Uploaded July 2026 | Updated September 2026, 2 weeks ago
To Watch The Show: youtube.com/@TheSkinnyConfidential
To connect with Lauryn Bosstick: instagram.com/laurynbosstick
To connect with Michael Bosstick: instagram.com/michaelbosstick
Come along with us in NYC, where we experience the new Dear Media office and record with Paige Lorenze, Brooke Shields, and Sandy Brockman! We take you behind the scenes for exciting conversations, studio setups, and all the chaos that comes with a packed trip in the city. We also take you inside Sports Illustrated Swim Club, where Michael teaches a masterclass alongside Katie Austin, then joins Lauryn and Alix Earle on a panel to talk all things entrepreneurship. Plus, we kick off Dear Media By Night.
Chapters ✨
00:00 Glam and Look Details
01:02 Day Plan and Content
01:56 Heading to the Dear Media NYC Office
03:46 Guest Teasers
05:13 Studio Tour and Design Reveal
06:45 How We Prep Interviews
07:37 Recording Day Guest Arrival
08:24 BTS Content Setup
09:29 Post Interview Reflections
10:50 Birthday Surprise Moments
12:08 Birthday Toast and Cheers
12:44 Styling Session
13:50 Hair Breakdown and Next Stop
14:57 Sports Illustrated Social Club
15:53 On Stage with Alix Earle
18:17 Dear Media By Night Kickoff
Subscribe and comment what you want to see next!
To Watch The Show: youtube.com/@TheSkinnyConfidential
To connect with Lauryn Bosstick: instagram.com/laurynbosstick
To connect with Michael Bosstick: instagram.com/michaelbosstick
Come along with us in NYC, where we experience the new Dear Media office and record with Paige Lorenze, Brooke Shields, and Sandy Brockman! We take you behind the scenes for exciting conversations, studio setups, and all the chaos that comes with a packed trip in the city. We also take you inside Sports Illustrated Swim Club, where Michael teaches a masterclass alongside Katie Austin, then joins Lauryn and Alix Earle on a panel to talk all things entrepreneurship. Plus, we kick off Dear Media By Night.
Chapters ✨
00:00 Glam and Look Details
01:02 Day Plan and Content
01:56 Heading to the Dear Media NYC Office
03:46 Guest Teasers
05:13 Studio Tour and Design Reveal
06:45 How We Prep Interviews
07:37 Recording Day Guest Arrival
08:24 BTS Content Setup
09:29 Post Interview Reflections
10:50 Birthday Surprise Moments
12:08 Birthday Toast and Cheers
12:44 Styling Session
13:50 Hair Breakdown and Next Stop
14:57 Sports Illustrated Social Club
15:53 On Stage with Alix Earle
18:17 Dear Media By Night Kickoff
Subscribe and comment what you want to see next!










