Freight Agent Insider Podcast

Freight Agent Insider Podcast

By With Levi Van PayBusiness
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Freight Agent Insider Podcast episodes

  • Episode 48: Matt Silver- The King Of Cross Boarder Freight & Next Level Tech | Freight Agent Insider

    This week on Freight Agent Insider, Levi Van Pay sat down with Matt Silver, freight technology entrepreneur, supply chain visibility expert, and one of the leading voices in freight market intelligence, for a deep and insightful conversation about transportation data, supply chain visibility, freight technology, market intelligence, and the future of logistics decision-making.

    Throughout his career, Matt has focused on helping shippers, brokers, carriers, and logistics professionals make better decisions through better information. His work has centered around improving freight visibility, strengthening market intelligence, and leveraging data to create more efficient, transparent, and competitive supply chains, especially for cross boarder moves.

    In this episode, Matt shares his journey through the logistics industry and breaks down why data has become one of the most valuable assets in modern freight brokerage. He explains how technology is reshaping the way transportation professionals identify opportunities, evaluate risk, and build long-term competitive advantages in an increasingly complex freight environment.


    πŸ”₯ KEY TAKEAWAYS:

    β€’ Matt Silver’s journey through freight brokerage, technology, and entrepreneurship

    β€’ Why data is becoming the most valuable asset in logistics

    β€’ How supply chain visibility creates real competitive advantages

    β€’ The biggest information gaps facing freight brokers today

    β€’ How brokers use market intelligence to uncover hidden opportunities

    β€’ Why transportation analytics are reshaping freight decision-making

    β€’ The role of technology in improving freight visibility and transparency

    β€’ How better data leads to faster and more accurate freight decisions

    β€’ The future of freight technology, AI, and logistics innovation β€’ Why visibility is becoming essential across all transportation networks

    β€’ How market intelligence helps brokers win more freight β€’ Lessons learned from building and scaling logistics technology platforms


    ⏱️ IMPORTANT MOMENTS:

    00:00 – Intro & Freight Agent Expo Announcement

    02:00 – Meet Matt Silver & Background in Freight

    04:00 – Early Career in Logistics & Brokerage Foundations 06:00 – Evolution of Freight Technology

    08:00 – Why Data Matters More Than Ever in Logistics

    10:00 – Biggest Information Gaps in Freight Brokerage

    12:00 – Supply Chain Visibility & Market Intelligence Explained

    14:00 – How Data Creates Competitive Advantage

    16:00 – Freight Analytics & Decision-Making in Real Time 18:00 – Finding Hidden Opportunities in the Market

    20:00 – Technology’s Role in Modern Freight Brokerage 22:00 – Building Stronger Shipper Relationships Through Data

    24:00 – Carrier Networks, Capacity & Market Trends

    26:00 – How Brokers Use Intelligence to Win Freight

    28:00 – Transportation Analytics & Industry Shifts

    30:00 – AI, Automation & the Future of Logistics

    32:00 – Entrepreneurship & Building Freight Technology 34:00 – The Future of Supply Chain Visibility

    36:00 – What Freight Leaders Need to Know About Data 38:00 – Matt’s Advice for Brokers & Operators

    40:00 – Key Takeaways & Industry Predictions

    42:00 – Outro & Episode Wrap-Up


    🎧 Available now on Spotify, Apple Podcasts & YouTube.


    πŸ””Subscribe for weekly conversations on freight, logistics, recruiting, entrepreneurship, leadership, sales, technology, and business growth.Learn valuable lessons to kickstart your freight agent career! Subscribe for weekly insider insights ⁠here Questions? ⁠Record it live to be answered on the show! ⁠https://www.speakpipe.com/msg/s/431289/2/nnlsvcsd2a3hptkiDM us on TikTok, X, & LinkedIn @FreightAgentInsder or email [email protected]


    #freight #logistics #freightbroker #freightagent #freightagentinsider #mattsilver #freighttechnology #supplychain #supplychainvisibility #marketintelligence #transportation #freightdata #analytics #ai #innovation #entrepreneurship #leadership #technology #businessgrowth #logisticstechnology #freighttech

    43 min
  • Episode 47: Beth Carroll- Brokerage Compensation Breakdown With Comp Goddess | Freight Agent Insider

    This week on Freight Agent Insider, Levi Van Pay sat down with Beth Carroll, Founder and CEO of Prosperio Group, compensation strategist, author of Taming the Compensation Monster, and one of the most respected experts in transportation and logistics compensation design.

