Simon SinekThe Dating Advice Making Us Worse at Love | Relationship Expert Amy Chan
Episode Details
EPISODE INFO
- Released
- September 15, 2026
- Duration
- 50m
- Channel
- Simon Sinek
- Watch on YouTube
- ▶ Open ↗
EPISODE DESCRIPTION
The internet is flooded with advice for dating in the smartphone age: know your type, trust the spark, watch for red flags, protect your peace, never settle. It sounds like self-respect, but relationship expert Amy Chan thinks it’s a big reason dating feels impossible right now. Her argument: we need to correct the lessons we’ve learned when it comes to dating. The person who’s great on a first date isn’t necessarily great at a relationship. Instant chemistry isn’t always a good sign. A red flag could just be an imperfection. And keeping our options open has made a lot of us genuinely bad at choosing someone. Amy is the founder of Renew Breakup Bootcamp and the author of _Unsingle: How to Date Smarter and Create Love That Lasts._ For nearly two decades she’s looked at dating through psychology and neuroscience — why we’re drawn to certain people, why relationships fall apart, and what actually predicts whether one lasts. She started her career helping people end relationships… Now, she teaches them how to build one. *In this episode you'll learn:* ➡️ Why “instant chemistry” is one of the worst predictors of a lasting relationship ➡️ The quiet qualities research says actually predict a happy partnership ➡️ Why dating skills and relationship skills are two completely different skill sets ➡️ How the algorithm rewards red-flag advice 10X over green-flag advice (and what that’s doing to you) ➡️ Situationships: why the breakup hurts more when there was never a breakup ➡️ “Leaky energy,” micro-cheating, and the honest test for both ➡️ The 9-date experiment Amy gives clients who are stuck dating the same person ➡️ How the right relationship shrinks old wounds ➡️ Why discomfort is a critical skill dating requires Amy’s advice isn’t about finding a better person. It’s about becoming someone better at love. And that’s advice all of us could use! *This… is A Bit of Optimism.* + + + This episode is brought to you by SAP. Bring it with SAP GROW. The AI Cloud ERP for any size business. Learn more at https://SAP.com/GROW + + + To get a copy of Amy's book, _Unsingle: How to Date Smarter and Create Love That Lasts,_ head to: https://missamychan.com/#books + + + *Chapters* 00:00:00 Why Modern Dating Advice Is Making Us Worse at Love 00:02:26 From Broken Heart to Breakup Bootcamp 00:04:12 The Friend Who Changed Everything With One Question 00:09:50 Why Dating Apps Changed How We Think About People 00:11:35 The Skills for Dating vs. The Skills for Relationship 00:13:21 Why Instant Chemistry Can Be a Red Flag 00:14:09 The Coffee Date Defense and the "Five Out of Ten Rule" 00:15:53 The Cure for Avoidant Attachment 00:18:13 The ADHD Love Bomb Confession 00:24:49 What Self-Care Culture Gets Wrong About Commitment 00:25:38 Learning From the Couples Who "Do the Work" 00:27:20 Meet People Who Are Good Enough, Then Jump In 00:30:31 Situationships: The Safe Space That Keeps You Stuck 00:33:07 Leaky Energy and Micro-Cheating 00:37:24 Emotionally Corrective Experiences: How Love Heals Old Wounds 00:40:59 The Nine-Person Dating Experiment 00:44:41 Why Young People Aren't Dating Anymore 00:45:49 Bad Feelings Don't Mean It's Bad 00:47:03 The Dead Bird and the Range of Emotions 00:48:02 The Two Skills That Save Every Relationship + + + Simon is an unshakable optimist. He believes in a bright future and our ability to build it together. Described as “a visionary thinker with a rare intellect,” Simon has devoted his professional life to help advance a vision of the world that does not yet exist; a world in which the vast majority of people wake up every single morning inspired, feel safe wherever they are and end the day fulfilled by the work that they do. Simon is the author of multiple best-selling books including _Start With Why,_ _Leaders Eat Last,_ _Together is Better,_ and _The Infinite Game._ + + + Website: http://simonsinek.com/ Leaderful: https://simonsinek.com/leaderful Podcast: http://apple.co/simonsinek Instagram: https://instagram.com/simonsinek/ Linkedin: https://linkedin.com/in/simonsinek/ Twitter: https://twitter.com/simonsinek Facebook: https://www.facebook.com/simonsinek
SPEAKERS
Simon Sinek
hostAuthor and leadership speaker; host of the podcast A Bit of Optimism.
Amy Chan
guestRelationship expert known for advising on modern dating and attachment dynamics.
EPISODE SUMMARY
In this episode of Simon Sinek, featuring Simon Sinek and Amy Chan, The Dating Advice Making Us Worse at Love | Relationship Expert Amy Chan explores modern dating rewards sparks and options, but love requires work Amy Chan and Simon Sinek argue that modern dating culture—apps, “icks,” and viral rules—conditions people to shop for perfection and avoid the discomfort required for real intimacy.
RELATED EPISODES
