The Gray Area
The Gray Area is a podcast that sits down with real people to explore their journey and the spaces where the directions and answers weren’t so clear, because life isn't always one side or the other. Sometimes, the answer lives in the gray.
Episodes
In this Episode Re-Run from July 8th 2026 / Dr. Jaivonne Seary, a passionate Afro-Latina from New York, shares her journey of resilience and cultural pride in this engaging interview. Growing up in Spanish Harlem and the Bronx, she reflects on her upbringing, the significance of her heritage, and the lessons learned along the way
In this episode of The Gray Area Podcast, hosts Cal Gray, Rich "Roc" Toran, and Russell "Russ" Kilgore dive into the nuances of NFL football, blending humor with serious analysis. They emphasize that discussions about the game are never black and white, reflecting the complexities and gray areas that define all sports today.
Cal Gray, Host of The Gray Area Podcast says, Thank You to his guest and those you tuned in. Already at work on season-2 and is adding a wrinkle to the podcast in the coming days.
In this repeat episode, Ali Morgan a dynamic person whose life journey sparked in the Bronx, St. Croix, and Texas. His diverse background enriches his perspectives on identity, belonging, and cultural integration. Ali shares valuable lessons on how to navigate life’s complexities while staying rooted in one’s faith and calling.
In this episode of the Gray Area podcast, host Cal Gray sits down with Tiffany Hamilton to discuss her unique journey from humble beginnings in Kansas City Missouri to becoming a beacon of empowerment. This episode explores Tiffany's insights on hard work, personal growth, and the importance of balancing ambition with well-being.
Despite the strong work ethic, Tiffany also recognized the need to unlearn certain lesso...
In this episode, Tiffany Hamilton shares her inspiring journey from humble beginnings in Kansas City to becoming the CEO of YWCA of Westchester. She discusses the importance of purpose, resilience, and the power of community in shaping her life and career. She discusses her role as the first Chief Diversity Officer at Westchester Community College, her personal experiences with overcoming adversity, and her vision f...
Tiffany Hamilton shares her inspiring journey from humble beginnings in Kansas City to becoming an inspiring leader. She discusses the importance of purpose, resilience, and the power of community in shaping her life and career.
In this episode of The Gray Area, I sit down with Emmy-nominated executive producer and showrunner Dorothy Toran for a conversation about identity, ambition, family, grief, and learning when success is no longer serving you. Dorothy shares the story of moving from Liberia to East Harlem at 10 years old, becoming fiercely independent, and finding her way from modeling and an unpaid production internship to working on...
In this episode of The Gray Area, I sit down with Ron Skeete, Vice President of Business Development at SkillsRight, for a conversation about growing up in Crown Heights and Brownsville, Brooklyn, surviving what he calls a “war zone” environment, and the twist of fate that got him into Stuyvesant High School and eventually Stony Brook University. Ron shares how a corporate job search that felt disrespect...
Dr. Jaivonne Seary, a passionate Afro-Latina from New York, shares her journey of resilience and cultural pride in this engaging interview. Growing up in Spanish Harlem and the Bronx, she reflects on her upbringing, the significance of her heritage, and the lessons learned along the way
Ali Morgan is a dynamic person whose life journey sparked in the Bronx, St. Croix, and Texas. His diverse background enriches his perspectives on identity, belonging, and cultural integration. With experiences ranging from childhood in the Bronx to adult life in Texas, Ali shares valuable lessons on how to navigate life’s complexities while staying rooted in one’s faith and calling.
The Gray Area is a podcast that sits down with real people to explore their journey and the spaces where the directions and answers weren’t so clear, because life isn't always one side or the other. Sometimes it lands somewhere in between, that's the gray area... Let's talk.
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