The Journey Podcast

Celebrating 100 Episodes of The Journey Podcast

Episode Summary

100 episodes. A lot of freight conversations. Even more lessons along the way. For our 100th episode, Will Jenkins goes back through some of his favorite conversations from The Journey Podcast, from the early days of Choppin’ It Up and Sales Bites to the show it is today. Featuring Kevin Miles, Abby Hafenbredl, Kary Jablonski, Ben Bar-Lev, Chadd Olesen, Will Hopkins, Kevin McMaster, and Madison Santo, this episode brings back lessons on freight pricing, sales, leadership, prospecting, automation, cold calling, and building a business for the long game. Most importantly, it’s a thank you to every guest, listener, and member of the team who helped get us to 100.

Episode Notes

100 episodes. A lot of freight conversations. Even more lessons along the way. 

For our 100th episode, Will Jenkins goes back through some of his favorite conversations from The Journey Podcast, from the early days of Choppin’ It Up and Sales Bites to the show it is today. Featuring Kevin Miles, Abby Hafenbredl, Kary Jablonski, Ben Bar-Lev, Chadd Olesen, Will Hopkins, Kevin McMaster, and Madison Santo, this episode brings back lessons on freight pricing, sales, leadership, prospecting, automation, cold calling, and building a business for the long game. 

Most importantly, it’s a thank you to every guest, listener, and member of the team who helped get us to 100. 

TAKEAWAYS:

• Kevin Miles on using freight bid data to make smarter pricing decisions 
• Abby Hafenbredl on getting more out of freight conferences through preparation
• Kary Jablonski on building trust by listening before leading
• Ben Bar-Lev on finding better freight leads through genuine interests and personal connection
• Chadd Olesen on why strategy and adoption have to come before automation
• Will Hopkins on bringing personality and creativity into shipper outreach
• Kevin McMaster on confidence, taking chances, and playing the long game in freight
• Madison Santo on getting to the financial impact quickly during a cold call 

TIMESTAMPS:

00:19 Celebrating 100 episodes of The Journey Podcast 

01:15 Kevin Miles: Freight pricing and getting more from bid data 

02:35 Looking back at Episode 1 and Kevin’s return in Episode 95 

03:14 Abby Hafenbredl: Preparing for freight conferences 

05:10 Kary Jablonski: Listening, trust, and leadership 

07:38 Ben Bar-Lev: Finding fresh freight leads 

10:18 Chadd Olesen: Strategy before automation 

13:30 Will Hopkins: Getting creative with shipper outreach 

15:26 Kevin McMaster: Confidence and the long game in freight 

17:11 Madison Santo: Getting to the money on cold calls 

19:16 What 100 episodes have meant to Will and the team 

20:57 Here’s to the next 100 

ABOUT THE JOURNEY PODCAST: The Journey Podcast brings together freight leaders, founders, operators, sales professionals, and technology leaders for conversations about freight, sales, tech, the market, and everything in between. Subscribe wherever you listen to podcasts and join us for the next 100. 

Start your Journey: www.journeydelivers.com