Will Jenkins

The Journey Podcast

Business EN ↓ 95 episodes

Welcome to The Journey Podcast, where we talk freight, sales, tech, the market and everything in between. Hosted by Will Jenkins, CEO and Founder of Journey, this show pulls from years of building & scaling freight brokerages along with the work our team does with hundreds of clients. We break down how brokers grow, how teams sell, how leaders hire, and what it takes to perform at a high-level in this industry.

Author

Will Jenkins

Category

Business

Latest episode

Jul 9, 2026

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Episodes

Chad Vos, Building a Strong Culture 09.01.2025

SUMMARY:  In this episode of Sales Bites, host Will Jenkins and guest Chad Vos discuss the critical elements of building a strong sales culture. They explore the importance of hiring the right people, providing clarity and resources, recognizing successes, and holding team members accountable. The conversation emphasizes that character is a key differentiator in sales success, and that competition...

Sherman Barnes, Staying Persistent with Large Opportunities 19.12.2024

SUMMARY: In this episode of Sales Bites, Will Jenkins interviews Sherman Barnes, RVP of Sales at Bennett Motor Express. They discuss the importance of persistence in sales, especially when dealing with larger opportunities. Sherman shares his strategies for maintaining momentum by closing smaller accounts while pursuing larger ones, emphasizing the significance of building relationships and stayin...

Ben Bar-Lev, Relationship Driven Freight Sales 12.12.2024

SUMMARY: In this episode of Sales Bites, host Will Jenkins and guest Ben Bar-Lev, Sr. Business Development Executive of Strategic Accounts at Echo Global Logistics, discuss the critical role of relationships in freight sales. They emphasize the importance of trust and credibility, the necessity of team selling, and how to navigate challenges to build resilience. The conversation highlights the val...

Will Hopkins, Cradle to Grave Sales 05.12.2024

SUMMARY: In this episode of Sales Bites, host Will Jenkins interviews Will Hopkins, founder of BlackBox Logistics. They discuss the cradle to grave sales strategy, emphasizing the importance of relationship building over price competition. Hopkins shares insights on managing operations while maintaining a full sales pipeline, the significance of listening in sales, and effective management techniq...

Cassie Quien, Internal Relationships 21.11.2024

SUMMARY: In this episode of Sales Bites, host Will Jenkins speaks with Cassie Quien, VP of Commercial at REPOWR, about the critical importance of building internal relationships in sales. They discuss how these relationships directly impact customer service and the overall success of sales efforts. Cassie emphasizes the need for recognition and communication within teams, especially in a remote wo...

Abby Hafenbredl, Video Outreach For Sales 31.10.2024

SUMMARY:   In this episode of Sales Bites, host Will Jenkins interviews Abby Hafenbredl, an Account Development Manager at Lean Solutions Group. Abby shares her extensive experience in the freight and transportation industry, detailing her career journey and the evolution of her sales strategies. The conversation focuses on the innovative use of video outreach in sales, emphasizing its effectivene...

Chad Vos, Gaining Advantage on Competition 24.10.2024

SUMMARY: In this episode of Sales Bites, host Will Jenkins speaks with Chad Vos, VP of Sales at Fifth Wheel Freight (FWF), about the competitive landscape of sales, particularly in the logistics industry. They discuss strategies for gaining a competitive advantage, the importance of effective outreach, and how to differentiate oneself in a crowded market. Chad shares personal anecdotes and insight...

Ben Bar-Lev, How To Create A Team-Selling Approach 10.10.2024

SUMMARY: In this episode of Sales Bites, host Will Jenkins speaks with Ben Bar-Lev, a National Sales Representative at Echo Global Logistics, about the importance of team selling in the logistics and freight industry. They discuss Ben's journey in sales, the significance of collaboration, and how to build effective client relationships. Ben emphasizes the need for a positive attitude, checking ego...

Jeff Parisi, Building from Start-Up to Scale 03.10.2024

SUMMARY: In this conversation, Will Jenkins and Jeff Parisi, VP of Sales at Revenova, to discuss the evolution of sales strategies from startup to established organization, focusing on the importance of selling a vision, building trust with early customers, and maintaining a high level of customer satisfaction. They explore the unique challenges faced by startups in selling their products and how...

