TFS#253 - Dr. Robert Glover, Author of "No More Mr. Nice Guy" on Why Being “Nice” Isn’t Always Good episode artwork

EPISODE · Mar 24, 2026 · 1H 50M

TFS#253 - Dr. Robert Glover, Author of "No More Mr. Nice Guy" on Why Being “Nice” Isn’t Always Good

from THE FLIP SIDE with Andy Mai · host Andy Mai

Robert A. Glover is an American therapist, relationship coach, and author best known for his bestselling book No More Mr. Nice Guy. With over 30 years of experience, he has worked as a psychotherapist, educator, and speaker, helping individuals improve their relationships, confidence, and personal boundaries.He is widely recognized for introducing the concept of “Nice Guy Syndrome,” which describes people—especially men—who seek approval, avoid conflict, and suppress their own needs, often leading to frustration and unfulfilling relationships. His work focuses on helping people develop authenticity, set healthy boundaries, and create more balanced, fulfilling lives.Connect with Dr. Robert!https://drglover.comhttps://drglover.aiDr. Robert's Men's Workshop:https://integrationnation.netCHAPTERS:0:00 – Introduction1:19 – Meet Dr. Robert Glover3:24 – Does No More Mr. Nice Guy apply to women too?5:38 – Is “Nice Guy Syndrome” actually common or growing?7:33 – Robert shares how his book earns six-figure royalty checks8:36 – Robert explains why there are still “Nice Guys” everywhere10:51 – Andy talks about how he grew up as a people pleaser12:16 – Andy shares a real-life example of setting boundaries at a friend’s birthday14:46 – Robert on soothing his own anxiety and trying to fix others’ unhappiness18:04 – Robert explains why people push back when you change (“change-back messages”)21:44 – Robert talks about losing friends and the need to find new ones25:08 – Robert discusses people-pleasing vs. genuine reciprocity29:05 – Robert explains why you should be loved for who you are, not what you do32:04 – Robert talks about stopping the chase for approval from unavailable or critical people34:25 – Why women become more attracted when you’re less needy35:30 – Robert’s realization from dating “nice girls”37:23 – Robert discusses relationship “teeter-totters” and growth imbalances43:16 – How to communicate to a friend that you’ve outgrown them46:21 – Why most problems require a three-minute hard conversation48:54 – How to have a difficult but honest conversation51:39 – Robert explains why you shouldn’t analyze others and should focus on your own feelings instead55:24 – Andy shares his struggles with holding back vs. being authentic59:02 – Robert talks about having a persona called the “bitch behind the curtain”1:01:44 – Should you call people out or stay silent?1:04:21 – Robert discusses being honest and direct, even if people dislike it1:09:35 – Why you’re usually wrong about what others think of you1:15:02 – Robert talks about the reality of casual friendships as you get older1:19:56 – Robert shares his religious beliefs and relationship with God1:26:33 – How Robert shares wisdom with his kids1:27:24 – How to communicate difficult conversations in relationships1:31:52 – Robert explains how to give difficult feedback in relationships1:34:25 – Should men always pay for dinner?1:36:58 – Are relationships transactional?1:40:41 – Robert shares how to find the right partner in life1:41:39 – Robert shares how he met his wife1:44:25 – Robert shares how to make a living from your passion1:47:53 – Robert explains why you shouldn’t rely solely on passion and should keep your day job first1:49:40 – Connect with Robert1:50:21 - Outro

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TFS#253 - Dr. Robert Glover, Author of "No More Mr. Nice Guy" on Why Being “Nice” Isn’t Always Good

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