In this conversation, Jackson and Taylor explore the unexpected music careers of various celebrities, discussing their influences, successes, failures, and the cultural impact of their music. They go into the pop culture landscape, highlighting the nuances of each artist's journey and the music they produced. They mention over 25 celebrities in total. 

Timestamps

00:00 Introduction

09:03 Lindsay Lohan

12:45 Hilary Duff

19:04 Jeffree Star

24:50 Addison Rae

29:48 Vanessa Hudgens

34:17 Leighton Meester

37:14 Kim Kardashian

42:52 Zendaya

45:05 Ashley Tisdale

51:28 Scarlett Johansson

52:41 Paris Hilton

57:31 Chord Overstreet

1:00:40 Emily Osment

1:04:30 Dr. Bridgit Mendler

1:06:10 Rob Grant (Lana Del Rey's Dad)

1:07:57 Heidi Montag

1:11:00 Trisha Paytas