    With nearly 30 years of experience helping companies design incentive plans, compensation structures, and performance systems, Beth has worked with over 500 organizations, including more than 300 transportation and logistics companies. Her expertise has helped freight brokers, agencies, carriers, and logistics providers create compensation programs that drive growth, improve retention, and align employee performance with business objectives.

    During this fascinating conversation, Beth shares her unique journey from academia and consulting into the freight industry, explains why compensation is one of the most misunderstood growth tools in business, and reveals the science behind motivation, goal setting, and performance management.

    The discussion dives deep into freight brokerage compensation, incentive design, leadership, employee motivation, scaling agencies, recruiting top talent, operational incentives, company culture, and why many brokerage compensation plans fail to create the behaviors leaders actually want.

    Whether you're a freight broker, agency owner, carrier executive, operations leader, recruiter, entrepreneur, or sales manager, this episode is packed with practical strategies and actionable insights that can help you build stronger teams and create sustainable growth.

    πŸ”₯ KEY TAKEAWAYS:

    β€’ How Beth Carroll became one of the leading compensation experts in logistics.

    β€’ The four factors that drive employee motivation and performance.

    β€’ Why many freight broker compensation plans fail.

    β€’ How clear goals create better results and accountability.

    β€’ The difference between activity, performance, and meaningful incentives.

    β€’ Why uncapped compensation plans can drive long-term growth.

    β€’ How freight agencies can scale beyond the owner's personal production capacity.

    β€’ How compensation influences culture, retention, and profitability.


    ⏱️ IMPORTANT MOMENTS:

    00:00 – Intro & Freight Agent Expo Announcement

    02:00 – Meet Beth Carroll & Her Background

    04:00 – How Beth Entered the World of Compensation Consulting

    06:00 – Why Compensation Is One of the Most Powerful Business Tools

    08:00 – How Beth Found Her Niche in Transportation & Logistics

    10:00 – The Biggest Compensation Mistakes Companies Make

    12:00 – Understanding What Truly Motivates Employees

    14:00 – The Four Drivers of Performance Explained

    16:00 – Why Most Incentive Plans Fail

    18:00 – Setting Goals That Actually Drive Results

    20:00 – The Psychology Behind High Performance

    22:00 – Building Compensation Plans That Scale

    24:00 – Freight Brokerage Compensation Best Practices

    26:00 – How Agency Owners Can Retain Top Talent

    28:00 – Leadership, Accountability & Company Culture

    30:00 – Lessons From Working With 300+ Logistics Companies

    32:00 – Inside Taming the Compensation Monster

    34:00 – Beth's Advice for Brokerage Owners & Leaders

    36:00 – Final Thoughts, Key Takeaways & Episode Wrap-Up


    🎧Available now on Spotify, Apple Podcasts & YouTube.πŸ””Subscribe for weekly conversations on freight, logistics, recruiting, entrepreneurship, leadership, sales, technology, and business growth.Learn valuable lessons to kickstart your freight agent career! Subscribe for weekly insider insights ⁠here Questions? ⁠Record it live to be answered on the show! ⁠DM us on TikTok, X, & LinkedIn @FreightAgentInsder or email [email protected]


    #freight #logistics #freightbroker #freightagent #freightagentinsider #bethcarroll #prosperiogroup #compensation #salescompensation #leadership #motivation #businessgrowth #freightbrokerage #entrepreneurship #recruiting #salesleadership #supplychain #transportation #businessstrategy #tamethecompensationmonster

    38 min
  • Episode 46: Ryan Joyce- Freight Fraud Protection Post Montgomery Ruling πŸš› | Freight Agent Insider

    This week on Freight Agent Insider, Levi Van Pay sat down with Ryan Joyce, Co-Founder and CEO of GenLogs, for one of the most fascinating conversations yet about freight fraud, cargo theft, carrier verification, technology, and how intelligence operations are being applied to solve some of the logistics industry's biggest challenges.

    Before entering the freight world, Ryan spent years as a CIA Operations Officer recruiting sources inside terrorist organizations and using intelligence gathering techniques to uncover hidden threats. Today, he's applying those same principles to freight transportation through GenLogs, a groundbreaking truck intelligence platform helping brokers, agents, and carriers verify carrier activity, reduce fraud, and combat cargo theft.

