Episode 22: There Is No Perfect Path — Just Better Questions (with Randall Tom)

Episode 26: How High School Sports Really Work (Inside CCS with Commissioner David Grissom)

In this episode, I sit down with CCS Commissioner David Grissom to break down how high school sports actually work behind the scenes. We talk about how decisions are made, the challenges schools face, and what parents and athletes need to understand as they move from youth sports into high school. If you have a child in sports—or plan to—this conversation will give you a clearer picture of what to expect.

Episode 25: Inside MLB Without Playing: Alex Slater on Careers in Sports & Youth Development

Right in time for Opening Day, this episode takes a different look at youth sports. Most kids who play sports dream of going pro—but very few actually do. So what should parents and kids really be focused on? In this episode, I sit down with a high school classmate of mine, Alex Slater, who built a career inside Major League Baseball, working his way from an intern to Vice President and Assistant General Manager of the Los Angeles Dodgers. We talk about the reality of careers in sports beyond playing, what it actually takes to work in professional sports, and how youth sports should be developing more than just athletes. If you have a child in sports—or you’re thinking about their long-term future—this conversation will give you a different perspective on what success can look like.

Episode 24: Pat Hankin — Rethinking Single Parenting

Summary: Pat Hankin, author of The Field Guide for Single Parents, joins Derrick to discuss the realities and misconceptions surrounding single-parent households. Pat shares practical strategies for managing time, money, and stress while raising resilient kids—along with why traditional advice often fails single parents. From the “15-Minute Parent” concept to building support systems in unexpected places, this conversation offers clear, practical guidance for parents trying to balance family, work, and life.

Episode 23: How Parents Build Confidence (Even When They Feel Uncertain) with DJ Stutz

In this episode of Parenting Like a SuperDad, Derrick sits down with DJ Stutz — a lifelong caretaker, foster and adoptive parent, and mom of five — to talk about the imperfect, meaningful journey of parenting. They explore what it means to build confidence as a parent, improve communication with children, navigate discipline and emotions, and support healthy sibling relationships. DJ shares insights from her personal experience and her work with families, reminding us that parents don’t need to be perfect to make a powerful impact. This conversation is for any parent who has ever wondered if they’re doing enough — and wants encouragement to keep showing up and growing.

Episode 22: There Is No Perfect Path — Just Better Questions (with Randall Tom)

This episode of Parenting Like a Superdad is a reflective conversation in which Randall Tom asks Derrick thoughtful questions about parenting, values, and decision-making when certainty fades. Randel, a Bay Area native, aspiring broadcaster and journalist, and a sophomore at Syracuse University, brings a curious, generational perspective that helps surface deeper reflection around listening to the child, choosing values over nostalgia, and how confidence is built through trial, discomfort, and ownership. The conversation explores the tradeoffs parents face when circumstances change and the importance of staying aligned while remaining open to adjustment.