Episode 8!! This series is where I sit down with leaders, innovators, and changemakers over a late-night snack to share real conversations. The goal? To entertain, inspire, and give you authentic insight into how successful people think, lead, and overcome challenges. Today’s Guest: Amy Ware Amy and I sat down over Nilla Wafers and peanut butter! Amy shared insights from her leadership journey in oncology, the importance of compassionate healthcare, and her personal passion for mental health awareness. With May being Mental Health Awareness Month, our conversation explored how leadership, resilience, and human connection can make a lasting impact both inside and outside the healthcare community. Amy's story is thoughtful, inspiring, and a reminder that some of the most important conversations are the ones we're willing to have openly. 🚶‍♀️ You can support Amy's participation in the Overnight Walk in Chicago and her efforts to raise awareness for mental health here: https://www.theovernight.org/particip... About TMG At TMG, we help IT leaders save Time, save Money, and play more Golf. We act as a trusted advisor, guiding organizations through complex technology decisions in cloud, mobility, cybersecurity, AI adoption, and beyond — at no direct cost to the client. By cutting through the noise of countless vendors, we help our clients find clarity, confidence, and results. About the Host Frank Rains Jr. is a technology advisor based in Nashville and also an improv comedian, actor, singer, and emcee. By day, he works with business leaders as a trusted advisor at TMG, helping organizations cut through the noise of thousands of IT vendors to make smart choices in cloud, mobility, cybersecurity, and AI. By night, he brings his love of storytelling, humor, and community to projects like Midnite Snack — blending his professional experience with his creative side to entertain, inspire, and connect with audiences.

Episode 7!! This series is where I sit down with leaders, innovators, and changemakers over a late-night snack to share real conversations. The goal? To entertain, inspire, and give you authentic insight into how successful people think, lead, and overcome challenges. Today’s Guest: Gabe McCauley. Gabe McCauley is an actor and film director as well as the founder of the production companies, Soul Feather Studios and lilDRAGON. He has directed over eight seasons of television, feature films, commercials, and music videos. Gabe lives in Columbia, TN with his wife Mandy, the music supervisor of Reconnecting Roots, and is a proud daddy to Scout and Ash. As the host of Reconnecting Roots, Gabe combines his own comedic personality with his passion for telling stories with purpose. Gabe strives to use media to shape the culture for tomorrow. In this episode, we learn about Gabe's background, his creative journey and his lack of Midnite Snacks! About TMG At TMG, we help IT leaders save Time, save Money, and play more Golf. We act as a trusted advisor, guiding organizations through complex technology decisions in cloud, mobility, cybersecurity, AI adoption, and beyond — at no direct cost to the client. By cutting through the noise of countless vendors, we help our clients find clarity, confidence, and results. About the Host Frank Rains Jr. is a technology advisor based in Nashville and also an improv comedian, actor, singer, and emcee. By day, he works with business leaders as a trusted advisor at TMG, helping organizations cut through the noise of thousands of IT vendors to make smart choices in cloud, mobility, cybersecurity, and AI. By night, he brings his love of storytelling, humor, and community to projects like Midnite Snack — blending his professional experience with his creative side to entertain, inspire, and connect with audiences.

Episode 6!! This series is where I sit down with leaders, innovators, and changemakers over a late-night snack to share real conversations. The goal? To entertain, inspire, and give you authentic insight into how successful people think, lead, and overcome challenges. Today’s Guest: Denis O'Shea Denis O’Shea is the Founder and CEO of Mobile Mentor, where he helps organizations simplify and secure their mobile environments at scale. With a strong focus on enterprise mobility, Denis works closely with IT leaders to improve device management, strengthen security posture, and reduce the operational burden that mobility can create. In this episode, we learn about Denis' background, more about Mobile Mentor and his personal aspirations! About TMG At TMG, we help IT leaders save Time, save Money, and play more Golf. We act as a trusted advisor, guiding organizations through complex technology decisions in cloud, mobility, cybersecurity, AI adoption, and beyond — at no direct cost to the client. By cutting through the noise of countless vendors, we help our clients find clarity, confidence, and results. About the Host Frank Rains Jr. is a technology advisor based in Nashville and also an improv comedian, actor, singer, and emcee. By day, he works with business leaders as a trusted advisor at TMG, helping organizations cut through the noise of thousands of IT vendors to make smart choices in cloud, mobility, cybersecurity, and AI. By night, he brings his love of storytelling, humor, and community to projects like Midnite Snack — blending his professional experience with his creative side to entertain, inspire, and connect with audiences.