Episode 40: Connor Miller- 🚛🤖 AI Is Coming for Freight, But Not the Way You Think | Freight Agent Insider

Episode 40: Connor Miller- 🚛🤖 AI Is Coming for Freight, But Not the Way You Think | Freight Agent Insider

This week on Freight Agent Insider, Levi Van Pay sat down with Connor Miller — freight broker, investor, tech builder, and founder of Freight Scout — for a deep conversation about AI, automation, entrepreneurship, and the future of freight brokerage. Connor shares his journey from working every seat inside a brokerage — from track & trace to carrier sales and operations — to building AI agents designed specifically for freight brokers. From automated check calls and voice AI to self-healing systems and “vibe coding,” this episode explores how technology is transforming logistics in real time. They also dive into the future of freight agents, the impact of AI on white-collar jobs, the SCOTUS Montgomery ruling, and why relationships and work ethic will still matter even in an AI-powered world. If you’re a freight broker, freight agent, entrepreneur, or anyone curious about the future of AI in business — this episode is packed with insights. 💥 KEY TAKEAWAYS: • Why AI won’t fully replace top freight brokers • How Freight Scout uses AI agents in freight operations • The difference between automation and real AI • Why relationships still matter in logistics • How “vibe coding” is changing software development • The future of freight agencies & brokerages • Why A-players will thrive in the AI era • The importance of work ethic in a tech-driven world • How AI voice agents handle dispatching & check calls • Why now is the best time ever to bet on yourself ⏱️ IMPORTANT TIMESTAMPS: 00:00 – Intro & Freight Agent Expo Announcement 02:10 – Introducing Connor Miller 03:20 – Connor’s 12-Year Freight Journey 04:40 – Building Freight Scout & AI Agents 05:05 – SCOTUS Montgomery Ruling Explained 07:15 – Freight Brokerage Cycles & Market Changes 08:40 – Agency Model vs Brokerage Ownership 10:20 – How Technology Is Changing Freight Agencies 11:10 – The Freight Tech Explosion Since COVID 13:00 – Automation vs True AI in Logistics 14:15 – Why AI Won’t Fully Replace Humans 15:00 – AI Agents Explained for Freight Brokers 16:20 – Voice AI, Dispatching & Automated Check Calls 17:20 – Using 10 Years of Freight Data to Train AI 18:30 – Carrier Matching & Pattern Recognition 20:00 – The Goal: AI Running Freight Workflows 21:15 – Salesforce Layoffs & AI Replacing Jobs 22:00 – “This Is the Worst AI Will Ever Be” 23:10 – The Future of White Collar Work 24:30 – Why Work Ethic Still Wins 26:00 – Self-Healing AI Systems Explained 27:00 – Vibe Coding & Building Software Fast 28:00 – AI, Papa John’s & GLP-1 Discussion 😂 30:00 – Betting on Yourself in Business 31:00 – Advice for Freight Brokers & Agents 35:00 – Entrepreneurship & Ownership Models 36:20 – The Future of Freight & AI 🎧 Listen on Youtube, Apple Podcasts & all major platforms. 🔔 Subscribe for weekly freight, logistics & entrepreneurship conversations.Learn valuable lessons to kickstart your freight agent career! Subscribe for weekly insider insights here [https://freightagentinsider.com/podcast]Questions? Record it live to be answered on the show! [https://www.speakpipe.com/msg/s/431289/2/nnlsvcsd2a3hptki]DM us on TikTok, X, & LinkedIn @FreightAgentInsder or email Levi@freightagentinsider.com #freight #logistics #freightbroker #freightagent #ai #artificialintelligence #automation #freighttech #supplychain #entrepreneurship #technology #business #voiceai #freightagentinsider

Episode 39: Nick Lee- 🚛 From W-2 Broker to Freight Agent Success 👶 💰 | Freight Agent Insider

🚛👶 From immigrating to America to building a thriving freight agency from home — this episode is packed with entrepreneurship, logistics insights, family motivation, and real freight game. This week on Freight Agent Insider, Levi Van Pay sits down with Nick Lee — freight agent, entrepreneur, new father, and one of the fastest-rising agents in the industry today. Nick shares his incredible journey from growing up in South Korea to graduating from Auburn University with a logistics degree, working the W-2 brokerage grind, and eventually betting on himself in the freight agent world. In under two years, Nick built a highly successful agency while balancing family life, late-night freight operations, and the nonstop pressure of logistics. The conversation dives deep into referrals vs cold calling, freight fraud, customer relationships, work ethic, AI in logistics, and the mindset required to survive and thrive in today’s freight market. 💥 KEY TAKEAWAYS: • Why becoming a freight agent changed Nick’s life • W-2 broker life vs the freedom of agency ownership • Why referrals outperform cold calling in freight • The importance of professionalism & relationships • How Nick scaled his agency in under 2 years • Balancing fatherhood while running a freight business • Lessons learned from multimillion-dollar freight claims • Why consistency & self-belief matter more than talent • AI in logistics & why human relationships still win • Risk vs reward in the freight agent model ⏱️ IMPORTANT TIMESTAMPS: 00:00 – Intro & Freight Agent Expo Announcement 02:11 – Nick Lee’s Background & Moving From South Korea 03:28 – Auburn University & Getting Into Logistics 04:03 – Transitioning From W-2 Broker to Freight Agent 06:07 – Why Freight Agency Can Change Your Life 07:38 – Becoming a Father While Running a Freight Business 11:12 – Late-Night Freight Operations & Overseas Customers 12:18 – Scaling a Freight Agency From Scratch 14:13 – Why Referrals Beat Cold Calling 16:10 – AI in Logistics & Human Relationships 19:00 – Reefer, Dry Van, Flatbed & Box Truck Freight 21:13 – Landing New Customers Through Carrier Relationships 23:57 – Professionalism & Building Long-Term Trust 25:44 – What Nick Wishes He Knew Before Becoming an Agent 29:12 – The Multimillion-Dollar Cargo Theft Story 😳 31:21 – Risk vs Reward in the Freight Agent Model 32:31 – Advice for Future Freight Agents 33:31 – The Mindset Required to Succeed in Logistics 🎧 Available now on Spotify, Apple Podcasts & YouTube. Learn valuable lessons to kickstart your freight agent career! Subscribe for weekly insider insights here [https://freightagentinsider.com/podcast] Questions? Record it live to be answered on the show! [https://www.speakpipe.com/msg/s/431289/2/nnlsvcsd2a3hptki] DM us on TikTok, X, & LinkedIn @FreightAgentInsder or email Levi@freightagentinsider.com #freight #logistics #freightbroker #freightagent #supplychain #trucking #entrepreneurship #sales #business #motivation #podcast #freightagentinsider

