Will Jenkins
Choppin' It Up
Welcome to "Choppin' It Up", a podcast powered by Journey! Join our host, Journey's CEO & Founder, Will Jenkins, as we chop it up with industry experts, leaders and friends. Will covers topics from freight & supply chain to entrepreneurship, sales & marketing. We're ready to share your Journey! Alright, let's start Choppin' It Up! About Journey:Journey is your #1 transportation recruiting resource & the premier community based academy for supply chain professionals. It's simple. We're here to help you succeed on your Journey. Learn more at www.journeydelivers.com.
Author
Will Jenkins
Category
Podcast website
Latest episode
Sep 4, 2025
Where to listen?
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Episodes
Megan Masud & Sarah Hanna, Mental Health and Compliance 04.09.2025 39:16
SUMMARY: In this episode, host Will Jenkins sits down with Megan Masud and Sarah Hanna, Co-Founders of Competum Collective LLC, to share their entrepreneurial story and mission to improve the lives of drivers in the logistics industry. They break down how Competum Collective is tackling critical gaps with mental health support, compliance education, affordable healthcare options, and substance abu...
CJ Johnson, No Shortcuts in This Game 24.07.2025 42:58
SUMMARY: In this episode of Choppin’ It Up, Will Jenkins sits down with CJ Johnson, founder of BWS Logistics, a 3PL known for handling the tough stuff, like fragile freight, complex consolidation, last-minute loads, with ease. CJ shares how growing up in Chicago and handing out pizza flyers laid the groundwork for his entrepreneurial grit. From switching majors in college to honing his sales game...
Elizabeth Moscoso, A Second-Gen Freight Story 19.06.2025 30:09
SUMMARY: In this episode of Choppin' It Up, Will Jenkins interviews Elizabeth Moscoso, President of Moscoso Express, a trucking company specializing in air freight. Elizabeth shares her journey from childhood involvement in the family business to leading the second generation of the company. The conversation explores the evolution of the trucking industry, the importance of technology, and the cha...
Kevin McMaster, The Long Game In Freight 22.05.2025 54:20
SUMMARY: In this episode of Choppin' It Up, host Will Jenkins sits down with Kevin McMaster, SVP of Sales and Operations at Flock Freight. Kevin shares his story of immigrating to the U.S. and building a standout career in freight, from his early days at Coyote to leading teams at Flock. He opens up about the challenges he faced, the mentors who shaped him, and the mindset that helped him grow int...
Rob Skelton, Drop the Ego Pick Up the Freight 24.04.2025 31:07
SUMMARY: In this episode of Choppin' It Up, Rob Skelton, CEO of Third Coast Logistics, shares his journey from the military to the freight industry. He discusses the challenges he faced while starting his business, the importance of leadership and team building, and how he navigated financial management during tough market cycles. Rob emphasizes the significance of building strong relationships in...
Women's History Month #NoGatekeeping 27.03.2025 38:42
SUMMARY: In this special Women's History Month edition of Choppin' It Up, the conversation revolves around the importance of mentorship, the challenges women face in a male-dominated industry, and the leadership lessons learned throughout their careers. Erin Sweeney, Maya Quijada and Nicki Bottan share personal stories with Will Jenkins of how mentorship has shaped their professional journeys, the...
David Bell & Alfonso Quijano, CloneOps at Manifest 2025 06.03.2025 30:47
SUMMARY: In this episode of Choppin' It Up, host Will Jenkins joins David Bell, CEO & Founder of CloneOps.ai, and Alfonso Quijano, CTO of Lean Solutions Group, to discuss their experiences in the logistics industry, focusing on the integration of AI and technology in business operations. They emphasize the importance of building relationships, understanding the logistics space, and the evolving na...
The Men of Journey, Black History Month Edition 27.02.2025 48:22
SUMMARY: In this special edition of Choppin' It Up for Black History Month 2025, host Will Jenkins is joined by Justin Turner and Calvin Blackmon to discuss their personal journeys, the importance of advocacy in professional spaces, and the ongoing challenges faced by professionals of color. They share insights on mentorship, the freight industry, and the impact of racism in today's society, emp...
Marcus Cooksey, DUKE.ai - Automated Freight Invoicing 06.02.2025 53:13
SUMMARY: In this episode of Choppin' It Up , Marcus Cooksey, CEO and founder of DUKE.ai, shares his journey with Will Jenkins from a challenging upbringing to becoming a successful entrepreneur. He discusses his early education, cultural influences, and the pivotal moments that shaped his career. Marcus reflects on his experiences at Texas Instruments, his entrepreneurial ventures in the trucking...
Shannon Breen, From Finance to Freight: Building FreightVana 02.01.2025 50:06
SUMMARY: In this episode of Choppin' It Up, Will Jenkins interviews Shannon Breen, Co-CEO and Founder of FreightVana. They discuss Shannon's journey from growing up in Oregon to his career in finance and ultimately to the freight industry. Shannon shares insights on the importance of relationships in freight, lessons learned from his time in transportation, and the challenges faced during the merg...
Special Edition: Journey Turns 1 27.11.2024 40:59
SUMMARY: In this special episode of Choppin' It Up, Will Jenkins and Erin Sweeney reflect on the first year of Journey, discussing their personal and professional journeys that led to the founding of the company. They explore the importance of mentorship, the evolution of their brand, the significance of training, and the key hires that have shaped their team. The conversation highlights their com...
Journey & Shipper CRM, Elevating Freight Sales with Tech 14.11.2024 44:17
SUMMARY: In this special edition of Choppin' It Up, Will Jenkins interviews Krystian Gebis, CEO & Co-Founder of Shipper CRM and Co-Founder of FreightCaviar. They discuss Krystian's Journey from computer engineering to building self-driving trucks and eventually creating Shipper CRM. The conversation covers the evolution of Shipper CRM, its current state, and future aspirations, including the impo...