Sherman Barnes, Selling Via Email 26.09.2024

SUMMARY:  In this episode of Sales Bites, Will Jenkins interviews Sherman Barnes, Regional Vice President of Bennett Family of Companies, discussing effective email sales strategies. Sherman shares his extensive experience in email marketing, emphasizing the importance of consistency, persistence, and the balance between personalization and mass outreach. He highlights the use of tools like MailCh...

Cassie Quien, Importance of Patience in Sales 12.09.2024

SUMMARY:  In this episode of Sales Bites by Journey, Will Jenkins interviews Cassie Quien, VP of Commercial at REPWR, about the importance of patience in sales. Cassie shares her experience in the startup sector and emphasizes the need for patience when coaching prospects on a brand and building relationships. She discusses the balance between consistent follow-ups and being spammy, highlighting t...

Carlos Reyes, Selling Dedicated Lanes 22.08.2024

SUMMARY:  In this episode of Sales Bytes, Will Jenkins interviews Carlos Reyes, a Senior Contract Specialist at Emerge, about selling dedicated lanes. Carlos explains that selling dedicated lanes involves solving network inefficiencies for fleets and finding the right customer to fit their network. He emphasizes the importance of understanding the fleet's operations, customer needs, facility hours...

Chad Vos, Importance of Strong Internal Relationships 15.08.2024

SUMMARY:  In this episode of Sales Bytes by Journey, host Will Jenkins interviews Chad Vos, VP of Sales at Fifth Wheel Freight, about the importance of strong internal relationships in sales. Chad shares his career journey and emphasizes the need for sales professionals to build relationships with their colleagues in operations, account management, and carrier sales. He highlights the value of get...

Ben Bar-Lev, How To Find Fresh Leads 01.08.2024

SUMMARY:  In this episode, Will Jenkins and Ben Bar-Lev discuss how to find fresh leads in the sales industry. They emphasize that there are leads everywhere, and the best leads are often accounts that no one has heard of. They suggest using personal hobbies and interests to find genuine leads, as well as utilizing tools like AI and chat GPT. They also recommend looking at big box retailers and cu...

Carlos Reyes, Fleet Sales 27.06.2024

SUMMARY: In this episode of Sales Bites by Journey, Will Jenkins interviews Carlos Reyes, a Senior Contract Specialist at Emerge, about developing business with larger carriers in fleet sales. Carlos shares his insights on how to approach cold calls and emails, the importance of research and preparation, and how to differentiate yourself as a sales rep. He also discusses the nuances of managing re...

Abby Hafenbredl, Building Relationships 13.06.2024

SUMMARY:  Abby Hafenbredl, Account Development Manager at Lean Solutions Group, joins as for an episode of Sales Bites with a focus on Relationship Building. She shares her career journey in the freight transportation industry and discusses the importance of building relationships in sales. She emphasizes that trust is the key to building long-lasting relationships with customers and advises again...

Sherman Barnes, Enterprise Sales 30.05.2024

SUMMARY: Sherman Barnes, RVP of Sales at Bennett Motor Express, shares his insights on enterprise sales. He emphasizes the importance of consistently prospecting and leveraging buyer personas to understand the decision-makers and their incentives. Sherman also highlights the differences between selling to enterprise customers versus mid-market or SMB customers, including the sophistication of the...

Cassie Quien, Emotional Intelligence 16.05.2024

SUMMARY: In this episode of Sales Bites, Will Jenkins interviews Cassie Quien, VP of Commercial at REPOWR, about the importance of emotional intelligence in sales. Cassie shares her background in the transportation industry and how she developed her emotional intelligence skills. They discuss the value of the salesperson's initial experience with the buyer, the importance of listening and adaptabi...

Carlos Reyes, Building Relationships in Carrier Sales 02.05.2024

SUMMARY: In this episode of Sales Bites by Journey, Will Jenkins interviews Carlos Reyes, Senior Contract Specialist at Emerge, about the fundamentals of carrier sales. Carlos shares his experiences and insights on building trust with carrier partners, asking the right questions, and making the transition from covering loads to covering trucks. He emphasizes the importance of treating carriers as...

Abby Hafenbredl, Networking 18.04.2024

SUMMARY: Abby Hafenbretl, Account Development Manager at Lean Solutions Group, shares her insights on networking and conferences in the sales industry. She emphasizes the importance of networking events and conferences as opportunities to connect with potential clients and build relationships.  Abby provides tips on effective networking strategies, such as making introductions, adding value to oth...

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