(Exodus 24:18) "And Moses entered into the midst of the cloud." It is written (Exodus 40:35), "And Moses was not able to enter into the Tent of Meeting because the cloud abode upon it," and it is written, "And Moses entered into the midst of the cloud." This teaches that the Holy One, blessed be He, grasped hold of Moses to bring him into the cloud. The school of Rabbi Yishmael taught: It is said here "into the midst of the cloud," and it is said elsewhere, "And the children of Israel went into the midst of the sea." Just as there it means a path, as it is written, "and the waters were a wall for them," so too here it means a path.
The Holy One Pulled Moses Into the Cloud
Yalkut Shimoni on Torah 363:2
(שמות כד יח) וַיָּבֹא מֹשֶׁה בְּתוֹךְ הֶעָנָן. כְּתִיב (שמות מ, לה) "וְלֹא יָכֹל מֹשֶׁה לָבוֹא אֶל אֹהֶל מוֹעֵד כִּי שָׁכַן עָלָיו הֶעָנָן", וּכְתִיב וַיָּבֹא מֹשֶׁה בְּתוֹךְ הֶעָנָן. מְלַמֵּד שֶׁתְּפָסוֹ הַקָּדוֹשׁ בָּרוּךְ הוּא לְמֹשֶׁה לְהָבִיאוֹ בֶּעָנָן. דְּבֵי רַבִּי יִשְׁמָעֵאל תְּנָא. נֶאֱמַר כָּאן בְּתוֹךְ הֶעָנָן, וְנֶאֱמַר לְהַלָּן "וַיָּבֹאוּ בְנֵי יִשְׂרָאֵל בְּתוֹךְ הַיָּם", מַה לְּהַלַּן שְׁבִיל, דִּכְתִיב (שם) "וְהַמַּיִם לָהֶם חוֹמָה", אַף כַּאן שְׁבִיל.