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.

Key Chapters:

(0:00)  Background and Introduction

(01:34) How Bubba.aI Started

(03:27) Voice-First Interface and User Experience

(03:53) Future Capabilities and Expansion Plans

(05:26) Issues with Overseas Dispatchers

(06:22) Naming and Branding of Bubba.aI

(10:26) Trip Planner and Real-Time Load Matching

(15:30) Market Competition and Strategy

(22:20) Funding and Business Model

(26:17) The Challenge of AI in Trucking

(28:15) The Role of AI in Trucking Operations

(29:51) Bootstrapping vs. Venture-Backed Businesses

(36:27) The Future of AI and Outsourcing

(44:00) The Role of Brokers in Logistics

(48:56) Advice for Aspiring Entrepreneurs

#LetsTalkLogistics #FreightTech #TruckingInnovation #CarrierSuccess #AIinLogistics 

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.

Key Chapters:

(0:00)  Background and Introduction

(01:34) How Bubba.aI Started

(03:27) Voice-First Interface and User Experience

(03:53) Future Capabilities and Expansion Plans

(05:26) Issues with Overseas Dispatchers

(06:22) Naming and Branding of Bubba.aI

(10:26) Trip Planner and Real-Time Load Matching

(15:30) Market Competition and Strategy

(22:20) Funding and Business Model

(26:17) The Challenge of AI in Trucking

(28:15) The Role of AI in Trucking Operations

(29:51) Bootstrapping vs. Venture-Backed Businesses

(36:27) The Future of AI and Outsourcing

(44:00) The Role of Brokers in Logistics

(48:56) Advice for Aspiring Entrepreneurs

#LetsTalkLogistics #FreightTech #TruckingInnovation #CarrierSuccess #AIinLogistics 

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.

Key Chapters:

(0:00) Background and Introduction

(3:03) OTR Solutions: Evolution and Services

(4:54) Challenges and Innovations in Factoring

(13:06) Industry Insights and Current Events

(26:58) The Crazy World of Load Boards

(28:11) Consolidation in FinTech and Load Boards

(30:03) Challenges and Opportunities in the Freight Industry

(35:29) The Role of AI and Technology in Freight

(38:59) Freight Industry Talk and Personal Insights

(43:27) The Freight Dating Scene

(48:35) The Importance of Instant Funding

(50:32) The Health of the Carrier Market

(57:03) Final Thoughts and Contact Information

#LetsTalkLogistics #FreightTech #LTL #OTRSolutions 

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.

Key Chapters:

(0:00) Background and Introduction

(0:28) Understanding NMFC Changes

(1:17) Introducing the Experts

(1:54) Why Density-Based Classification?

(3:25) Challenges with NMFC Codes

(5:13) Impact on Shippers and Carriers

(9:28) FedEx's Response to NMFC Changes

(13:10) Future of LTL Shipping

(32:46) Carrier Capacity and Customer Data

(33:05) Behavioral Changes in Carrier Services

(34:00) LTL Market Dynamics and Shipper Relationships

(34:36) The Role of Data in Cost Management

(35:10) Inflection Points in Carrier-Broker Relationships

(39:11) Technological Innovations in Freight Management

(47:28) Current State of the LTL Market

(56:57) Future Predictions and Industry Consolidation

#LetsTalkLogistics #FreightTech #LTL #NMFCUpdate #Reclass

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!

Key Chapters:

(0:00) Background and Introduction

(0:36) Accidental Start of CS Recruiting

(2:27) Challenges and Growth

(4:50) Rocket Shipping Origin Story

(8:54) Agent Model vs. W2 Employees

(13:22) Recruiting Philosophy and Strategy

(21:11) Future Plans and Industry Insights

(30:39) Freight Brokerage Models and Challenges

(31:28) Branding in Freight Brokerage

(34:13) Current Market Trends and M&A Activity

(41:35) Top Logistics Companies

(43:34) Freight Fraud and Industry Challenges

(49:23) Business Operations and Future Outlook

#LetsTalkLogistics #FreightTech

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.

Key Chapters:

(0:00) Background and Introduction

(0:43) Expanding Lead Coverage: Global Presence and Services

(2:00) The Revenue Engine: Writing and Promoting the Book

(7:03) Ideal Customer Profile and Go-to-Market Strategy

(13:40) The Importance of Intent Data in Sales

(29:05) Kara's Journey: From Echo to Lead Coverage

(34:34) Effective Strategies in Freight: Thought Leadership and Partnerships

(37:12) Quarterly Updates and Executive Thought Leadership

(39:51) The Sleepy Beauty Campaign

(41:06) Challenges in Sales Follow-Up

(50:40) The Importance of Niche Expertise

(57:38) Managing a Remote Team

(1:00:37) AI Strategy and Business Optimization

#LetsTalkLogistics #FreightTech #FreightMarketing #GoToMarket #LTLGrowth

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.

Key Chapters:

(0:00) Introduction and Background

(2:32) Founding FreshX: From Last Mile Delivery to Freight Brokerage

(4:00) Challenges in LTL Reefer and the Pivot to Software

(7:11) Building and Scaling FreshX

(15:24) Technical Insights and Product Development

(22:49) Understanding the Role of a Product Manager

(24:40) Future Vision for FreshX

(26:46) Real-Life Challenges in Cold Chain Logistics

(34:55) Dynamic Pricing and Carrier Relationships

(39:16) Tech Stack and Business Operations

(41:29) Lessons Learned and Final Thoughts

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.

Key Chapters:

(0:00) Introduction and Background

(1:05) The Concept of Open Source TMS

(4:01) AI's Role in Freight Brokerage

(11:37) Pricing Models and Industry Challenges

(22:47) Search Carriers: A Deep Dive

(28:24) Garrett's Motivation and Vision

(29:36) New TMS in the Market

(33:29) Building a TMS in Real Time

(34:00) VC and Freight Tech

(35:14) Open Source TMS Business Model

(39:23) AI and Future Tech

(46:58) Launching the TMS

#LetsTalkLogistics #FreightTech #OpenSourceTMS #BrokerTech