    Ryan shares his incredible journey from the CIA to entrepreneurship, explains how GenLogs works, and discusses how physical-world intelligence is changing the way freight professionals evaluate risk, verify carriers, and protect shipments.

    The conversation dives deep into freight fraud, double brokering, cargo theft, carrier compliance, the Montgomery ruling, freight technology, artificial intelligence, entrepreneurship, and the future of risk management in logistics.

    Whether you're a freight broker, freight agent, carrier, logistics executive, technology enthusiast, or entrepreneur, this episode is packed with eye-opening insights and practical strategies for navigating today's rapidly evolving transportation landscape.

    πŸ”₯ KEY TAKEAWAYS:

    β€’ How Ryan transitioned from the CIA to building a freight technology company.

    β€’ Why freight fraud and cargo theft continue to be major industry challenges.

    β€’ How GenLogs helps brokers verify carriers using real-world truck intelligence.

    β€’ Why double brokering and chameleon carriers remain significant risks.

    β€’ How brokers can better protect themselves after the Montgomery Supreme Court ruling.

    β€’ The importance of verifying that carriers are actively operating on the road.

    β€’ How technology and AI are reshaping carrier compliance and fraud prevention.

    β€’ Why cargo thieves and fraudulent carriers struggle against physical-world verification.

    β€’ The future of freight intelligence, automation, and risk management.

    ⏱️ IMPORTANT MOMENTS:

    00:00 – Intro & Freight Agent Expo Announcement

    02:00 – Meet Ryan Joyce & His Background

    03:30 – From 9/11 to the CIA: Ryan's Story

    05:30 – Recruiting Sources Inside Terrorist Organizations

    07:30 – What Intelligence Work Taught Ryan About Problem Solving

    09:30 – Discovering Freight Fraud & Industry Challenges

    11:30 – The Founding Story Behind GenLogs

    13:30 – How GenLogs Tracks Truck Activity Across America

    15:30 – Fighting Double Brokering & Carrier Fraud

    17:30 – How Brokers Can Verify Carriers More Effectively

    19:30 – The Montgomery Supreme Court Ruling Explained

    21:30 – The Future of Carrier Compliance & Risk Management

    23:30 – How GenLogs Helps Reduce Cargo Theft

    25:00 – The Technology Freight Fraudsters Hate

    26:30 – AI, Automation & The Future of Freight Intelligence

    28:00 – CIA Stories: Tracking Terrorists & Unexpected Encounters

    30:00 – Entrepreneurship, Leadership & Building GenLogs

    31:00 – Final Advice for Brokers, Agents & Carriers

    32:00 – Outro & Episode Wrap-Up


    🎧Available now on Spotify, Apple Podcasts & YouTube.πŸ””Subscribe for weekly conversations on freight, logistics, recruiting, entrepreneurship, leadership, sales, technology, and business growth.Learn valuable lessons to kickstart your freight agent career! Subscribe for weekly insider insights ⁠here Questions? ⁠Record it live to be answered on the show! ⁠DM us on TikTok, X, & LinkedIn @FreightAgentInsder or email [email protected]


    #freight #logistics #freightbroker #freightagent #freightagentinsider #genlogs #ryanjoyce #cargoftheft #doublebrokering #carriercompliance #freightfraud #supplychain #transportation #technology #leadership #entrepreneurship #ai #logisticstechnology #riskmanagement #trucking

    33 min
  • Episode 45: Reed Loustalot- The Truck Parking Club Meme King πŸš› | Freight Agent Insider

    This week on Freight Agent Insider, Levi Van Pay sat down with Reed Loustalot for an insightful conversation about freight brokerage, leadership, networking, personal development, and the power of long-term relationships in the logistics industry.

    Reed shares his journey through the freight industry and explains why relationshipsβ€”not quick winsβ€”have been the foundation of his career growth. From building trust with customers and peers to developing a reputation that opens doors over time, Reed offers practical lessons on how to create lasting success in a relationship-driven industry.

    The conversation dives deep into freight sales, customer retention, networking, leadership, reputation, professional growth, and why the human side of business still matters more than ever in logistics.

    Whether you're a freight broker, freight agent, entrepreneur, sales professional, or someone looking to build a stronger professional network, this episode is packed with real-world insight and actionable advice from a respected voice in the freight industry.

