Tapan Chaudhari, founded Bubba.ai to fix what small carriers struggle with—dispatch. A voice-first AI that books loads, negotiates, and flags the fine print, it keeps one-to-five truck fleets running without offshore help. No fluff—just AI that works while the driver’s still in the seat.

Grace Maher, helped turn OTR Solutions from a five-person startup into one of freight’s leading FinTechs—without losing sight of what carriers actually need. Inside: how factoring really works, where fraud is evolving, and why consolidation plays won’t fix broken execution. From instant funding to AI-backed auditing, this is what modern back-office support should look like. No fluff—just real talk from someone who’s still in it.

Ben Tschirgi, spent a decade selling freight before launching Science of Sales to fix what most teams get wrong—cold outreach. Inside: hitting the inbox, writing messages that actually get replies, and out-selling bigger teams without the bloat. No fluff—just tactics that win. Key Chapters: (0:00) Background and Introduction (1:29) Challenges in Cold Email Outreach (03:27) Transition from Sales to Management (7:02) Starting a New Business (13:18) Social Media and Personal Branding (21:16) Family and Personal Life (29:12) Exploring Custom CRM Solutions (29:59) Small Business vs. Startups (30:22) The Future of SaaS in Freight (31:44) AI's Role in Freight Tech (34:01) Challenges in Scaling a Business (39:23) Hiring and Team Management (42:27) The Evolution of Freight Tech (45:39) AI in Sales and Email Management (48:14) Building a SaaS Tool for Clients (50:41) Mistakes and Lessons Learned #LetsTalkLogistics #SalesStrategy #FreightTech #ColdEmail #B2BSales

The NMFC got a major overhaul. 2,000+ codes changed. FAKs might finally die. Gabe sat down with some of the sharpest minds in LTL—Lance Healey, Curtis Garrett, and Scooter Sayers—to break down what this means for shippers, TMS platforms, and the future of freight. FedEx made a bold move. Not every carrier is following. This is where LTL’s headed.

Ben Jackson, built Bungii to deliver big and bulky freight—then COVID wiped out 95% of their revenue overnight. Instead of folding, they cut ad spend, rebuilt the model, and turned it into a B2B delivery machine with 15,000+ drivers and zero churn. This episode covers Final Mile execution, why agent networks are broken, and how to actually scale in this market. No fluff—just one of the best pivots in freight.   Key Chapters: (0:00) Background and Introduction (1:21) Ben's Background and Early Life (3:53) The Birth of Bungii (5:24) Scaling Bungii Nationwide (10:37) Challenges and Pivots During COVID-19 (16:04) Reinventing Bungii for B2B Success (22:23) The Unique Approach to Final Mile Delivery (29:51) Future of Final Mile and Bungii’s Vision (34:33) The Network Effect in Truckload Brokerage (38:07) Driver Recruitment and Retention (40:42) The Importance of Customer Feedback (43:13) Personal Background and American Experience (48:20) Balancing Family and Career (53:38) Final Thoughts and Business Advice

Charlie Saffro, never set out to build a top logistics recruiting firm, but CS Recruiting became just that. This episode dives into their rise, why most companies struggle to hire top talent, and how M&A, AI, and inbound strategies are transforming freight. Must-listen for anyone in logistics looking to hire smarter. Tune in now!

Kara Brown, built the biggest GTM firm in freight—and she did it by staying laser-focused on what actually drives revenue. This episode covers why most brokers get ICP wrong, how to catch the 5% of buyers ready to move, and where inbound signals are hiding in plain sight. If you’re trying to grow in this market, start here.

Clay Curran, co-founder of FreshX, joined the pod to talk about solving one of LTL’s hardest problems: reefer. From last mile pilots to a full-on freight brokerage pivot, he breaks down how they landed on a software solution that actually works—giving brokers instant access to reefer capacity across 80+ carriers. No transaction fees. No messy workarounds. Just real rates and real coverage.

Garrett Allen, built LoadPartner, the first open-source TMS for freight brokers. We talk about why most platforms slow brokers down, how AI makes it easier to build what you need, and why owning your tech stack changes everything.

Ken Adam’s, been in data long enough to know what’s broken—and who’s just making noise. We got into freight platforms, media takes, and why he’s still the one people call when things go off the rails. No hype. Just the stuff that actually matters.

Steve Cox, has seen every side of freight—CH Robinson, Access America, Coyote, and now Steam. We get into what it takes to build a $600M logistics company, how to survive the down cycle, and why the real risk is waiting too long. Worth the listen.

Chris Brewer built River City Logistics from the ground up—no VC, no shortcuts, just grit. We get into what it takes to scale a brokerage with assets and warehousing, why he still trains every new hire, and the moment he knew he had to fire a top performer. Freight built for the long haul. Worth the listen

Sam Tibbs, built Trochi.AI to change how rate products work for brokers—giving them real control over their data and a piece of the upside. This episode breaks down why the old model fell apart, how better data shifts the market, and why broker ownership could change everything. A sharp look at where freight tech is heading. Worth the listen.

A new executive order could take truckers off the road if they can’t speak English — and it’s already sparking a fight. We break down what’s actually changing, why it matters for road safety, jobs, and immigration, and where the real friction points are. Forget the headlines — here’s what’s really going on behind the scenes.

Matt Silver, built Forager, sold it, and is back with Cardo. This one gets into cross-border freight, near shoring, and what it actually takes to build freight tech. Sharp, honest, and worth a listen.

​ChatGPT is getting a shopping cart. Leaked code points to a possible Shopify integration, letting users browse and buy products directly in the chat. No official confirmation yet, but the implications for e-commerce, logistics, and AI-driven retail are massive. We break down the clues, the stakes, and what it means if your go-to AI assistant starts selling. Key Chapters:   (0:00) Introduction and Overview (1:02) Unpacking the Evidence (2:30) Potential User Experience (3:22) Public Reaction and Concerns (4:08) OpenAI's Past and Future Strategies (5:17) Competitive Landscape (6:56) Impacts on E-commerce and Logistics (10:47) Conclusion and Key Takeaways #LetsTalkLogistics #ThisWeekinFreight #ChatGPTShopping #AICommerce #ShopifyIntegration #ChatGPTShopping #AICommerce #ShopifyIntegration

Eric Johnson, from JOC stopped by to talk about freight, media, and what happens when AI starts doing everyone’s job—including journalists. We got into the chaos around tariffs, why broker CEOs stay quiet, and where SaaS in freight tech might be heading. A little spicy, a lot relevant. Worth the listen.

The 2025 3PL rankings are out, and the picture isn’t exactly pretty. Slower growth, shifting positions, and trade pressure are forcing even the biggest names to rethink their playbook.

Jesse Buckingham, helped sell Trucker Tools and ran private equity-backed freight tech—now he’s building AI agents to kill the busywork in brokerage. We get into why scaling with headcount is dead, how mid-size brokers can punch above their weight, and what AI actually means for freight.

Bharath Krishnamoorthy, left law to fix how money moves in freight.We get into why brokers struggle with cash flow, how Denim is leveling the playing field, and why automation—not headcount—is the path to growth.