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Baris 38:
Kajol menyebut dirinya keras kepala sejak belia, menambahkan, "Jika saya mengambil [sebuah] keputusan tentang sesuatu, saya akan melakukannya [...] Saya memiliki keegoisan yang besar, saya tidak pernah meneteskan air mata [dan] saya [adalah] anak yang berbeda."<ref>{{cite web|last=Choudhary|first=Anuradha|date=13 April 2012|title=Kajol: A Mother's Role is More Defined|url=http://idiva.com/news-work-life/kajol-a-mothers-role-is-more-defined/12151|publisher=iDiva|archive-url=https://web.archive.org/web/20120609104853/http://idiva.com/news-work-life/kajol-a-mothers-role-is-more-defined/12151|archive-date=9 Juni 2012|accessdate=11 Agustus 2020|url-status=live}}</ref> Menurut Kajol, ibunya menanamkannya rasa kemandirian sejak dini. Dibesarkan di antara dua budaya yang berbeda, ia mewarisi "[[pragmatisme]] [[Orang Marathi|Marathi]]" dari ibunya dan "ketemperamenan [[Orang Bengali|Bengali]]" dari ayahnya. Orang tuanya berpisah sejak ia berusia muda, namun menurutnya hal tersebut tidak terlalu memberikan pengaruh terhadap masa kecilnya.<ref name="India Today01">{{cite news|last=Bamzai|first=Kaveree|date=22 Mei 2006|title=Return of the natural|url=http://indiatoday.intoday.in/story/kajol-returns-to-unsettle-bollywood-reigning-deities/1/181245.html|work=India Today|archive-url=https://web.archive.org/web/20131005183624/http://indiatoday.intoday.in/story/kajol-returns-to-unsettle-bollywood-reigning-deities/1/181245.html|archive-date=5 Oktober 2013|accessdate=11 Agustus 2020|url-status=dead}}</ref> Kajol mengenyam pendidikan di [[Sekolah Biara St. Joseph, Panchgani]] dan [[Kolese untuk Wanita Sophia]], serta mengikuti beberapa kegiatan ekstrakurikuler, termasuk menari.<ref>{{cite web|date=22 Agustus 2007|title=When Kajol was head girl|url=http://www.rediff.com/movies/report/reader/20070822.htm|publisher=Rediff.com|archive-url=https://web.archive.org/web/20150607155714/http://www.rediff.com/movies/report/reader/20070822.htm|archive-date=7 Juni 2015|accessdate=11 Agustus 2020|url-status=live}}</ref><ref>{{Cite web|last=[[Menteri Urusan Luar Negeri (India)|Menteri Urusan Luar Negeri]]|date=Mei 2006|title=Kajol: Ready for a comeback|url=https://eoi.gov.in/kabul/?pdf0277?000.pdf|publisher=India Review|archive-url=https://web.archive.org/web/20200904120651/https://eoi.gov.in/kabul/?pdf0277?000.pdf|archive-date=4 September 2020|access-date=4 September 2020|url-status=live}}<!-- Aslinya url-nya adalah https://eoi.gov.in/kabul/?pdf0277?000, namun agar muncul logo PDF, maka terpaksa ditambahkan ".pdf" pada bagian akhir url tersebut. --></ref> Ia juga mengembangkan sebuah minat untuk membaca buku-buku fiksi selama masa-masa pembelajaran tersebut, dilakukannya untuk membantunya "melewati masa-masa buruk" dalam kehidupannya.<ref>{{cite news|date=19 April 2012|title=Kajol shoots for a short film on education and literacy|url=http://www.mid-day.com/entertainment/2012/apr/190412-Kajol-shoots-for-a-short-film-about-education-and-literacy.htm|work=[[Mid Day]]|archive-url=https://web.archive.org/web/20120630154819/http://www.mid-day.com/entertainment/2012/apr/190412-Kajol-shoots-for-a-short-film-about-education-and-literacy.htm|archive-date=30 Juni 2012|accessdate=11 Agustus 2020|url-status=live}}</ref>
 
