From Me, to Myles, to You: A Podcast Conversation with Homegoings

On fatherhood, fear, and the legacy we leave behind.

If you’re new to Raising Myles, Welcome!

I write letters to my newborn son, Myles, sharing my journey as a first-time dad and offering the kind of love I did not grow up with. If you have been here before — thank you for coming back. If you are new, today is a good place to start.

Recently, I sat down with the amazing Myra Flynn, host of the Homegoings podcast. There is something beautiful about sitting with someone you’ve never met, but immediately feeling a sense of safety, love, and being seen — all at once. That is the kind of trinity I long for with people, because it allows me to ease into myself. This is the kind of ease I want for my son, Myles.

Myra, thank you for the space you carved out. Thank you for letting me just be. I appreciate you.

I hope you listen to this conversation with warmth and care. With Myra, I was able to explore and process feelings I have not yet written to Myles about—things like the quiet jealousy that can rise in early fatherhood, the fear of not being enough, and the weight of raising a Black boy in America.

As always, I appreciate you. Until Myles is old enough to understand these letters and moments for himself, I am grateful for you—for showing up, for listening, and for holding space. You and he help me keep going, especially when things get hard.

I would love to hear your thoughts in the comment section.

If you are more of a podcast listener, you can listen on here

---

Please. follow Homegoings everywhere:

• Website

• Instagram

• YouTube

• Subscribe to their newsletter too.

  

---

If you can’t commit to a monthly subscription, but still want to support Myles’ college plan, here is my Buy Me a Coffee page.

And if you are on Substack, please restack this letter and recommend it so I can share this love with the world.

---

Let me know your thoughts:

1. What does softness mean to you? How do you, or how would you, teach a child that vulnerability is strength?

2. What were you taught about sharing vulnerability? How has that shaped your ability to open up as an adult?

3. In what ways do we unintentionally lean too hard on those we love? What does it look like to carry your own weight in a partnership?

4. Have you ever felt helpless while trying to support someone you love? What did you learn from it?

---

Credits

This episode was hosted and reported by Myra Flynn with help from their associate producer James Stewart. Their producer/director is Mike Dunn and Aaron Edwards is their story editor. Myra composed the theme music with other music by Blue Dot Sessions. Kaylee Mumford are the graphic artist behind this episode’s Homegoings artist portrait.

Want more Letters? These are Subscriber’s favorites:

• Myles met his Grandfather in Brooklyn, NY

• Read about Our first Father’s Day.

• A video about beautiful backgrounds: Tell Them Where You're From.

• Read about My Wife’s Love Affair - It’s exactly what you don’t think

• Have you ever been Cooking in the Bathroom kind of tired?

• Check out Carrying the Gift, Holding the Love