    πŸ”₯KEY TAKEAWAYS:

    1. Why relationships remain the ultimate competitive advantage in freight brokerage.

    2. How networking creates long-term career opportunities.

    3. The leadership habits that build trust and credibility.

    4. Why playing the long game produces better business results.

    5. How customer relationships drive sustainable growth.

    6. The importance of reputation in logistics.

    7. Why human connection still beats transactional selling.

    8. Advice for young professionals entering the freight industry.

    ⏱️IMPORTANT MOMENTS:

    00:00 – Intro & Freight Agent Expo Announcement

    01:30 – Meet Reed Loustalot

    03:00 – Reed’s Journey Into Freight Brokerage

    05:30 – Breaking Into Logistics & Early Career Lessons

    08:00 – Why Relationships Matter More Than Transactions 10:30 – Building Trust With Customers & Industry Partners 13:00 – The Power of Networking in Freight

    15:30 – Creating Opportunities Through Relationships

    18:00 – Leadership Lessons Learned Throughout His Career 21:00 – Why Reputation Is Everything in Logistics

    24:00 – Playing the Long Game in Business & Sales

    27:00 – The Human Skills Technology Can’t Replace

    30:00 – Customer Service, Communication & Trust

    33:00 – Advice for Young Professionals Entering Freight 36:00 – The Future of Freight Brokerage & Industry Growth 39:00 – Final Advice, Closing Thoughts & What's Next

    41:00 – Outro & Episode Wrap-Up

    🎧Available now on Spotify, Apple Podcasts & YouTube.

    πŸ””Subscribe for weekly conversations on freight, logistics, recruiting, entrepreneurship, leadership, sales, technology, and business growth.

    Learn valuable lessons to kickstart your freight agent career! Subscribe for weekly insider insights here Questions? Record it live to be answered on the show! DM us on TikTok, X, & LinkedIn @FreightAgentInsder or email [email protected]


    #freight #logistics #freightbroker #freightagent #leadership #sales #networking #entrepreneurship #business #supplychain #podcast #freightagentinsider #reedloustalot #relationships #professionaldevelopment

    43 min
  • Episode 44: Charlie Saffro- From Logistics Recruiter to Industry Icon πŸš› | Freight Agent Insider

    This week on Freight Agent Insider, Levi Van Pay sat down with Charlie Saffro for an insightful conversation about recruiting, entrepreneurship, personal branding, leadership, and the power of human connection in the logistics industry.

    Charlie shares her incredible journey from accidentally entering the transportation and logistics world to building CS Recruiting into one of the most recognized recruiting firms in the industry. Over the course of two decades, she helped thousands of professionals advance their careers, built a nationally recognized brand, scaled her company to nearly 50 employees, and ultimately sold the business to Hirewell while navigating one of the toughest freight markets in recent history.

    The conversation dives deep into recruiting, networking, entrepreneurship, LinkedIn branding, company culture, leadership, AI, hiring trends, and what it was really like selling the company she spent years building from the ground up.

    Charlie also opens up about the emotional side of entrepreneurship, the identity shift that comes with selling a business, and why relationshipsβ€”not transactionsβ€”have been the foundation of her success throughout her career.

    Whether you're a freight broker, recruiter, entrepreneur, business owner, sales professional, or someone looking to build a stronger professional network, this episode is packed with practical insights and valuable lessons from one of logistics' most respected leaders.


    πŸ”₯ KEY TAKEAWAYS:

    β€’ How Charlie accidentally entered the logistics industry

    β€’ The story behind building CS Recruiting into an industry-leading firm

    β€’ Why relationships matter more than sales tactics

    β€’ The power of playing the long game in business

    β€’ How LinkedIn helped build a nationally recognized brand

    β€’ Why personal branding creates career opportunities

    β€’ The current state of logistics recruiting in 2026

    β€’ What young professionals need to know about networking

    β€’ How AI is changing recruiting and hiring

    β€’ The emotional reality of selling a business you've built from scratch

    β€’ Why human connection remains a competitive advantage

    β€’ The leadership lessons learned from scaling a company


    ⏱️ IMPORTANT MOMENTS:

