F3 | Fireside Chat: Unloading the Truth: Startups, Scale, and the M&A Shuffle

F3 | Fireside Chat: Unloading the Truth: Startups, Scale, and the M&A Shuffle

Author: FreightWaves October 29, 2025 Duration: 24:24
Benjamin Gordon is founder and Managing Partner of Cambridge Capital. He draws on a career building, advising, and investing in supply chain companies. Benjamin has led investments in outstanding firms including XPO, Grand Junction, Bringg ,  Liftit , and others. Prior to Cambridge Capital, Benjamin built BGSA Holdings into a global leader in M&A for the supply chain sector. As CEO of BGSA, Benjamin led the firm’s efforts, advising on over $2 billion worth of supply chain transactions. Benjamin has worked with firms such as UPS, DHL, Kuehne & Nagel, Agility Logistics, NFI Logistics, GENCO, Nations Express,  Raytrans , Echo Global, Dixie, Wilpak, and others. Prior to BGSA Holdings, Ben founded 3PLex, the Internet solution enabling third-party logistics companies to automate their business. Benjamin raised $28 million from blue-chip investors including Morgan Stanley, Goldman Sachs,  BancBoston Ventures , CNF, and Ionian. 3PLex was then purchased by Maersk. Prior to 3PLex, Benjamin advised transportation and logistics clients at Mercer Management Consulting. Prior to Mercer, Benjamin worked in his family’s transportation business, AMI, where he helped the company expand its logistics operations. Benjamin is an active civic leader who is committed to giving back to the community. As founder and chairman of  GesherCity , he boosted young adult volunteerism, expanding the organization to over 100,000 members in twenty locations. Benjamin has also served on the Boards of several non-profit groups, including the Palm Beach United Way, the Palm Beach Federation, the Palm Beach Young Presidents’ Organization (YPO), the JDC, the JCCA, the Middle East Forum, and various other community organizations. Benjamin received a Masters in Business Administration from Harvard Business School and a Bachelor of Arts degree from Yale College. Sean Dehan serves as the VP of Corporate Strategy and Corporate Development at Truckstop, bringing over 12 years of experience in crafting and executing growth and product strategies for technology businesses that drive exceptional value for customers. A University of Texas graduate and Austin native, he resides in the city with his wife and four children. Learn more about your ad choices. Visit megaphone.fm/adchoices

Ever wonder what really happens behind the scenes at major industry gatherings, or wish you could catch a keynote you missed? FreightWaves LIVE: An Events Podcast turns those moments into an audio experience, pulling back the curtain on the conversations that shape the worlds of logistics and freight technology. Produced by FreightWaves, this series does more than just recap events; it immerses you in the atmosphere and urgency of live discussions. You'll hear directly from founders, analysts, and media experts as they debate the future of supply chains, dissect new business models, and explore the unexpected intersections of freight and entertainment. Each episode serves as both a time capsule from past conferences and a preview of what's to come, capturing the spontaneous questions and insights that often happen off the main stage. It’s designed for professionals who need to stay ahead, entrepreneurs looking for their edge, and anyone curious about the complex systems that move our world. Tune in to this podcast for an authentic, front-row seat to the ideas and personalities driving change, all delivered with the clarity and depth you’d expect from industry insiders. Whether you're commuting or just need a break from the screen, these recordings bring the energy and intelligence of a live event directly to you.
Author: Language: English Episodes: 100

FreightWaves LIVE: An Events Podcast
Podcast Episodes
Harnessing Technology to drive fleet growth [not-audio_url] [/not-audio_url]

Duration: 16:35
Growth can be be a sticking point for owner-operators and small carriers aifleet CEO Marc El Khoury and FreightWaves’ Mary O’Connell break down growth points carriers can achieve without putting too much work on a driver…
Keynote: A Playbook for Small Fleet and Owner  Operator success [not-audio_url] [/not-audio_url]

Duration: 22:39
In this Small Fleet and Owner Operator Summit Keynote, Adam Wingfield, founder of Innovative Logistics Group joins us to talk about what makes a successful fleet and what to consider when navigating volatile freight mark…
Fireside Chat: Flexport Trucking Continues to Look Forward [not-audio_url] [/not-audio_url]

Duration: 30:35
Bill Driegert from Flexport Trucking joins FreightWaves Craig Fuller on the main stage at F3 2024 to talk about coming expectations for the freight markets in the new year. Learn more about your ad choices. Visit megapho…
Fireside Chat: Unpacking Freight's Investment Cycles [not-audio_url] [/not-audio_url]

Duration: 28:08
Just like freight cycles ebb and flow investment activity has a similar cyclic nature. John Larkin, Strategic Advisor at Clarendon Capital, talks with Craig Fuller about how thought processes on capital investments have…
Fireside Chat: Customer Value is a Product of Internal Commitments [not-audio_url] [/not-audio_url]

Duration: 23:18
Julie Van de Kamp sits down with Tim Guin from Hirschbach a the 2024 Future of Freight Festival. The two discuss how company culture and internal values can actually help drive value for the external customer, including…
Keynote: David Parker on the Legacy of Covenant Transport [not-audio_url] [/not-audio_url]

Duration: 46:17
Trucking runs in the blood of Covenant Transport's CEO David Parker and the lifelong legacy has lead him to run an efficient carrier and brokerage right here in the heart of freight alley. Parker sits down with Craig Ful…
Keynote: Courageous Collaboration Starts with a Handshake [not-audio_url] [/not-audio_url]

Duration: 25:35
As CEO of J.B. Hunt Transport Shelley Simpson leads one of America's largest legacy carriers. The journey from small trucking company to industry leader has not been an easy one, but as Simpson explains in her keynote ad…