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The Bootstrapper's Guide to Logistics
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The Bootstrapper's Guide to Logistics

Author: Nate Shutes

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The Bootstrapper's Guide to Logistics is dedicated to the supply chain entrepreneurs who are building companies the way that doesn't get a lot of attention. We're here to change that by sharing their stories and inspiring others to take the leap.

Join us as we build a community of supply chain entrepreneurs from the ground up.

107 Episodes
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This week we hear from Brandon Joyce, CTO and co-Founder of Bitfreighter on his journey as a technologist, leader and entrepreneur. Listen in as he shares how quitting is sometimes the right answer in order to find your sweet spot. Brought to you by Rapido and Bitfreighter.
This week on the show we hear from Ben Tschirgi - Founder of Science of Sales and Co-Founder of Backhaulers. Tune in to hear the backstory of one of the greatest freight content creators the industry has ever seen and how having a creative outlet can be essential to remaining balanced in business. Brought to you by Rapido and Bitfreighter.
Listen into the show this week with Rich Krul, Co-founder and CEO of Hoplite Logistics as he shares how tough it was to start his business, how important it was to name it right and how making mistakes along the way is just part of the game. Brought to you by Rapido and Bitfreighter.
This week on the show we hear from Chris Brewer, Founder of River City Logistics on his journey from working in his dad's jewelry store, to Uber driving and now to the CEO of a rapidly growing 3PL with nearly 100 employees. Listen in as he opens up about the highs and lows of being an entrepreneur - including when someone says "It must be nice". Brought to you by Rapido and Bitfreighter.
This week on the show we hear from Vin Carrano, CEO and 3rd generation Owner of Fenichey. Listen in to hear how deep the transportation roots in his family go and how sometimes you have to bet it all on something new in order to continue growing. Brought to you by Rapido and Bitfreighter.
This week on the show we hear the backstory of Matt Hertz with 3rd Person - a platform matching ecommerce brands to their ideal 3PL. Listen in as we cover everything from baseball cards to hedge funds stuff and everything in between. Brought to you by Rapido and Bitfreighter.
This week on the show we hear from Justin McKessy, Founder of First Choice Freight on his journey as a logistics entrepreneur. From taking apart electronics as a kid to selling underglow kits for cars on eBay, Justin's curiosity had led him on some unique adventures. His latest adventure is running his own freight brokerage so take a listen to hear how he approaches building something as a Founder. Brought to you by Rapido and Bitfreighter.
This week we hear from Mark Cleveland, Founder and leader of multiple companies spanning trucking, logistics and an elite brand of socks. Listen in as he shares how running multiple businesses simultaneously isn't a distraction but an advantage. Brought to you by Rapido and Bitfreighter.
This week on the show we hear from Rachel Hayden, Founder of Confidential Career Solutions on her journey from being a waitress to working for Fortune 500 companies to launching her own business. Listen in to learn why doubt is part of the journey, but so is owning your own success. Brought to you by Rapido and Bitfreighter.
What happens when everything you've built crumbles beneath you? For Tyson Lawrence, founder and CEO of Diablo Freight Ventures, bankruptcy wasn't the end—it was just the beginning. During his most difficult moments, Tyson recognized his greatest perceived weakness—empathy—was actually his superpower. He leveraged those learnings to launch his next two ventures and on this week's episode he unpacks all of it to help other entrepreneurs learn from his experience. Brought to you by Rapido and...
This week on the show we hear from Liz Wayne, founder of Able Transport, as she shares her journey in the freight brokerage industry, discussing the evolution of her company, the challenges of entrepreneurship, and the importance of leadership. She reflects on her experiences in the industry, the need to reinvent the freight broker reputation, and the personal growth she has undergone as a leader. The discussion also touches on the significance of adaptability, hard work, and the values that ...
In this candid and insightful episode, host Nate Shutes welcomes Casey Winans, founder of Full Stride WMS, to share his entrepreneurial journey from building a high-growth consulting firm to starting over with a mission-driven focus on helping mid-sized 3PLs and distributors implement smarter warehouse management systems. Casey opens up about the emotional highs and lows of founding, exiting, and rebooting — with lessons on equity, partnership challenges, and staying mission-aligned. It’s a m...
Nate sits down with Josh Klebanoff, Co-Founder and COO of Yolk Transport, to dive into the high-pressure, behind-the-scenes world of Event Logistics. Josh shares his journey from temp worker to entrepreneur, the adrenaline-fueled realities of moving major concerts and events, and what it takes to keep the show on the road — from late-night trucking disasters to delivering stages for world-famous artists. Full of real talk about entrepreneurship, grit, and the magic that happens before the lig...
Jim Bramlett's 42-year journey through the logistics landscape offers a masterclass in entrepreneurship, leadership, and finding purpose beyond business success. From building businesses to authoring books and now leading peer groups for entrepreneur, Jim has done and seen it all. He's found renewed purpose in helping others avoid the mistakes he made so listen in if you'd like to avoid a few yourself! Brought to you by Rapido and Bitfreighter.
On this episode of The Bootstrapper's Guide to Logistics, Khaki shares his journey from corporate operations to founding ShiftSwap, a labor sharing and planning tool for warehouse operations. Khaki shares how his approach is built on a commitment to simplicity. "To actually create something simple is extremely complex," he explains. With ambitious goals to impact one million hourly workers' lives, Hisham goes deep on what it means to be a bootstrapper – finding elegant (and sometimes ...
What happens when you combine Philadelphia grit, Chicago hustle, and cutting-edge AI technology? You get Chris Agnew's journey to founding Freight IQ. Growing up in a blue-collar Philadelphia neighborhood where "everything was a competition" and working in his mother's restaurant (where he nearly got fired) Chris developed resilience and people skills. After 8 years at Coyote Logistics he spent the next six at Molo. This long-term approach to understanding the business gave him unique insigh...
In an industry often dominated by venture-backed startups and high-risk entrepreneurship, Blake Collins - Founder of Armada - offers an alternative perspective on building a business the thoughtful way. As the co-founder and managing director of Armada, a specialized recruiting firm focused on supply chain talent, Blake shares his journey from CH Robinson executive to entrepreneur without sacrificing financial stability or family priorities. Rather than following the conventional "quit your ...
This week on the show we hear an update from Andy Shiels, Founder of SiLo two years after we shared his original episode. Listen in as he shares how running a 'boring' business can lead to ongoing success and how he would encourage others to focus on the fundamentals. Brought to you by Rapido and Bitfreighter.
This week we hear an update from Brad Forester who first shared his story with us in 2022. In this update he shares what he has learned as a leader and entrepreneur over the last 2 years including his most difficult challenge yet - leaving the country (and his business) for over a month. Brought to you by Rapido and Bitfreighter.
This week we hear an update from Charlie Saffro on the time warp that the last 2 years have been in the supply chain talent industry. Charlie opens up about one of the biggest challenges she has faced yet...burnout. Listen in as she shares what she's learned about business and herself. Brought to you by Rapido and Bitfreighter.
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