    00:00 – Intro & Freight Agent Expo Announcement

    01:45 – Meet Charlie Saffro

    03:00 – How Charlie Accidentally Entered Logistics Recruiting

    05:00 – Launching CS Recruiting & Building a Business From Scratch

    07:30 – Why Relationships Matter More Than Sales Tactics

    10:00 – The Power of Networking & Playing the Long Game

    12:30 – The State of Logistics Recruiting in 2026

    15:00 – Hiring Trends, Market Recovery & Talent Demand

    17:30 – Recruiting vs. Freight Agent Recruiting

    20:00 – Why Human Connection Still Wins in Business

    22:00 – AI, Automation & The Future of Recruiting

    24:30 – The Viral LinkedIn Post That Changed Everything

    27:00 – Building a Personal Brand Through Content

    29:30 – Scaling CS Recruiting Through Relationships

    32:00 – Selling CS Recruiting to Hirewell

    34:30 – The Emotional Reality of Selling a Business

    36:30 – Advice for Recruiters, Entrepreneurs & Young Professionals

    38:00 – Final Thoughts & Closing


    🎧 Available now on Spotify, Apple Podcasts & YouTube.


    Learn valuable lessons to kickstart your freight agent career! Subscribe for weekly insider insights here Questions? Record it live to be answered on the show! https://www.speakpipe.com/msg/s/431289/2/nnlsvcsd2a3hptkiDM us on TikTok, X, & LinkedIn @FreightAgentInsder or email [email protected]


    #freight #logistics #recruiting #transportation #supplychain #leadership #entrepreneurship #linkedin #personalbranding #hiring #talentacquisition #business #sales #networking #podcast #freightagentinsider #charliesaffro #recruitment #careers #growth

    39 min
  • Episode 43: Parker Chaney- πŸš›πŸ“ˆ From Getting Laid Off Twice to Building a Freight Industry Brand | Freight Agent Insider

    This week on Freight Agent Insider, Levi Van Pay sat down with Parker Chaney for a candid conversation about freight brokerage, entrepreneurship, recruiting, personal branding, and turning adversity into opportunity.

    Parker shares his journey from working night shifts as a CNC machinist to becoming a top-producing freight broker, getting laid off not once but twice despite strong performance, and ultimately building a successful business helping freight brokerages launch and scale agent programs.

    After being laid off while producing significant revenue, and then getting laid off again shortly after his wife quit her job and their first child was on the way, Parker found himself at a crossroads. Instead of giving up, he launched a recruiting business from scratch, built a powerful personal brand on LinkedIn, and created Agent Program OS β€” helping brokerages recruit, attract, and retain top freight agents.

    The episode dives deep into agent programs, recruiting, content creation, LinkedIn marketing, entrepreneurship, freight brokerage growth, personal branding, and why authenticity may be the most valuable business asset in today's market.

    Whether you're a freight broker, freight agent, recruiter, entrepreneur, or someone looking to build a business and personal brand, this episode is packed with practical advice and real-world lessons.

    πŸ”₯ KEY TAKEAWAYS:

    β€’ How Parker went from manufacturing to freight brokerage

    β€’ What he learned after being laid off twice despite producing results

    β€’ Why job security in freight may not be what many people think

    β€’ How he built a recruiting business with virtually no startup capital

    β€’ The power of personal branding and LinkedIn content

    β€’ Why authenticity outperforms polished corporate messaging

    β€’ How brokerages can successfully build agent programs

    β€’ The importance of identifying your "unfair advantage"

    β€’ Why trust is the most valuable currency in recruiting and sales

    β€’ How content creation creates long-term business opportunities

    🎧 Available now on Spotify, Apple Podcasts & YouTube.


    πŸ”” Subscribe for weekly conversations on freight, logistics, entrepreneurship, sales, recruiting, leadership, and technology.

    Learn valuable lessons to kickstart your freight agent career! Subscribe for weekly insider insights here

    Questions? Record it live to be answered on the show!

    DM us on TikTok, X, & LinkedIn @FreightAgentInsder or email [email protected]


    #freight #logistics #freightbroker #freightagent #entrepreneurship #recruiting #linkedin #personalbranding #sales #leadership #agentprograms #business #supplychain #podcast #freightagentinsider #parkerchaney #marketing #contentcreation #freightrecruiting

    44 min
  • 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 β€” a former Division 1 athlete and recent college graduate β€” 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 β€” this episode is packed with practical insight and real perspective on building a meaningful career in logistics.

    πŸ”₯ KEY TAKEAWAYS:

    β€’ Why freight brokerage is still a massive opportunity in 2026

    β€’ How athletes develop the mindset to succeed in freight

    β€’ Why relationships matter more than transactions

    β€’ The freedom and flexibility of the freight agent model

    β€’ How faith and integrity influence business decisions

    β€’ Why Gen Z may thrive in logistics & entrepreneurship

    β€’ The importance of patience, discipline & listening skills

    β€’ 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 β€œShady” 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.

