Dating 101 as an Ambitious Woman: How to Seduce Anyone (ft. Chloe Shih)

Dating 101 as an Ambitious Woman: How to Seduce Anyone (ft. Chloe Shih)

Chloe Shih breaks down all the best dating tips she wishes she knew in her 20s. Learn how to flirt, which guys to date, and how to build a relationship that lasts.

Chloe Shih is a creator, entrepreneur, and former tech operator who shares an honest look at modern ambition, relationships, and personal growth. She reflects on love, therapy, career pressure, and how the right partnership can reshape the way you think about success.

Chapters

00:00 - Intro

00:34 - What makes a relationship actually work

03:32 - The biggest lesson from couples counseling

03:55 - The “four horsemen” that predict relationship failure

06:33 - Chloe’s advice on flirting and seduction

07:22 - How she met Kevin

08:39 - The disastrous first date

11:43 - How Kevin won her over after rejection

15:37 - The Facebook prom turning point

16:43 - The 25-item partner checklist

17:22 - What was actually on Chloe’s list

18:36 - Why you should not date the person who only looks good on paper

20:09 - How a happy relationship changes your career

20:30 - Redefining ambition and “the bag”

21:45 - Success without scarcity

22:20 - Good mindset trick

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📲 Support What We’re Building

Phoebe and Sophia aren’t just your hosts—they’re the founders of Phia, a fashion-tech app helping shoppers find the best prices across retail and resale. Download the app and help us grow → https://www.phia.com

About The Burnouts

The Burnouts brings you raw, unfiltered conversations with today’s top founders, creators, athletes, and culture-shaping entrepreneurs. Hosted by Stanford roommates turned startup co-founders Phoebe Gates and Sophia Kianni, the show goes beyond the headlines to reveal the real stories behind ambitious careers.

Past guests include Paris Hilton, Chelsea Handler, Kris Jenner, Karlie Kloss, and more. Subscribe for the insider playbook to build your dream career.

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Episoder(52)

Why Most People Lose Arguments (Sales Tricks That Made Shelby Sapp $1M/Month at 24)

Why Most People Lose Arguments (Sales Tricks That Made Shelby Sapp $1M/Month at 24)

How did Shelby Sapp go from selling rat poison door-to-door to becoming a 24-year-old founder making 8-figures per year? It's the same trick she uses to win arguments with her fiancé and pick the wedd...

7 Mai 35min

Shark Tank Icon: Turning $1,000 to $1Billion! (ft. Barbara Corcoran)

Shark Tank Icon: Turning $1,000 to $1Billion! (ft. Barbara Corcoran)

Barbara Corcoran is the founder of the Corcoran Group, one of New York's most iconic real estate brands, and a star investor on ABC's Shark Tank for 17 seasons. From being told she was stupid in schoo...

23 Apr 29min

What Really Happens at Billionaires' Private Parties (Michael Rubin)

What Really Happens at Billionaires' Private Parties (Michael Rubin)

Michael Rubin breaks down the truth about the White Party, why relationships matter more than people realize, and how he thinks about building rooms where power, business, and culture collide. He shar...

9 Apr 30min

Billionaire Makeup Artist Spills the Kardashians' Beauty Secrets & How Celebs get Perfect Faces

Billionaire Makeup Artist Spills the Kardashians' Beauty Secrets & How Celebs get Perfect Faces

Eyebrows built a billion-dollar brand—and Anastasia Soare explains exactly why. In this episode, you’ll learn the “golden ratio” method she used to shape brows for any face, plus the business and pers...

12 Mar 49min

Alex Cooper: The TRUTH About Call Her Daddy and my $100M+ Media Empire

Alex Cooper: The TRUTH About Call Her Daddy and my $100M+ Media Empire

Alex Cooper breaks down the business side nobody sees: how she and her husband Matt built Unwell up from a scrappy startup, how podcasting revenue really works, and what rules she learned the hard way...

5 Mar 42min

Celebrity Stylist: How To Stand Out, Style Celebrities & 10-min Morning Fashion Upgrade (Rachel Zoe)

Celebrity Stylist: How To Stand Out, Style Celebrities & 10-min Morning Fashion Upgrade (Rachel Zoe)

Rachel Zoe breaks down how to build a standout career in fashion before you feel ready. You’ll also learn her practical frameworks for getting dressed with less stress and more impact...  Rachel Zoe i...

26 Feb 36min

Money Expert: Quit Your 9-5 and Get Rich the Easy Way. This is What I Did. (ft. Sahil Bloom)

Money Expert: Quit Your 9-5 and Get Rich the Easy Way. This is What I Did. (ft. Sahil Bloom)

Sahil Bloom had everything society tells you to want: Stanford degree, private equity job, money, status — but he was miserable. Drinking seven nights a week. 40 pounds overweight. Seeing his parents ...

19 Feb 45min

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