Semasa mendampingi temannya untuk melakukan sebuah sesi foto, sutradara [[Rahul Rawail]], ketika sedang mencari seorang pemeran utama perempuan untuk proyek terbarunya ''[[Bekhudi]]'', melihat Kajol dan kemudian tertarik untuk memilihnya.<ref name="Sit wih hitlist">{{Cite news|last=Shekhar|first=Mayank|author-link=Mayank Shekhar|date=29 Januari 2019|title=Sit With Hitlist&nbsp;– Kajol: I Am Not Doing Movies Anymore Which Require Me To Cry|url=https://www.mid-day.com/articles/kajol-walks-down-memory-lane-and-gets-candid-with-mayank-shekhar/19804156|work=Mid Day|location=Mumbai, India|archive-url=https://web.archive.org/web/20180916155222/https://www.mid-day.com/articles/kajol-walks-down-memory-lane-and-gets-candid-with-mayank-shekhar/19804156|archive-date=16 September 2018|access-date=4 September 2020|url-status=live}}</ref> Ia mendapatkan peran seorang gadis perkuliahan, dan mengalami beberapa kali pergantian lawan main, termasuk [[Saif Ali Khan]] dan [[Chandrachur Singh]],<ref>{{cite web |title="The actor has taken a backseat to the star"|url=https://www.rediff.com/movies/apr/04chur.htm |last=Verma |first=Sukanya |date=4 April 1997 |publisher=Rediff.com |archive-url=https://web.archive.org/web/20030424073709/https://www.rediff.com/movies/apr/04chur.htm |archive-date=24 April 2003 |access-date=30 Agustus 2020 |url-status=live }}</ref> sebelum akhirnya [[Kamal Sadanah]] terpilih.<ref name="Bekhudi">{{Cite web|last=Verma|first=Sukanya|authorlink=Sukanya Verma|date=6 Desember 2001|title=Oh Kajol!: Unraveling a phenomenon (Intro)|url=https://www.rediff.com/movies/2001/dec/06intro.htm|publisher=Rediff.com|archive-url=https://web.archive.org/web/20030306083616/https://www.rediff.com/movies/2001/dec/06intro.htm|archive-date=6 Maret 2003|access-date=11 Agustus 2020|url-status=live}}</ref><ref>{{Cite news|last=Bose|first=Derek|author-link=Derek Bose|date=24 Mei 2008|title=Playing Saif|url=https://www.tribuneindia.com/2008/20080524/saturday/main1.htm|work=[[The Tribune (Chandigarh)|The Tribune]]|archive-url=https://web.archive.org/web/20180220033457/https://www.tribuneindia.com/2008/20080524/saturday/main1.htm|archive-date=20 Februari 2018|access-date=11 Agustus 2020|url-status=live}}</ref> Pemfilman dimulai pada 1990, dan sebagian besarnya dilakukan di Kanada; semenjak itu, Kajol memutuskan untuk keluar dari pendidikannya, sebuah hal yang kemudian disesalinya pada masa mendatang.<ref name="India Today01" /><ref>{{cite news |url=https://www.newindianexpress.com/entertainment/hindi/2013/feb/04/kajol-regrets-ignoring-her-education-447516.html |title=Kajol regrets ignoring her education |work=[[The New Indian Express]] |author=[[Indo-Asian News Service]] |date=4 Februari 2013 |access-date=6 September 2020 |archive-url=https://web.archive.org/web/20200906093011/https://www.newindianexpress.com/entertainment/hindi/2013/feb/04/kajol-regrets-ignoring-her-education-447516.html |archive-date=6 September 2020 |url-status=live }}</ref> Dirilis pada dua tahun setelahnya, ''Bekhudi'' mengalami kegagalan finansial, namun, penampilan pendatang-pendatang barunya mendapatkan sambutan positif;<ref name="The Hindu01">{{Cite news|last=Bollywood News Service|date=1 Februari 2008|title=You, me aur Kajol|url=http://www.hindu.com/cp/2008/02/01/stories/2008020150240800.htm|work=The Hindu|archive-url=https://web.archive.org/web/20080829164921/http://www.hindu.com/cp/2008/02/01/stories/2008020150240800.htm|archive-date=29 Agustus 2008|access-date=11 Agustus 2020|url-status=dead}}</ref> sebuah surat kabar ''[[The Indian Express]]'' menyerukan: "Kecantikan [...] tersebut membuat sebuah dampak awet dalam layar [...] Meskipun [tampil] dengan kostum minim, ia tetap memancarkan sebuah daya tarik polos."