֽרְצָה׃ (ב) וַיֹּ֜אמֶר הִנֶּ֣ה נָּא־אֲדֹנַ֗י ס֣וּרוּ נָ֠א אֶל־בֵּ֨ית עַבְדְּכֶ֤ם וְלִ֙ינוּ֙ וְרַחֲצ֣וּ רַגְלֵיכֶ֔ם וְהִשְׁכַּמְתֶּ֖ם וַהֲלַכְתֶּ֣ם לְדַרְכְּכֶ֑ם וַיֹּאמְר֣וּ לֹּ֔א כִּ֥י בָרְח֖וֹב נָלִֽין׃
(1) The two angels arrived in Sodom in the evening, as Lot was sitting in the gate of Sodom. When Lot saw them, he rose to greet them and, bowing low with his face to the ground, (2) he said, “Please, my lords, turn aside to your servant’s house to spend the night, and bathe your feet; then you may be on your way early.” But they said, “No, we will spend the night in the square.”
(יב) וְהָיָ֗ה כִּֽי־יִרְא֤וּ אֹתָךְ֙ הַמִּצְרִ֔ים וְאָמְר֖וּ אִשְׁתּ֣וֹ זֹ֑את וְהָרְג֥וּ אֹתִ֖י וְאֹתָ֥ךְ יְחַיּֽוּ׃ (יג) אִמְרִי־נָ֖א אֲחֹ֣תִי אָ֑תְּ לְמַ֙עַן֙ יִֽיטַב־לִ֣י בַעֲבוּרֵ֔ךְ וְחָיְתָ֥ה נַפְשִׁ֖י בִּגְלָלֵֽךְ׃ (יד) וַיְהִ֕י כְּב֥וֹא אַבְרָ֖ם מִצְרָ֑יְמָה וַיִּרְא֤וּ הַמִּצְרִים֙ אֶת־הָ֣אִשָּׁ֔ה כִּֽי־יָפָ֥ה הִ֖וא מְאֹֽד׃ (טו) וַיִּרְא֤וּ אֹתָהּ֙ שָׂרֵ֣י פַרְעֹ֔ה וַיְהַֽלְל֥וּ אֹתָ֖הּ אֶל־פַּרְעֹ֑ה וַתֻּקַּ֥ח הָאִשָּׁ֖ה בֵּ֥ית פַּרְעֹֽה׃
(12) If the Egyptians see you, and think, ‘She is his wife,’ they will kill me and let you live. (13) Please say that you are my sister, that it may go well with me because of you, and that I may remain alive thanks to you.” (14) When Abram entered Egypt, the Egyptians saw how very beautiful the woman was. (15) Pharaoh’s courtiers saw her and praised her to Pharaoh, and the woman was taken into Pharaoh’s palace.
(כט) וַיְהִ֗י בְּשַׁחֵ֤ת אֱלֹהִים֙ אֶת־עָרֵ֣י הַכִּכָּ֔ר וַיִּזְכֹּ֥ר אֱלֹהִ֖ים אֶת־אַבְרָהָ֑ם וַיְשַׁלַּ֤ח אֶת־לוֹט֙ מִתּ֣וֹךְ הַהֲפֵכָ֔ה בַּהֲפֹךְ֙ אֶת־הֶ֣עָרִ֔ים אֲשֶׁר־יָשַׁ֥ב בָּהֵ֖ן לֽוֹט׃
(29) Thus it was that, when God destroyed the cities of the Plain and annihilated the cities where Lot dwelt, God was mindful of Abraham and removed Lot from the midst of the upheaval.
(א) ויזכור אלהים את אברהם. מַהוּ זְכִירָתוֹ שֶׁל אַבְרָהָם עַל לוֹט? נִזְכַּר שֶׁהָיָה לוֹט יוֹדֵעַ שֶׁשָּׂרָה אִשְׁתּוֹ שֶׁל אַבְרָהָם וְשָׁמַע שֶׁאָמַר אַבְרָהָם בְּמִצְרַיִם עַל שָׂרָה אֲחוֹתִי הִיא, וְלֹא גִלָּה הַדָּבָר, שֶׁהָיָה חָס עָלָיו, לְפִיכָךְ חָס הַקָּבָּ"ה עָלָיו (בראשית רבה):
(1) ויזכר אלהים את אברהם GOD REMEMBERED ABRAHAM — What bearing has God’s remembering Abraham upon the rescue of Lot? He remembered that Lot knew that Sarah was Abraham’s wife and that when he heard that Abraham said in Egypt regarding Sarah, “She is my sister”, he did not betray him because he had sympathy with him. For this reason God had mercy upon him (Lot) (Genesis Rabbah 51:6).

