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Why can't Kiddush be made early on Pesach (פסח) night when regular Shabbos (שבת) Kiddush permits early acceptance? The shiur develops that according to the Ramban (רמב"ן), Sipur Yetzias Mitzrayim is intrinsically tied to nighttime eating of the Korban Pesach. Since the Four Cups are part of the Hagadah obligation, even Kiddush must wait for nightfall.
Rabbi Zweig analyzes the complex sugya on Pesachim 99b dealing with the proper timing for eating matzah and making Kiddush on Pesach (פסח) night. The Mishna states "lo yochal odom erev Pesach ad shetechshach" - one may not eat on erev Pesach until nightfall. Tosafos (תוספות) explains that this applies specifically to matzah due to a hekesh (textual comparison) between matzah, Pesach, and maror, since the Korban Pesach must be eaten at night. Tosafos raises a significant question: why can't one make Kiddush early on Pesach night, even if matzah must wait until nightfall? On regular Shabbos (שבת), one can accept Shabbos early and make Kiddush before nightfall. Tosafos brings a proof from the Gemara (גמרא) in Brachos about early Kiddush on Shabbos, suggesting that Pesach is different. Rabbi Zweig suggests that according to the Ramban (רמב"ן)'s view in Sefer HaMitzvos, Sipur Yetzias Mitzrayim (the obligation to tell the story of the Exodus) is intrinsically connected to Achilas HaPesach. If the din of Hagadah cannot begin until nighttime, and if the Four Cups are part of the Hagadah obligation, then Kiddush itself would require nighttime since it's the first of the Arba Kosos.
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Pesachim 99b
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Why does the Gemara present a kal v'chomer for chuppah making kiddushin based on kesef not being maichel b'terumah, only to reject it? The shiur reveals that even the rejected kal v'chomer establishes a fundamental yesod: kiddushin is a kinyan for ishus (marital relationship), not merely a kinyan in hilchos kinyanim. The second kal v'chomer—from chuppah being gomeres—raises Tosafos's famous question.
Is the kesef used in kiddushin a true kinyan (acquisition), or merely a symbolic means of establishing marriage? The shiur analyzes multiple interpretations of the Gemara's derivation from ki yikach ki'ach mi'Sayeffron, exploring whether marriage constitutes ownership, and develops three fundamental approaches: (1) The Gemara proves ishus is a kinyan, (2) ishus is not a kinyan but uses kinyan-like means, or (3) ishus is a kinyan but the kesef may not be a ma'aseh kinyan. The Rambam's position—calling kesef "midivrei sofrim"—is explained as distinguishing between cross-referencing concepts versus borrowing terminology.
Why does the Mishna alternate between the language of "kinyan" (acquisition) and "kiddushin" (sanctification) when describing marriage? The shiur develops a fundamental distinction: marriage has two separate aspects—a kinyan dimension (ownership) and a kedusha dimension (sanctified relationship). Either aspect can initiate the bond, and understanding this dual nature resolves multiple textual and halachic questions throughout the sugya.
Does kiddushei shetar require a shevah pruta? The Ran presents two approaches to the Rif's position. The shiur develops the Ran's second pshat that shetar kiddushin functions as a hachnah (exchange) rather than a mere kinyan nesina. This reading has profound implications for isuri hana'ah, mechubar, and the relationship between kesef and shetar.