<ref>{{cite news |url=https://news.google.com/newspapers?nid=P9oYG7HA76QC&dat=19920731&printsec=frontpage&hl=en |title=Lovers on the run |newspaper=[[The Indian Express]] |date=31 Juli 1992 |access-date=9 September 2020 |archive-url=https://web.archive.org/web/20200909121200/https://news.google.com/newspapers?nid=P9oYG7HA76QC&dat=19920731&printsec=frontpage&hl=en |archive-date=9 September 2020 |url-status=live }}</ref> Kajol kemudian mengutip proyek tersebut sebagai sebuah "keberuntungan besar" dalam hidupnya,<ref name="India Today01" /> dan menambahkan bagaimana film tersebut "telah mengajarinya dasar-dasar pembuatan film, mulai dari menghadap kamera hingga memperoleh pengetahuan teknis".<ref name="PTI01">{{Cite news|last=[[Press Trust of India]]|date=24 September 2018|title=When SRK told Kajol to learn how to act, and she felt he talks nonsense sometimes|url=https://www.deccanchronicle.com/entertainment/bollywood/240918/kajol-shah-rukh-khan-films-helicopter-dushman-bekhudi-kkhh-friend-funn.html|work=[[Deccan Chronicle]]|archive-url=https://web.archive.org/web/20180928051404/https://www.deccanchronicle.com/entertainment/bollywood/240918/kajol-shah-rukh-khan-films-helicopter-dushman-bekhudi-kkhh-friend-funn.html|archive-date=28 September 2018|access-date=1 September 2020|url-status=live}}</ref> [[Peran terobosan|Terobosan]] kariernya datang pada 1993 setelah ''[[Baazigar]]'' karya [[Abbas–Mustan]] meraih kesuksesan.<ref>{{Cite news|last=Raghuvanshi|first=Aakanksha|date=12 November 2019|title=26 Years After Baazigar, Kajol 'Still' Doesn't Have Kaali Kaali Aankhen|url=https://www.ndtv.com/entertainment/26-years-after-baazigar-kajol-still-doesnt-have-kaali-kaali-aankhen-2131194|publisher=NDTV|archive-url=https://web.archive.org/web/20191123021206/https://www.ndtv.com/entertainment/26-years-after-baazigar-kajol-still-doesnt-have-kaali-kaali-aankhen-2131194|archive-date=23 November 2019|access-date=3 September 2020|url-status=live}}</ref> Diadaptasi dari ''[[A Kiss Before Dying (film 1991)|A Kiss Before Dying]]'' (1991), [[Sridevi]] awalnya dipilih untuk memainkan peran saudara kembar Kajol dan [[Shilpa Shetty]] sekaligus, namun sutradara film tersebut membatalkannya, merasa bahwa penonton tidak akan bersimpati jika dalam salah satu adegannya Sridevi ditembak;<ref>{{Cite news|last=Press Trust of India|date=11 November 2018|title='Baazigar' was shot with two endings, reveal Abbas-Mustan|url=https://www.business-standard.com/article/pti-stories/baazigar-was-shot-with-two-endings-reveal-abbas-mustan-118111100208_1.html|work=[[Business Standard]]|location=Mumbai, India|archive-url=https://web.archive.org/web/20181120005950/https://www.business-standard.com/article/pti-stories/baazigar-was-shot-with-two-endings-reveal-abbas-mustan-118111100208_1.html|archive-date=20 November 2018|access-date=11 Agustus 2020|url-status=live}}</ref><ref>{{cite news |last=Roy |first=Gitanjali |date=13 Agustus 2013 |title=Sridevi@50: 10 things you didn't know|url=https://movies.ndtv.com/bollywood/sridevi-50-10-things-you-didnt-know-613364 |publisher=[[NDTV]] |archive-url=https://web.archive.org/web/20190409153329/https://movies.ndtv.com/bollywood/sridevi-50-10-things-you-didnt-know-613364 |archive-date=9 April 2019 |access-date=11 Agustus 2020 |url-status=live }}</ref> hal tersebut juga berpengaruh pada alurnya.