Episode 42: Jacquelyn & Ellie Helms- The Future of Freight Belongs to Gen-Z | Freight Agent Insider

Episode 42: Jacquelyn & Ellie Helms- The Future of Freight Belongs to Gen-Z | Freight Agent Insider

This week on Freight Agent Insider, Levi Van Pay sat down with Jacquelyn Helms and her daughter Ellie for one of the most inspiring conversations yet about freight brokerage, entrepreneurship, family, and building a business with integrity. Jacquelyn shares her journey from accidentally falling into freight logistics to building a successful freight agency rooted in relationships, faith, and leadership. Ellie — a former Division 1 athlete and recent college graduate — opens up about joining the family business, stepping into freight brokerage, and why more young people are reconsidering traditional career paths in today’s economy. The episode dives into customer relationships, work ethic, Gen-Z entering logistics, athlete mentality, entrepreneurship, and why kindness and integrity still matter in business. Whether you’re a freight broker, agent, entrepreneur, college student, or someone looking for a different path to success — this episode is packed with practical insight and real perspective on building a meaningful career in logistics. 🔥 KEY TAKEAWAYS: • Why freight brokerage is still a massive opportunity in 2026 • How athletes develop the mindset to succeed in freight • Why relationships matter more than transactions • The freedom and flexibility of the freight agent model • How faith and integrity influence business decisions • Why Gen Z may thrive in logistics & entrepreneurship • The importance of patience, discipline & listening skills • How branding and social media can help freight agents stand out ⏱️ IMPORTANT MOMENTS: 00:00 – Intro & Freight Agent Expo Announcement 02:00 – Meet Jacquelyn Helms & Ellie 03:00 – How Jacquelyn Accidentally Entered Freight 04:45 – Growing Up Around Freight Brokerage 06:15 – Why Ellie Chose Freight Over Traditional Careers 08:30 – The Freedom & Income Potential of Freight Agents 10:15 – Why the Agent Model Makes Sense Today 12:45 – Faith, Integrity & Doing Business the Right Way 15:00 – Turning Down Profitable But “Shady” Opportunities 17:15 – Inside the Daily Life of a Freight Agent 19:00 – How to Find Your First Customer in Freight 21:00 – Why College Athletes Excel in Logistics 23:30 – Work Ethic, Discipline & Time Management 25:00 – Gen Z, Entrepreneurship & Career Freedom 27:30 – Personal Branding & Social Media in Freight 30:00 – Learning the Industry From Scratch 32:00 – Building Strong Driver & Customer Relationships 34:30 – Faith, Leadership & Raising Entrepreneurial Kids 37:30 – Advice for Young People Entering Logistics 40:00 – Final Thoughts & Closing Message 🎧 Available now on Spotify, Apple Podcasts & YouTube. 🔔 Subscribe for weekly conversations on freight, logistics, entrepreneurship & technology. 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 #entrepreneurship #faith #leadership #genz #business #supplychain #podcast #freightagentinsider

Episode 41: Ben Hamm- Bartender to Million $ per Month Profit Freight Agent | Freight Agent Insider

This week on Freight Agent Insider, Levi Van Pay sat down with Ben Hamm for a deep-dive conversation on freight brokerage growth, leadership, niche domination, and what it really takes to scale from zero to industry-leading results. Ben shares his journey from working in the service industry as a bartender to becoming one of the largest freight agents in the space — building a high-performing operation focused on flatbed, steel, and building materials freight. From cold calls and early mistakes to scaling teams, developing systems, and managing millions in monthly margin, this episode breaks down the real mechanics behind sustained growth in freight. They also explore what separates average agents from elite operators, how hiring and delegation become the true bottlenecks of scale, and why consistency and accountability matter more than strategy alone. The conversation also touches on freight cycles, customer relationships, carrier trust, and how staying niche can become a competitive advantage in volatile markets. 💥 KEY TAKEAWAYS: • How Ben went from bartender to high-performing freight agent • Why niching down (flatbed/steel) accelerates growth • The real bottleneck in scaling: delegation, not sales • Why consistency beats talent in brokerage success • How customer trust compounds into massive volume over time • The importance of hiring for discipline, not just skill • Why leadership and standards determine team performance • How relationships with carriers reduce reliance on load boards • Why execution matters more than market conditions • The mindset shift required to go from $25K to multi-million growth ⏱️ IMPORTANT TIMESTAMPS: 00:00 – Live intro & Freight Agent Expo announcement (Las Vegas 2027) 02:10 – Introducing Ben Hamm 03:20 – From bartender to freight brokerage (origin story) 05:00 – Early lessons: accountability & doing what you say 06:30 – Why service industry backgrounds translate well to freight 08:00 – Scaling mindset & handling customer responsibility 10:00 – Cold calls, first wins & finding flatbed niche 11:40 – Building long-term customer relationships 13:00 – Why niching (flatbed/steel) drives consistency 14:30 – Load boards, market rates & carrier relationships 16:00 – Agency vs brokerage ownership conversation 17:30 – Leadership support, mentorship & operating structure 19:00 – Why Ben stays in the agent model 21:00 – Scaling challenges & hiring mistakes 22:30 – Why leadership contact changes everything for agents 24:00 – Treating customers as long-term partners 26:00 – Breaking through scaling plateaus ($25K → higher) 27:30 – Delegation as the hardest skill in business 29:00 – Hiring philosophy & overpaying for performance 31:00 – Athlete mindset & building disciplined teams 33:00 – Why consistency and showing up wins 35:00 – Coachability, humility & learning from anyone 37:00 – Staying hungry no matter your size 39:00 – Mindset of constant improvement 40:30 – Final advice: every load is a “lottery ticket” 41:30 – Closing thoughts & takeaways 🎧 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 #entrepreneurship #leadership #freighttech #supplychain #business #flatbed #steel #scaling #success #freightagentinsider

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