In this episode, we dive into dating challenges inspired by a community advice column. We unpack a listener’s concern about their partner’s deep investment in Bitcoin—financially and emotionally—and what that means for trust, compatibility, and long-term stability. Along the way, we explore the importance of feeling comfortable in a relationship, knowing when to be cautious, and having open conversations about expectations. It’s a thoughtful look at relationship dynamics, societal pressures, and how dating can help us grow—not just with others, but within ourselves.

In this episode, I chat with my mom about cultural differences in greetings, dating challenges, and stories of my grandmother’s resourcefulness. We reflect on relationships, family bonds, and the life lessons passed down through generations.

In this episode of Jewish Boy Calls His Mother, Ema and I dive into a topic that’s been circling a lot in millennial parenting circles: the idea of “15-minute grandparents.” We talk about what that phrase even means, how it reflects evolving expectations between generations, and how mobility, lifestyle, and changing roles are reshaping family dynamics. We share some of our own stories—moments that made us laugh, others that hit a little deeper—and we reflect on how important quality time really is with our families, especially when everyone’s moving so fast. It’s a thoughtful look at how relationships between grandparents and grandchildren are shifting, and what that says about the way we live now

In this episode of Jewish Boy Calls His Mother, I talk with my mom, Emma, about the messy emotions behind success—anxiety, pressure, and the drive to “make it.” We share stories about career choices, faith, family, and what success really means.

In this episode of Jewish Boy Calls His Mother, Emma and I sit down to talk about something that’s been on my mind lately—how family relationships shift as we grow up. Coming out of Pesach, I found myself reflecting on how different things feel now that I’m a parent. The way I connect with my siblings is changing, and I’m realizing how raising a child sometimes means stepping away from the closeness we once had.

We talk about the tug between nostalgia and responsibility, and what it means to feel both love and distance at the same time. It’s not always easy, but it’s honest. If you’ve ever felt that bittersweet ache of family evolving, this one’s for you.

I talk with my mom about all things Pesach—cleaning, cooking, and those unforgettable Seders. We share stories from our past and laugh about the chaos that somehow turns into meaning.

In this episode, Ema and I reminisce about some hilarious college pranks involving pies that still make us laugh. We dive into the history and charm of radio broadcasting, and how it shaped our experiences with music and communication. Along the way, we reflect on the shifts in etiquette over the years—from handwritten thank-you notes to the art of a proper invitation.

In this episode of Jewish Boy Calls His Mother, I dive into the importance of managing stress by accepting our emotions rather than suppressing them. I reflect on the necessity of working through past traumas and how they shape our present experiences. As the conversation unfolds, I explore the unique struggles of being a middle child, the role of accountability in relationships, and the profound impact of therapy on the healing process. Through personal insights and honest discussion, I highlight the significance of having a strong support system, recognizing emotional burdens, and ultimately moving forward by validating our feelings instead of ignoring them.

I talk with my aunt about my father and his life. Happy fathers day Ta

In this episode, my mother and I dive into the complexities of modern dating, especially within the Jewish community. We break down a letter from a dating forum about a man facing parental disapproval over his girlfriend’s past, exploring themes of maturity, societal expectations, and how social media shapes personal histories. From parenting techniques to traditional gender roles, we tackle it all—emphasizing the importance of honesty, personal responsibility, and learning from the past.