<ref>{{cite web |url=https://www.filmcompanion.in/features/bollywood-features/fc-oral-history-baazigar/ |title=FC Oral History: Baazigar |author=Sinha, Sayoni |date=19 Januari 2017 |website=Film Companion |access-date=16 Agustus 2020 |archive-url=https://web.archive.org/web/20200816080124/https://www.filmcompanion.in/features/bollywood-features/fc-oral-history-baazigar/ |archive-date=16 Agustus 2020 |url-status=live }}</ref> ''Baazigar'' meraih sambutan hangat kritikus, namun Kajol mendapatkan tanggapan negatif atas riasan dan selera berpakaiannya yang dianggap "mengerikan".<ref name="slides" />
 
Pada 1994, Kajol tampil dalam dua film: ''[[Yeh Dillagi]]'' dan ''[[Udhaar Ki Zindagi]]''. ''Yeh Dillagi'' menghadapi masalah hak cipta sebelum perilisannya, menyebabkan terjadinya perubahan judul yang sebelumnya adalah ''Dillagi''.<ref>{{Cite news|last=Rai|first=Aishwarya|date=21 April 2020|title=Kajol-starrer 'Yeh Dillagi' is her first film with Akshay Kumar, learn interesting trivia|url=https://www.republicworld.com/entertainment-news/bollywood-news/kajol-starrer-yeh-dillagi-learn-interesting-trivia-about-the-film.html|work=Republic World|archive-url=https://web.archive.org/web/20200503040600/https://www.republicworld.com/entertainment-news/bollywood-news/kajol-starrer-yeh-dillagi-learn-interesting-trivia-about-the-film.html|archive-date=3 Mei 2020|access-date=15 Agustus 2020|url-status=live}}</ref> Film komedi percintaan tersebut (juga dibintangi oleh [[Akshay Kumar]] dan Saif Ali Khan) sukses secara komersial, dan menandai kerjasama pertama Kajol dengan rumah produksi [[Yash Raj Films]].<ref name="filmography">{{Cite web|title=Kajol filmography|url=https://boxofficeindia.com/actor.php?actorid=92|publisher=[[Box Office India]]|archive-url=https://web.archive.org/web/20200713032036/https://boxofficeindia.com/actor.php?actorid=92|archive-date=13 Juli 2020|access-date=11 Agustus 2020|url-status=live}}</ref> Berdasarkan pada film Amerika 1954 ''[[Sabrina (film 1954)|Sabrina]]'',<ref>{{Cite news|last=Chhibber|first=Mini Anthikad|date=13 Januari 2016|title=The other side of Harrison Ford|url=https://www.thehindu.com/entertainment/The-other-side-of-Harrison-Ford/article13996041.ece|work=The Hindu|archive-url=https://web.archive.org/web/20200811111014/https://www.thehindu.com/entertainment/The-other-side-of-Harrison-Ford/article13996041.ece|archive-date=11 Agustus 2020|access-date=11 Agustus 2020|url-status=live}}</ref> perannya sebagai seorang model profesional yang disukai oleh dua pria sekaligus memberikannya sebuah nominasi [[Penghargaan Filmfare untuk Aktris Terbaik]] pertamanya.<ref name="Awards01" /> Film berikutnya ''Udhaar Ki Zindagi'', sebuah melodrama tentang sebuah keluarga otoriter, menandai sebuah titik balik dalam kariernya.