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Great questions, thanks so much everyone!
Hi Izzy, how do deep philosophical conversations go with peers in your age group (if such conversations take place often)? Do you struggle to find friends who can stimulate you intellectually considering in most cases they have not been raised by someone like your dad?
As recently as 'How to Love a Modern Woman,' and consistently, your philosophy holds that a child must view the parents as a collective. In this case, if mom proves to be evil, then both mom and dad must be held equally accountable, 'because dad chose mom.' If I were to ask your daughter something, I'd ask if she sees her parents as individuals and a collective, or strictly in the collective?
if you had to create your ideal high school for yourself and others your age, what would that ideal high school experience be? Would there be 6 classes a day? Would you sit in on any lectures you wanted? Would it just be a meeting place for you and your peers to bring your own laptops and books and research, socialize and collaborate?
I'm just interested in what the great mind of Izzy thinks when it comes to ways to make high school a great experience!
Hello Izzy. What kind of deadlines do you have. Please share your thoughts on the deadline that you recently missed and the feedback that you received.
Will your daughter know about dysfunctional families, sometimes adults with good childhoods have a hard time understanding the crazy childhood some people have had.
Hi Izzy! I grew up in a big family and absolutely loved always having someone to share activities and interests with. I’m so curious what it’s like to be an only child!
Have you ever wanted siblings? Do you enjoy being an only child, if so why? And lastly, what do you think the benefits are of being an only child vs having siblings?
1. Does your dad get angry/upset when he loses a game you are playing or what he is cooking ends tasting bad? Why do you think he does/doesn't? Do you get angry/upset when you lose or cook something unpleasant? Why do you think you do/don't?
2. What is your favorite thing about your dad? What is your least favorite?
Recently I met my 16yo relative. 2 years ago she was wearing dresses, now she has blue hair and a cow ring and she looks like a combination of a Japanese cartoon character and a bat. Do you think it's a natural period of 'finding yourself' or early signs of mental problems?
Are you a Shakespeare fan? If so, is there any particular role you would love to perform?
Hi Izzy, being that you are someone who has only been peacefully parented, I'm curious to know what your relationship with your instincts is like. Do you pretty much always trust your instincts and act accordingly? Do you find that your instincts can be relied upon? How often do you second guess yourself?
Another thing that I'm curious about is how your dad's teachings hold up against your own experience of the world? Do you find that they help you to understand others and allow you to get along with people?
Thanks! Hope you have a good show!
Why do children repeat questions over and over again sometimes? For example "And then? And then? And then?" I recently met my nephews with whom I'm really close and they wanted to troll me, so I tried not to lose face and answer as many questions as possible (It was really a mind exercise to come up with answers on the fly) They were amused and had a lot of fun and later admitted that it was done jokingly (obviously). I know some adults find it frustrating. If so, why are children doing that? Is it just a troll or a way of gauging the level of patience in an adult?
I remember a while back Elon said that the point of his space X company was to make space travel more affordable to the everyday joe, do you see yourself ever taking the 21 month journey to mars and if so what would you take with you?
For most people between the ages of 11 and 18, an attitude of rebellion informs a lot of the adolescent’s behaviors. I am curious whether an effect of good parenting is that this rebellion is mitigated or even wholly avoided. I saw many young adults handicap their own potential future success and happiness by making decisions like building friendships with bad people or making habits of unhealthy drinks and drugs (and food). At least some of their starting down these bad paths was to resist their parents’ violence-subsidized commands to eat well, be polite to strangers, work hard, whatever.
How much do you feel that Izzy will work to spite you as she gets more powerful in the coming years?
Hi Izzy, I (34) have a much younger half sister who is 19 yo. We have the same dad but different mother. At her age I was much more independent (studying, working, living on my own).
She is much more privileged than I used to be (better schools, she speaks perfectly 3 languages, etc) yet she only had a one part time job that lasted about a month. I like to include her in some of my activities because she is my younger sibling, but it feels like she is my child. She hardly pays for herself (although she has money from her parents), when we go by car she usually listens to her own music in headphones and I must ask questions to have some conversation, she doesn’t asks much herself.
Hearing you speaking to your dad you at your age seem much more mature than her at 19.
Do you think there is something I can do to help her development? Or should this be her parents job?
FYI: when the parents talk about her, you might think that she is a baby if you didn’t know she is actually 19 so it might be their fault.
Has Izzy ever thought of being a booktuber or book reviewer? It's a job that could lead to a career, or at least work experience, and she could easily start now. Most booktubers are left-leaning, and a different perspective would be very helpful to authors trying to either be apolitical, or just not towing the current book trends of the day.
When you want something that you know your dad doesn’t want you to have or to do, how terrifying is it to negotiate the terms with someone like Stefan? Has this made you resort to craftiness?
Yes, if I was as wise as Stefan, I’d be 20x more full of myself. But, let’s just say, sometimes I do see a little ego…:from time to time. ? Do you all have an emergency head deflator at home. I am only concerned because I love the guy.
What are the worst things that parents in general usually do?
Would you consider yourself a creative person? (I.e more creative than the average person). What's your favourite medium of expression?
Favorite Minecraft texture pack?
Do you daydream a lot? As an artist where do you get your ideas from?
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Wednesday Night Live 2 July 2025
In this episode, I explore the struggles young men face in dating and relationships, shaped by two decades of personal interactions. I challenge contemporary narratives that discourage romantic pursuits and promote a narrative of despair. By confronting myths about the dangers of dating, I encourage resilience and optimism, emphasizing the importance of courage and directness in forming connections. Through personal anecdotes, I highlight dating as an opportunity for growth and legacy. The episode serves as a call to action for young men to confront their fears, embrace meaningful connections, and take control of their romantic futures.
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In this conversation, a caller discusses her upbringing as a war child in Southeastern Europe and how her childhood experiences shaped her adult life. Now in her thirties, she struggles with feelings of emptiness, a tumultuous relationship with her ex-boyfriend, and fears surrounding motherhood. The conversation explores her journey through therapy and the impact of a yoga cult on her personal relationships.
Stefan helps her confront patterns of emotional neglect and the importance of honesty in relationships. They emphasize the need to address family dysfunction to foster healthier connections and pursue fulfillment. The caller expresses gratitude for the insights gained, recognizing the necessity of establishing boundaries for personal growth.
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I LOVE answering questions from you beautiful, lovely, brilliant people!
Hit me up with your toughest challenges below, and I will do my best to help! 😎👍
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Wednesday Afternoon FLASH Live Chat 4 June 2025
In this episode, I engage with a caller to explore the philosophical nuances of atheism and emotional maturity. We examine the relationship between one's beliefs and maturity, considering the notion that true atheists may outgrow the need for authoritative figures. The discussion introduces the concept of "fake atheists," who seek guidance from political ideologies, blurring lines between belief and emotional dependence. As we define atheism and dissect emotional maturity's impact on morality, I propose the necessity of a rational moral framework to prevent subjective chaos. Our conversation navigates the intersections of philosophy, virtue, and personal autonomy, underscoring the importance of clarifying our understanding of morality and maturity. Ultimately, we invite further exploration into the complexities of belief systems and the ethical structures that underpin them.
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