Tyler Harper, A Modern Approach to LTL Shipping
Thu Feb 05 2026
SUMMARY:
In this episode, host Will Jenkins sits down with Tyler Harper, Co-Founder and Chief Revenue Officer of Pinnacle Logistics Group, to break down a modern approach to LTL shipping, carrier relationships, and building a freight brokerage in a competitive market. Tyler shares how Pinnacle Logistics Group was built from the ground up, lessons from the first year in business, and why trust, consistency, and clear market positioning matter in freight entrepreneurship. The conversation covers LTL freight strategy, complex shipments, carrier sales, marketing fundamentals, and how Pinnacle delivers enterprise-level logistics solutions to mid-market shippers. This episode is packed with real-world insights for freight brokers, logistics professionals, sales leaders, and anyone interested in entrepreneurship within transportation and supply chain.
TAKEAWAYS:
Tyler Harper brings a multi-disciplinary mindset to freight leadership Trust with carriers is foundational to long-term brokerage success Pinnacle Logistics Group specializes in complex freight, including furniture and LTL shipments The first year of entrepreneurship brings both pressure and momentum Pinnacle expanded from multi-stop consolidation into cross-border logistics Strong market positioning helps mid-market shippers access enterprise-grade solutions Consistency matters more than short-term wins in business growth Team structure and shared ownership drive internal performance Marketing works best when the ideal customer profile is clearly defined A recent rebrand helped Pinnacle sharpen its message and presence
CHAPTERS:
00:00 – Introduction
02:59 – Tyler Harper’s Background and Entry Into Freight
06:01 – Building Pinnacle Logistics Group
09:02 – First-Year Challenges and Early Wins
12:06 – LTL and Complex Freight Services
14:57 – Market Positioning and Differentiation
18:12 – Managing Market Volatility
21:06 – Advice for Freight Entrepreneurs
24:03 – Team Structure and Leadership
27:14 – Marketing Strategy in Logistics
29:48 – What’s Next for Pinnacle Logistics Group
WHERE TO LISTEN:
🎥 Watch on YouTube
🎧 Listen on Spotify
🎙️ Listen on Apple Podcasts
Download, subscribe, and leave a review to support the show!
EPISODE CREDITS:
Host, Will Jenkins
Creative Director, Erin Sweeney
Edited and mixed by Keenan McCarthy
Music licensed through Envato
LINKS:
Be sure to follow and tag @JourneyDelivers on LinkedIn and Instagram!
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SUMMARY: In this episode, host Will Jenkins sits down with Tyler Harper, Co-Founder and Chief Revenue Officer of Pinnacle Logistics Group, to break down a modern approach to LTL shipping, carrier relationships, and building a freight brokerage in a competitive market. Tyler shares how Pinnacle Logistics Group was built from the ground up, lessons from the first year in business, and why trust, consistency, and clear market positioning matter in freight entrepreneurship. The conversation covers LTL freight strategy, complex shipments, carrier sales, marketing fundamentals, and how Pinnacle delivers enterprise-level logistics solutions to mid-market shippers. This episode is packed with real-world insights for freight brokers, logistics professionals, sales leaders, and anyone interested in entrepreneurship within transportation and supply chain. TAKEAWAYS: Tyler Harper brings a multi-disciplinary mindset to freight leadership Trust with carriers is foundational to long-term brokerage success Pinnacle Logistics Group specializes in complex freight, including furniture and LTL shipments The first year of entrepreneurship brings both pressure and momentum Pinnacle expanded from multi-stop consolidation into cross-border logistics Strong market positioning helps mid-market shippers access enterprise-grade solutions Consistency matters more than short-term wins in business growth Team structure and shared ownership drive internal performance Marketing works best when the ideal customer profile is clearly defined A recent rebrand helped Pinnacle sharpen its message and presence CHAPTERS: 00:00 – Introduction 02:59 – Tyler Harper’s Background and Entry Into Freight 06:01 – Building Pinnacle Logistics Group 09:02 – First-Year Challenges and Early Wins 12:06 – LTL and Complex Freight Services 14:57 – Market Positioning and Differentiation 18:12 – Managing Market Volatility 21:06 – Advice for Freight Entrepreneurs 24:03 – Team Structure and Leadership 27:14 – Marketing Strategy in Logistics 29:48 – What’s Next for Pinnacle Logistics Group WHERE TO LISTEN: 🎥 Watch on YouTube 🎧 Listen on Spotify 🎙️ Listen on Apple Podcasts Download, subscribe, and leave a review to support the show! EPISODE CREDITS: Host, Will Jenkins Creative Director, Erin Sweeney Edited and mixed by Keenan McCarthy Music licensed through Envato LINKS: Be sure to follow and tag @JourneyDelivers on LinkedIn and Instagram!