    πŸ”” Subscribe for weekly conversations on freight, logistics, entrepreneurship & technology.


    Learn valuable lessons to kickstart your freight agent career! Subscribe for weekly insider insights here Questions? Record it live to be answered on the show! DM us on TikTok, X, & LinkedIn @FreightAgentInsder or email [email protected]


    #freight #logistics #freightbroker #freightagent #entrepreneurship #faith #leadership #genz #business #supplychain #podcast #freightagentinsider


    41 min
  • 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 β€” 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.


    πŸ’₯ KEY TAKEAWAYS:

    β€’ How Ben went from bartender to high-performing freight agent

    β€’ Why niching down (flatbed/steel) accelerates growth

    β€’ The real bottleneck in scaling: delegation, not sales

    β€’ Why consistency beats talent in brokerage success

    β€’ How customer trust compounds into massive volume over time

    β€’ The importance of hiring for discipline, not just skill

    β€’ Why leadership and standards determine team performance β€’ How relationships with carriers reduce reliance on load boards

    β€’ Why execution matters more than market conditions

    β€’ 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 β†’ 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 β€œlottery 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 Questions? Record it live to be answered on the show! DM us on TikTok, X, & LinkedIn @FreightAgentInsder or email [email protected]


    #freight #logistics #freightbroker #freightagent #entrepreneurship #leadership #freighttech #supplychain #business #flatbed #steel #scaling #success #freightagentinsider

    43 min
  • Episode 40: Connor Miller- πŸš›πŸ€– 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 β€” freight broker, investor, tech builder, and founder of Freight Scout β€” 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 β€” from track & trace to carrier sales and operations β€” to building AI agents designed specifically for freight brokers. From automated check calls and voice AI to self-healing systems and β€œvibe 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 β€” this episode is packed with insights.

    πŸ’₯ KEY TAKEAWAYS: β€’ Why AI won’t fully replace top freight brokers

    β€’ How Freight Scout uses AI agents in freight operations

    β€’ The difference between automation and real AI

    β€’ Why relationships still matter in logistics

    β€’ How β€œvibe coding” is changing software development

    β€’ The future of freight agencies & brokerages

    β€’ Why A-players will thrive in the AI era

    β€’ The importance of work ethic in a tech-driven world

    β€’ How AI voice agents handle dispatching & check calls

    β€’ 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 – β€œThis 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 πŸ˜‚

    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.

    πŸ”” Subscribe for weekly freight, logistics & entrepreneurship conversations.Learn valuable lessons to kickstart your freight agent career! Subscribe for weekly insider insights here Questions? Record it live to be answered on the show! DM us on TikTok, X, & LinkedIn @FreightAgentInsder or email [email protected]


    #freight #logistics #freightbroker #freightagent #ai #artificialintelligence #automation #freighttech #supplychain #entrepreneurship #technology #business #voiceai #freightagentinsider

    36 min
  • Episode 39: Nick Lee- πŸš› From W-2 Broker to Freight Agent Success πŸ‘Ά πŸ’° | Freight Agent Insider

    πŸš›πŸ‘Ά From immigrating to America to building a thriving freight agency from home β€” 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 β€” 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.

    πŸ’₯ KEY TAKEAWAYS:

    β€’ Why becoming a freight agent changed Nick’s life

    β€’ W-2 broker life vs the freedom of agency ownership

    β€’ Why referrals outperform cold calling in freight

    β€’ The importance of professionalism & relationships

    β€’ How Nick scaled his agency in under 2 years

    β€’ Balancing fatherhood while running a freight business

    β€’ Lessons learned from multimillion-dollar freight claims

    β€’ Why consistency & self-belief matter more than talent

    β€’ AI in logistics & why human relationships still win

    β€’ 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

    Questions? Record it live to be answered on the show!

    DM us on TikTok, X, & LinkedIn @FreightAgentInsder or email [email protected]


    #freight #logistics #freightbroker #freightagent #supplychain #trucking #entrepreneurship #sales #business #motivation #podcast #freightagentinsider


    35 min

About Freight Agent Insider Podcast

From the publisher's feed

The Freight Agent Insider Podcast is hosted by Levi Van Pay, a social media personality and Director of an agent based brokerage delivering weekly insights and stories, featuring the best freight…