Rabbi Dessler concludes his discussion by advising us that this bechira-point does not remain static:

With each good choice successfully carried out, the person rises higher in spiritual level; that is, things that were previously in the line of battle are now in the area controlled by the yetzer hatov and actions done in that area can be undertaken without struggle and without bechira. And so in the other direction. Giving in to the yetzer hara pushes back the frontier of the good, and an act which previously cost one a struggle with one's conscience will now be done without bechira at all.

Think of those choices that often confront you where you really do experience the possibility of going either way. Do you waver over the second piece of dessert? Is reaching into your purse or wallet a struggle with an uncertain outcome? Do you know you should call or visit a sick friend, and yet you hesitate and vacillate over actually doing it? Do you look at the sink full of dishes and lean this way and that way and back again and go all around over whether the responsibility is yours?

These points represent the greatest potential to ascend spiritually.

Rabbi Eliyahu Dessler has given us a very helpful concept to help us understand this give and take, push and pull we experience whenever we try to do something that reflects our ambition to elevate ourselves. He identifies what he calls the bechira-points in each of us. The word "bechira" means "choice" in Hebrew, and refers to our free will. There is, Rabbi Dessler says, an inner battle-line that is drawn right at those places where choice is very alive for you, where you really could go either way with a decision. He illustrates what he means by referring to a real battle:

When two armies are locked in battle, fighting takes place only at the battlefront. Territory behind the lines of one army is under that army's control and little or no resistance need be expected there. A similar situation prevails in respect of territory behind the lines of the other army. If one side gains a victory at the front and pushes the enemy back, the position of the battlefront will have changed. In fact, therefore, fighting takes place only at one location.

With our inner struggle, the battle takes place only at one point.

This image describes the situation we ourselves regularly face whenever we try to do anything that involves an exercise of choice. If it is an easy choice where your values and appetites are well-established, you don't experience any struggle at all. Nor is it any harder when the choice is so far outside your interests or potential; then you aren't even tempted.

Rabbi Dessler zeroes in: "Free will is exercised and a valid choice made only on the borderline between the forces of good and the forces of evil within that person."

(ו) אַף עַל פִּי שֶׁהַתְּשׁוּבָה וְהַצְּעָקָה יָפָה לָעוֹלָם. בַּעֲשָׂרָה הַיָּמִים שֶׁבֵּין רֹאשׁ הַשָּׁנָה וְיוֹם הַכִּפּוּרִים הִיא יָפָה בְּיוֹתֵר וּמִתְקַבֶּלֶת הִיא מִיָּד שֶׁנֶּאֱמַר (ישעיה נה ו) "דִּרְשׁוּ ה' בְּהִמָּצְאוֹ". בַּמֶּה דְּבָרִים אֲמוּרִים בְּיָחִיד אֲבָל צִבּוּר כָּל זְמַן שֶׁעוֹשִׂים תְּשׁוּבָה וְצוֹעֲקִין בְּלֵב שָׁלֵם הֵם נַעֲנִין שֶׁנֶּאֱמַר (דברים ד ז) "כַּה' אֱלֹהֵינוּ בְּכָל קָרְאֵנוּ אֵלָיו":

(6) Although it is ever well to cry out and repent, but during the space of the ten days' time between Rosh ha-Shanah and Yom ha-Kippurim it is exceedingly better, and the supplication is presently accepted, even as it is said: "Seek ye the Lord while He may be found" (Is. 55.6). But that is saying solely concerning an individual, but a community every time they cry out a whole hearted repentance they are answered, even as it is said: "As the Lord our God is in all things that we call upon him for" (Deut. 6.7).7Rosh ha-Shanah, 18a. C.