Episode 38: Desmond Clark- MR F*****G RELENTLESS- NFL Star to Freight CEO | Freight Agent Insider

🏈🚛 From the Super Bowl to the freight world — this episode is packed with leadership, entrepreneurship, logistics insights, and legendary football stories. This week on Freight Agent Insider, Levi Van Pay sits down with Desmond Clark — former Chicago Bears star, entrepreneur, motivational speaker, and founder of Bear Down Logistics. Desmond shares the incredible story of transitioning from the NFL into logistics, building a freight company from scratch, and creating a culture centered around leadership, teamwork, and abundance. From moving Christmas trees across the country to scaling heavy haul operations, this episode is full of real lessons for freight agents, entrepreneurs, and anyone chasing greatness. 🎧 Available now on Spotify, Apple Podcasts & YouTube. Learn valuable lessons to kickstart your freight agent career! Subscribe for weekly insider insights here [https://freightagentinsider.com/podcast]Questions? Record it live to be answered on the show! [https://www.speakpipe.com/msg/s/431289/2/nnlsvcsd2a3hptki]DM us on TikTok & LinkedIn @FreightAgentInsder or email Levi@freightagentinsider.com #freight #logistics #freightbroker #freightagent #supplychain #desmondclark #chicagobears #heavyhaul #entrepreneurship #leadership #motivation #business #freightagentinsider

Episode 37: Malcom Harris- Becoming One Of The Best Voices In Freight Media | Freight Agent Insider

🎙️ Malcolm Harris on Freight, Media & Building a Personal Brand | Freight Agent Insider This week, Levi Van Pay sits down with one of the most recognizable voices in logistics media — Malcolm Harris, host of FreightWaves’ flagship show What The Truck. From his early days in recruiting to becoming a rising media personality in freight, Malcolm shares the mindset, discipline, and authenticity that helped shape his journey. The episode dives into entrepreneurship, sales culture, Freight Alley, content creation, leadership, and the future of freight media — all mixed with hilarious stories, real-life lessons, and nonstop energy. If you’re in logistics, sales, entrepreneurship, or trying to build something bigger for yourself, this episode is packed with motivation and insight. 🎧 Listen now on Spotify, Apple Podcasts & YouTube. Learn valuable lessons to kickstart your freight agent career! Subscribe for weekly insider insights here [https://freightagentinsider.com/podcast]Questions? Record it live to be answered on the show! [https://www.speakpipe.com/msg/s/431289/2/nnlsvcsd2a3hptki]DM us on TikTok & LinkedIn @FreightAgentInsder or email Levi@freightagentinsider.com #freight #logistics #freightbroker #freightagent #freightwaves #podcast #supplychain #entrepreneur #sales #motivation #business #trucking #media

Episode 36: Brandon Gardner- Auto Hauling Freight Agent Secrets To Success | Freight Agent Insider

This week, we sat down with Brandon Gardner, logistics expert, entrepreneur, and founder of TrackStar, to dive into one of the most misunderstood niches in freight: auto hauling. 🚗💨 Brandon breaks down the hidden risks behind moving high-value vehicles, the importance of communication and execution, and why the car hauling industry is still playing catch-up with the rest of logistics. From fraud prevention and tracking technology to building relationships and scaling through social media, this episode is packed with real-world insights for brokers, agents, and entrepreneurs alike. Tune in to learn why “the riches are in the niches” and how mastering communication can completely transform your business in freight and beyond. Learn valuable lessons to kickstart your freight agent career! Subscribe for weekly insider insights here [https://freightagentinsider.com/podcast] Questions? Record it live to be answered on the show! [https://www.speakpipe.com/msg/s/431289/2/nnlsvcsd2a3hptki] DM us on TikTok & LinkedIn @FreightAgentInsder or email Levi@freightagentinsider.com #freightbrokers #LogisticsCareer #freightagentinsider #freightagents #freight