Chadd Olesen, The Power of Automation: AVRL’s Impact on Logistics 07.11.2024 41:42
SUMMARY: In this episode of Choppin' It Up, Will Jenkins interviews Chadd Olesen, CEO of AVRL, discussing his journey from a small-town upbringing to launching a successful voice technology company. Chadd shares insights on work ethic, the evolution of AVRL, and the importance of customer relationships and implementation in the tech industry. He emphasizes the need for innovation and collaboratio...
Michael Horvath, Building Revenova: A Cloud-Based TMS 17.10.2024 54:24
SUMMARY: In this episode of Choppin' It Up, host Will Jenkins interviews Michael Horvath, Co-Founder and COO of Revenova. Mike shares his journey from a musician to a successful entrepreneur in the tech industry, detailing his experiences in various roles, the founding of Forseva, and the subsequent creation of Revenova. The conversation explores themes of innovation, collaboration, and the import...
Amado Cruz, National Truck Driver Appreciation Week Edition 19.09.2024 41:19
SUMMARY: In this episode of Chopping It Up, host Will Jenkins interviews Amado Cruz, CEO and Founder of Limitless Carriers. Amado shares his journey from being a truck driver to becoming a successful trucking company owner. He discusses the importance of understanding the trucking industry, the challenges faced by drivers, and the strategies he employed to grow his business. Amado emphasizes the s...
Steve Zambo, Growing Up In Freight 29.08.2024 56:54
SUMMARY: Steve Zambo, CEO and founder of AGL, shares his background and journey in the freight industry. He grew up in a logistics household and interned at a freight forwarding company before exploring other industries like marketing and telecom. Eventually, he decided to start his own company and moved to Los Angeles to open a branch for an IT recruiting organization. During this time, he learne...
Kristy Knichel, Building Confidence as a CEO 25.07.2024 48:56
SUMMARY: In this episode of Choppin' It Up, Will Jenkins interviews Kristy Knichel, President and CEO of Knichel Logistics. Kristy shares her career journey and the growth of her company from a two million dollar business to a hundred million dollar company. She discusses the importance of having a niche and being really good at a few modes and commodities. Kristy also emphasizes the significance...
Kary Jablonski, Lessons Learned as a Leader 20.06.2024 49:37
SUMMARY: Kary Jablonski, CEO of Trucker Tools, shares her background and career journey in this conversation. She discusses her experience as a certified archery instructor, growing up in Boston with two brothers, and the impact of attending an all-girls summer camp. Kary talks about her college years at Georgetown, where she studied economics and government, and her time working at Deloitte as a...
Morgan MacDermaid, Life On Your Own Terms 23.05.2024 39:29
SUMMARY: In this episode of Choppin' It Up, Will Jenkins interviews Morgan MacDermaid, Sr. Recruiting Advisor at Journey. Morgan shares her career journey, which includes working at Disney World, backpacking around the world, and working odd jobs in different countries. She eventually found her way into the transportation industry and became a successful recruiter. Morgan discusses the importance...
Sebastian Pedraza, Entrepreneurship, Ambition, & Automation 09.05.2024 54:17
SUMMARY: Sebastian Pedraza, Co-Founder and Chief Revenue officer of Oko, takes us on a journey through his career journey. From his formative years in Colombia, where his fascination with math & science took root, to his collegiate days balancing football & school, Sebastian shares how these experiences instilled in him crucial skills like discipline and time management. Sebastian recounts his e...
Joy Stephens, Finding Your Authentic Path to Success 25.04.2024 35:29
SUMMARY: Joy Stephens, Chief Consultant at New Heights Academic and Leadership Consulting, shares her career journey and the pivotal moments that led her to her current role. She discusses her early aspirations to be an actress, her background in engineering, and her transition into sales and leadership consulting. Joy emphasizes the importance of knowing oneself and being authentic in order to bu...
The Women of Journey, Women's History Month Edition 11.04.2024 40:40
SUMMARY: Join the women of Journey for this special edition of Chopping It Up! Erin Sweeney, Maya Quijada, Nicki Childers and Morgan MacDermaid discuss their career journeys as women in & out of the transportation industry in honor of Women's History Month. They share their experiences of being the only woman in the room, facing stereotypes and objectification, and the challenges of being a woman...
Liz Wayne, Building a Successful Brokerage with Resilience & Adaptability 21.03.2024 36:21
SUMMARY: In this episode of Chopping It Up, Will Jenkins interviews Liz Wayne, Founder & CEO of Able Transport Solutions. Liz shares her career journey in the logistics industry, starting from her early days as a receptionist at a trucking company to eventually starting her own brokerage. She discusses the challenges and successes she faced along the way, including building a sales team and naviga...
Germaine Harris & Walter Hughes, Black History Month Edition 29.02.2024 44:04
SUMMARY: In this special of Choppin' It Up, Journey celebrates Black History Month. Will is joined by guests, Germaine Harris of BMO Private Wealth Management and Walter Hughes of Transform VC. The group discusses their career backgrounds, challenges in corporate settings, and the importance of representation. They emphasize collaboration, wealth building, and sponsorship within the black communit...
Adrian Dodds, A Career In Sales & Transportation 22.02.2024 49:48
SUMMARY: On this episode, Adrian Dodds shares his career journey in the supply chain industry. He discusses leaving Coyote for a new opportunity and the lessons he learned. Adrian emphasizes the importance of culture and leadership access, highlighting the value of working at Arrive Logistics. He also talks about his approach to sales and sales management, focusing on building confidence and makin...
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