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.

Welcome to "Midnite Snack"! 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. Episode 5’s Guest: Andrew Kerr Andrew Kerr is the CEO and Managing Partner of FortyAU, a Nashville-based technology consultancy, that helps organizations solve complex business challenges through thoughtful, custom software solutions. With a background spanning healthcare, enterprise technology, and leadership development, Andrew has spent his career working at the intersection of people, process, and technology. Beyond leading FortyAU, Andrew is an author, speaker, and educator, known for his emphasis on humility-driven leadership in an era often defined by ego and noise. His work challenges conventional ideas of what it means to lead well—focusing less on titles and tactics, and more on trust, clarity, and long-term impact. In this episode of Midnite Snack, Andrew joins us to talk leadership, technology, life lessons, and why sometimes the best conversations (and the best snacks) are the simplest ones—hard pretzels included. Midnite Snack is brought to you by TMG - The McCracken Group 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 an emcee, facilitator, actor, singer, and technology advisor based in Nashville. 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.

Welcome to "Midnite Snack"! 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. Episode 4’s Guest: Shauna Sprague Shauna Sprague is a seasoned technology and business leader known for building high-performing teams, driving innovation, and translating complex ideas into real-world impact. Based in Nashville, she brings a thoughtful, people-first approach to leadership, blending strategic vision with a genuine passion for mentorship and growth. With a career rooted in technology and operations, Shauna has played key roles in helping organizations scale, modernize, and adapt in fast-moving environments. She is widely respected for her ability to connect the dots between technology, culture, and customer experience—always keeping people at the center of progress. Outside of work, Shauna is known for her curiosity, authenticity, and belief in lifelong learning. Whether discussing leadership lessons, emerging technology, or the importance of community, she brings insight, humor, and heart to every conversation. We also learn that she is very talented at making annual Christmas Creatures! 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 an emcee, facilitator, actor, singer, and technology advisor based in Nashville. 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.

Welcome to Episode 3 of “Midnite Snack”! This series is where I sit down with leaders, innovators, and changemakers over their favorite late-night snack — diving into authentic stories, real leadership moments, and the things that keep them up at night (and what they reach for in the fridge when they are). Today’s Guest: David Smallwood David Smallwood is a Founding Partner of True Wealth Partners and the Managing Director of Northwestern Mutual's Nashville office. David partners with individuals, families, physicians and small business owners to create a framework for dreaming big. David, and his team of specialists put together targeted, highly personalized plans to help clients achieve their personal and professional goals. As the Growth & Development Director for Northwestern Mutual in Nashville, he is pivotal in expanding the company's reach. In September 2025, he led the establishment of a new branch office in Mount Juliet, TN, specifically designed to be welcoming to the special needs community. David is an active advocate for diversity, equity, and inclusion (DEI) efforts. He was named a 2025 "Leader in Diversity" honoree by the Nashville Business Journal for his work in this area. David and his wife, Joy, live in the Nashville area with their three sons. He is actively involved at the Church of the City in Franklin, contributing to their community-focused projects. About TMG At TMG, we help IT leaders save Time, save Money, and play more Golf. We serve as a trusted advisor, guiding organizations through complex technology decisions in cloud, cybersecurity, mobility, AI adoption, and connectivity — without adding cost to the client. We cut through vendor noise so leaders gain clarity, confidence, and measurable results. About the Host Frank Rains Jr. is a technology advisor who helps business leaders cut through the noise of thousands of IT vendors to make smart, confident decisions in cloud, mobility, cybersecurity, AI, and connectivity. His focus is—and always will be—serving clients’ requirements, not selling products. Frank is also an actor, speaker, emcee, improv comedian, and singer, bringing storytelling and human connection to every room he’s in. He combines analytical thinking with creativity and humor to make complex topics relatable, memorable, and sometimes even a little fun. Midnite Snack is a reflection of both sides of his world — leveraging deep industry insight and a passion for people to entertain, inspire, and spark meaningful conversations within the tech community and beyond.

Welcome to Episode 2 of “Midnite Snack”! This series is where I sit down with leaders, innovators, and changemakers over their favorite late-night snack — diving into authentic stories, real leadership moments, and the things that keep them up at night (and what they reach for in the fridge when they are). Today’s Guest: Mark Blaze Mark Blaze is the President & CEO of the Nashville Technology Council, leading the growth and influence of our region’s thriving tech community. Before stepping into this role, Mark served as Chief Revenue Officer at Groove Construction and spent 18 years as Regional President at Dex Imaging, where he built and led high-performing teams across the Southeast. Originally from Leeds, England, Mark came to the U.S. on a golf scholarship to Memphis State University — where he earned both his BBA and MBA — and proudly became a U.S. citizen in 2017. Mark is deeply committed to service and community impact. He has been honored with the Nashville Emerging Leader Award and Rocketown’s Betty Dickens Lifetime Achievement Award, and his board involvement has included Rocketown (Past Chair), Nashville Predators Foundation, Special Olympics Tennessee, EEOG, and St. Jude’s Middle TN Council. He is also a longtime member of the Young Presidents Organization (YPO). Mark and his wife, Tara, call Brentwood home and stay busy with their blended family of six — affectionately known as the “Blazey bunch.” When he’s not helping accelerate Middle Tennessee’s tech future, you’ll find him on the golf course, cheering on the Preds or Titans, enjoying live music, or spending time with his close friends and community at Midtown Fellowship Church. About TMG At TMG, we help IT leaders save Time, save Money, and play more Golf. We serve as a trusted advisor, guiding organizations through complex technology decisions in cloud, cybersecurity, mobility, AI adoption, and connectivity — without adding cost to the client. We cut through vendor noise so leaders gain clarity, confidence, and measurable results. About the Host Frank Rains Jr. is a technology advisor who helps business leaders cut through the noise of thousands of IT vendors to make smart, confident decisions in cloud, mobility, cybersecurity, AI, and connectivity. His focus is—and always will be—serving clients’ requirements, not selling products. Frank is also an actor, speaker, emcee, improv comedian, and singer, bringing storytelling and human connection to every room he’s in. He combines analytical thinking with creativity and humor to make complex topics relatable, memorable, and sometimes even a little fun. Midnite Snack is a reflection of both sides of his world — leveraging deep industry insight and a passion for people to entertain, inspire, and spark meaningful conversations within the tech community and beyond.

Welcome to the first episode of "Midnite Snack"! 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: Andy Flatt Andy Flatt is a healthcare technology executive with over 41 years of experience leading organizations from startup to Fortune 500. He currently serves as Senior Vice President and Chief Information Officer of National HealthCare Corporation. Throughout his career, Andy has held executive leadership roles at Corizon Health, Cigna-HealthSpring, AIM HealthCare, and Baptist Hospital. He is also deeply committed to community and professional leadership, serving on multiple boards including Ascend Federal Credit Union (Treasurer and Board Member), Middle Tennessee State University’s MSPS Advisory Group (Chair), and as Founding Chair of TennesseeCIO. Andy also mentors through InspireCIO NGL and NTC ELITE programs. His contributions have been recognized widely — from being named NTC CIO of the Year and Volunteer of the Year (2011) to winning the 2022 Tennessee CIO of the Year Leadership Orbie Award and the 2024 Murfreesboro Technology Council CIO of the Year Award 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 comedian, actor, singer, and technology advisor based in Nashville. 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.