<ref name="villain">{{Cite news|last=Jhunjhunwala|first=Udita|date=24 Agustus 2018|title=Kajol: I am always asked why I’m not doing more movies|url=https://www.livemint.com/Leisure/0AmKMJ0xPZ848iNUv42YCK/Kajol-I-am-always-asked-why-Im-not-doing-more-movies.html|work=Mint|archive-url=https://web.archive.org/web/20180825115058/https://www.livemint.com/Leisure/0AmKMJ0xPZ848iNUv42YCK/Kajol-I-am-always-asked-why-Im-not-doing-more-movies.html|archive-date=25 Agustus 2018|access-date=15 Agustus 2020|url-status=live}}</ref> Keputusan Kajol untuk membintangi film tersebut sebelumnya mendapatkan pertentangan dari ayahnya, merasa film tersebut dapat membuat kariernya menurun akibat lawan main prianya yang tidak terkenal.<ref>{{Cite news|last=Trivedi|first=Krupa|date=30 April 2020|title=Kajol's 'Udhaar Ki Zindagi' was initially titled as Kaanch Ki Gudiya; read more trivia|url=https://www.republicworld.com/entertainment-news/bollywood-news/kajols-udhaar-ki-zindagi-was-initially-titled-as-kaanch-ki-gudiya.html|work=Republic World|archive-url=https://web.archive.org/web/20200811113307/https://www.republicworld.com/entertainment-news/bollywood-news/kajols-udhaar-ki-zindagi-was-initially-titled-as-kaanch-ki-gudiya.html|archive-date=11 Agustus 2020|access-date=11 Agustus 2020|url-status=live}}</ref> Setelah perilisannya, film tersebut dinyatakan mengalami kegagalan keuangan besar, namun berhasil untuk mengumpulkan sambutan kritis.<ref name="filmography" /><ref name="Kajol's movies">{{Cite news|last=Nihalani|first=Akash|date=5 Agustus 2019|title=Kajol’s movies in Bollywood|url=https://www.filmfare.com/features/kajols-movies-in-bollywood-35330.html|work=Filmfare|archive-url=https://web.archive.org/web/20191108134513/https://www.filmfare.com/features/kajols-movies-in-bollywood-35330.html|archive-date=8 November 2019|access-date=11 Agustus 2020|url-status=live}}</ref> Kajol dianugerahi sebuah [[Penghargaan Asosiasi Jurnalis Film Benggala untuk Aktris Terbaik (Hindi)]] untuk kinerjanya.<ref>{{Cite web|title=Award Winners&nbsp;– 1995|url=http://www.bfjaaward.com/award-winners.php?year=1995|publisher=[[Penghargaan Asosiasi Jurnalis Film Benggala]]|archive-url=https://web.archive.org/web/20150923184251/http://www.bfjaaward.com/award-winners.php?year=1995|archive-date=23 September 2015|access-date=11 Agustus 2020|url-status=dead}}</ref> Juga pada tahun tersebut, ia mulai berpacaran dengan [[Ajay Devgn]], lawan mainnya dalam beberapa film.<ref name="India Today01" /> Hal tersebut memicu komentar negatif media, seperti [[Rediff.com]] yang melabeli mereka sebagai "pasangan yang tidak mungkin" karena kepribadian kontras mereka;<ref>{{Cite web|date=23 Mei 2011|title=The Happiest Marriages in Bollywood: Kajol and Ajay Devgn|url=https://www.rediff.com/movies/slide-show/slide-show-1-happiest-marriages-in-bollywood/20110523.htm#3|publisher=Rediff.com|archive-url=https://web.archive.org/web/20110602180423/https://www.rediff.com/movies/slide-show/slide-show-1-happiest-marriages-in-bollywood/20110523.htm|archive-date=2 Juni 2011|access-date=12 Agustus 2020|url-status=live}}</ref> Devgn adalah pendiam, sementara Kajol energik dan lincah.<ref>{{Cite web|date=30 November 2006|title=When stars tie the knot|url=http://specials.rediff.com/movies/2006/nov/30sld10.htm|publisher=Rediff.com|archive-url=https://web.archive.org/web/20121127223713/http://specials.rediff.com/movies/2006/nov/30sld10.htm|archive-date=27 November 2012|access-date=12 Agustus 2020|url-status=live}}</ref>